Mixtures of (2e)-3-(1, 3-benzodioxol-5-yl)-n-phenyl-n-(tetrahydro-3-furanyl)-2-acrylamide and uses

By developing a type containing (+)-(2E)-3-(1,3-benzodioxolene-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)) -2-A novel cooling active mixture of acrylamide and its negative isomers solves the problems of strong odor, high volatility, bitter taste and irritation effects of existing cooling actives in use, and achieves excellent cooling effect and low stimulation.

CN119486725APending Publication Date: 2025-02-18SYMRISE GMBH & CO KG

Patent Information

Application Number
CN202280097744.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2022-07-11
Publication Date
2025-02-18

AI Technical Summary

Technical Problem

Existing cooling actives such as L-menthol have problems with strong odor, high volatility, bitter taste and irritation effects during use, and it is difficult to meet the multiple needs for the intensity, duration, irritation and odor of the cooling effect.

Method used

A novel mixture was developed containing (+)-(2E)-3-(1,3-benzodioxolene-5-yl)-N-phenyl-N-(tetrahydro-3- Furanyl)-2-acrylamide and its corresponding negative isomers optimize the performance of the coolant by adjusting the ratio of these two compounds.

Benefits of technology

The mixture provides excellent cooling effects, can be used as a substitute for traditional cooling actives in cosmetics, foods, textiles, OTC products and medicines, and has low irritation and good odor characteristics.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention relates generally to novel mixtures of (2E)-3-(1, 3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide and to the use thereof.
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Description

Technical Field

[0001] The present invention mainly relates to a novel mixture and use of (2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide:

[0002]

[0003] Particular aspects of the invention will be apparent from the ensuing description, examples and particularly from the appended claims. Background Art

[0004] Physiological cooling actives are often used in order to induce a sensory impression of cooling on the skin or mucous membranes, for example on the mucous membranes in the oral cavity, nasal cavity and / or pharyngeal cavity, even if no physical cooling actually occurs, as, for example, in the case of solvent evaporation. The physiological cooling actives used can be individual components or mixtures. It should be taken into account here that not all compounds that influence receptors in vitro and (also) participate in imparting a physiological cooling effect can actually generate such an effect in vivo on the skin or mucous membranes. More specifically, such an effect will not always have the same progression. This means that, for example, the intensity of the physiological cooling effect imparted and the progression of the intensity of the cooling effect over time cannot be concluded solely from the fact that a specific compound is an agonist of a receptor that participates in imparting a cooling impression.

[0005] The best known physiologically active cooling active is L-menthol, but it has some disadvantages, such as a strong odor impression, high volatility and, at relatively high concentrations, a bitter taste and / or a strong intrinsic taste or irritating effect on the skin.

[0006] Therefore, strong cooling actives which do not have the disadvantageous properties of L-menthol have been previously sought. For example, lactic acid esters of menthol have been described in DE 2608 226, mixed carbonates with menthol and polyols have been described in DE 4 226 043, and menthone ketals have been described in EP 0 507 190.

[0007] Menthyl monoesters of diacids according to US Pat. No. 5,725,865 and US Pat. No. 5,843,466 are interesting naturally occurring alternatives, but cannot achieve the intensity of the above cooling actives in sensory tests.

[0008] J. Soc. Cosmet. Chem. 1978, 29, 185-200 presents the results of a study of about 1200 compounds, among which the compounds N-ethyl-L-menthanecarboxamide ("WS3") and especially N α-(L-menthanecarbonyl)glycine ethyl ester ("WS5") is the strongest cooling active. However, although the latter has a strong effect, it is sensitive to hydrolysis and forms the corresponding free acid N α -(L-menthanecarbonyl)glycine, the acid itself having only a very slight cooling effect. Despite the detailed studies described, a systematic prediction of the properties of possible cooling actives, in particular with regard to their bitterness and / or their other trigeminal effects, is not possible and has not been described. For example, many molecules within the class of menthanecarboxamides also have a strong cooling effect, but often at the same time have a pronounced bitter character (e.g. N-(alkoxyalkyl)menthanecarboxamides according to JP2004059474) or additionally have a strong stimulating effect (WS5: N-[[5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]glycine ethyl ester, US2005 / 0222256).

[0009] Nα-(menthanecarbonyl)alkoxyalkylamides are described in JP 2004059474. Although these have a strong cooling effect and a high hydrolytic stability, they have the disadvantage of a highly bitter taste and therefore they cannot be used in foods nor in cosmetics for facial care purposes.

[0010] Furthermore, menthyl glyoxylate and its hydrates have been described as cooling substances in JP 2005343795.

[0011] An overview of cooling actives produced and used to date can be found in M. Erman, Perfumer & Flavorist 32 (10), 20-35 (2007) and ML Dewis, DJ Rowe, Chemistry and Technology of Flavors and Fragrances, Blackwell Publishing Ltd, Oxford 2005, pp. 212-222.

[0012] The cold menthol / cold menthol receptor TRPM8 (also known as cold membrane receptor (CMR) 1) belongs to the family of transient receptor potential ion channels, is specifically expressed in a particular group of neurons, and forms pores in the cell membrane (in each case 4 units combine to form a tetramer) that selectively allow Ca 2+ ions pass through. The protein has 6 transmembrane domains and a cytoplasmic C- and N-terminus. Low temperatures (preferably 10°C-25°C) stimulate this receptor, causing signal transduction in the nervous system, which is interpreted as the sensation of cold. The receptor was first described as a cold receptor in 2002 in multiple publications (Peier AM et al. A TRP channel that senses cold stimuli and menthol. Cell. 2002 Mar 8;108(5):705-15; McKemy DD et al. Identification of a cold receptor reveals a general role for TRP channels in thermosensation. Nature. 2002 Mar 7;416(6876):52-8; Zuker CS Neurobiology: A cool ion channel. Nature. 2002 Mar 7;416(6876):27-8).

[0013] Cooling compounds such as menthol have long played an important role in the flavoring and odorant industry in order to be associated with freshness and cleanliness. For the compound menthol, it has been shown to act as a natural modulator of the TRPM8 receptor (McKemy DD, Molecular Pain 1 ,2005,16; McKemy DD, Nature 416 , 2002, 52-58; Peier AM, Cell 108 ,2002,705-715; Dhaka A.,Annu.Rev.Neurosci. 29 , 2006, 135-161). The application of menthol activated TRPM8, thereby making Ca 2 + flows into cold-sensitive neurons. The resulting electrical signals are ultimately perceived as a sensation of cold. Excessive concentrations of menthol can lead to irritation and anesthetic effects. In addition, various publications have described menthol derivatives with similar effects (British Patent 1971 #1315761 Watson HR, J. Soc. Cosmet. Chem. 29, 1978, 185-200; Furrer SM, "Chem. Percept." 1 , 2008, 119-126). There are also individual compounds that are structurally unrelated to menthol that cause significant TRPM8 modulation, such as icilin (Wei ET, J. Pharm. Pharmacol. 35 , 1983, 110-112; WO 2004 / 026840), WS-23 or the compounds described in detail in patent application WO 2007 / 019719.

[0014] Other effects of substances that modulate the TRPM8 receptor or its insect analogs are the repellent effect on insects (WO 2002 / 015692; WO 2004 / 000023; US 2004 / 0028714) and activity in antitumor therapy (e.g., effects on prostate tumors), activity in the treatment of inflammatory pain / hyperalgesia and effects as TRPM8 antagonists in the treatment of bladder syndrome or overactive bladder (Beck B. Cell Calcium, 2004). 41 , 2007, 285-294; Levine JD "Biochim.Biophys.Acta", "Molecular Basis of Disease (Mol.Basis Dis.)" 1772 ,2007,989-1003; Mukerji G.,BMC Urology 6 , 2006, 6; US 2003 / 0207904; US 2005 / 6893626; Behrendt HJ, 2004, University of Bochum; Lashinger ESR. Am. J. Physiol. Renal Physiol. Am J Physiol Renal Physiol. 18 June 2008 [electronic publication prior to print publication]; PMID: 18562636).

[0015] However, many TRPM8 modulators that have been discovered so far have disadvantages in terms of intensity of action, duration of action, skin / mucosal irritation, odor, taste, solubility and / or volatility.

[0016] The applicant's previous international patent application PCT / EP2009 / 061019 proposed individual compounds for modulating the TRPM8 receptor. For example, the following compounds have been disclosed:

[0017]

[0018] These compounds are also commercially available:

[0019] Compound 1, CAS number: 99602-94-5 (3R-cis form)

[0020] Compound 2, CAS number: 165753-08-2

[0021] Compound 3, CAS number: 338771-57-6

[0022] Compound 4, CAS number: 878942-21-3

[0023] Compound 5, CAS number: 748783-13-3 (no stereochemistry)

[0024] Reference is additionally made in this regard to the applicant's international patent application PCT / EP2010 / 067936, in which compounds for modulating the TRPM8 receptor are likewise proposed.

[0025] Furthermore, reference is additionally made to the applicant's international patent application PCT / EP2018 / 073486, in which a plurality of particularly suitable cooling agents, in particular compounds for regulating TRPM8, are described. Summary of the invention

[0026] The main purpose of the present invention is to identify novel substances or substance mixtures with excellent physiological cooling effects, preferably substances / substance mixtures that cause regulation of TRPM8 receptors, which can be used as substitutes for known modulators to date, preferably as more suitable reagents than known modulators to date, or as reagents that can be advantageously used in combination with known coolants. Such compounds should also be particularly suitable for use in the cosmetics industry (e.g., hair care, skin care, oral care), food and feeding food, textiles, OTC products (e.g., burn ointments), medicines (e.g., tumor treatment, bladder weakness) or packaging. The substance or substance mixture provided should preferably not cause stimulation or only cause minimal stimulation. In addition, if the substance / substance mixture provides additional sensory features that can be advantageously used, for example, when constituting a novel flavor composition, this may be beneficial.

[0027] The main purpose of the present invention is achieved by:

[0028] A mixture consisting of or containing:

[0029] a) (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide, and

[0030] b) (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide,

[0031] wherein the total amount of compound a) in the mixture is different from the total amount of compound b) (i.e. the mixture is not a racemic mixture of compound a) and compound b)), preferably wherein the ratio of the total amount of compound a) in the mixture to the total amount of compound b) is greater than 50:50, preferably greater than 75:25, preferably greater than 90:10, more preferably greater than 95:5, more preferably greater than 98:2,

[0032] or

[0033] A mixture comprising: (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (compound a)), wherein the mixture does not contain (including the meaning "substantially free" (based on the total amount of compound a) and compound b), less than 1 wt.%))) (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (compound b)),

[0034] Or by:

[0035] (+)-(2E)-3-(1,3-Benzodioxin-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide (Compound a)).

[0036] In conjunction with the present invention, it was unexpectedly found that compound a) or a mixture as described above individually provides an excellent cooling agent. Therefore, the present invention particularly provides the use of compound a) or a mixture as defined above as a cooling agent and for in vitro and / or in vivo modulation of the cold menthol receptor TRPM8, preferably as a TRPM8 receptor agonist and for inducing a sensation of cold in humans and / or animals.

[0037] "TRPM8" has various synonyms in the literature: TRPP8, LTRPC6, CMR1, MGC2849, transient receptor potential cation channel subfamily M member 8. The scope of the present invention includes all names. Also included are all functional modifiers of receptors, more specifically, such as splice variants, isoforms, such as TRPM8 CRA_a, TRPM8 CRA_b and all similar receptors from different organisms such as humans, mice, rats. The nucleotide or amino acid sequences of various receptors are themselves known and recorded in sequence databases. For example, the sequence information of hTRPM8 is registered under number NM_024080.

[0038] In the context of the present invention, a "modulator" is a compound that can act as an agonist and / or antagonist of the TRPM8 receptor in vivo and / or in vitro, in particular in vivo.

[0039] Suitable modulators here can act solely as antagonists or agonists, in particular solely as agonists, or both as antagonists and agonists. It is especially possible here to establish an agonistic or antagonistic effect depending on the specific modulator concentration selected.

[0040] The term “agonist” here refers to the activation of TRPM8 receptors, i.e., inducing Ca 2 + Compounds that flow into cold-sensitive neurons, thereby imparting the sensation of cold.

[0041] In contrast, "antagonists" are compounds that can counteract this activation of the TRPM8 receptor.

[0042] The compounds a) and mixtures described above are particularly useful as cooling agents for achieving a cooling effect on the skin or mucous membranes, preferably wherein the cooling effect of the cooling agent is

[0043] - a cooling effect which is greater than that of a composition of the same composition in which compound a) and, if present, compound b) have been replaced by a racemic mixture of compound a) and compound b) in the same total concentration,

[0044] and / or

[0045] - providing a faster onset of cooling compared to the cooling effect of a composition of the same composition in which compound a) and, if present, compound b) have been replaced by a racemic mixture of compound a) and compound b) at the same total concentration.

[0046] Of course, the terms "compound a)" and "compound b)" according to the invention and individually mixtures of said compounds also include the possibility of using the salts of these compounds, in particular acid addition salts with inorganic carboxylic acids or in particular organic carboxylic acids, monocarboxylic acids and in particular polycarboxylic acids, and they must therefore be understood as being encompassed by the wording of the appended patent claims.

[0047] Surprisingly, it has been found that compound a) or mixtures as defined above, in particular wherein compound a) is present in a significant excess compared to compound b), or respectively wherein the mixture is (substantially) free of compound b)) can advantageously be used as irritant agents.

[0048] Another aspect of the present invention relates to the use of:

[0049] A mixture consisting of or containing:

[0050] a) (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide, and

[0051] b) (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide,

[0052] wherein the ratio of the total amount of compound b) to the total amount of compound a) in the mixture is greater than 50:50, preferably greater than 75:25, preferably greater than 90:10, more preferably greater than 95:5, more preferably greater than 98:2,

[0053] or

[0054] A mixture comprising compound b), wherein the mixture does not contain (including the meaning "substantially does not contain" (based on the total amount of compound a) and compound b), less than 1 wt. %)) compound a),

[0055] or

[0056] (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide (Compound b))

[0057] It is used as a coolant, preferably

[0058] For use in regulating the cold menthol receptor TRPM8 in vitro and / or in vivo, preferably as a TRPM8 receptor agonist, and / or

[0059] For inducing a sensation of cold in humans and / or animals,

[0060] and / or

[0061] For use in applications where a cooling effect is achieved on the skin or mucous membranes.

[0062] Compound b) as described above and mixtures predominantly / only comprising compound b) are particularly useful as cooling agents for achieving a cooling effect on the skin or mucous membranes, preferably wherein the cooling effect of the cooling agent is

[0063] - a cooling effect that is weaker than that of a composition of the same composition in which compound b) and, if present, compound a) have been replaced by a racemic mixture of compound a) and compound b) in the same total concentration,

[0064] and / or

[0065] - providing a slower onset of cooling compared to the cooling effect of a composition of the same composition in which compound b) and, if present, compound a) have been replaced by a racemic mixture of compound a) and compound b) in the same total concentration.

[0066] Surprisingly, it has been found that compound b) as described above or a mixture comprising predominantly / only compound b) can be advantageously used as a flavouring agent for providing or adjusting, in particular increasing, a fruity taste.

[0067] Also preferred is the use according to the invention as described above, wherein compound a) or individually compound b) or individually the mixture is used in or - in case of use of a mixture - the mixture is a fragrance mixture or a preparation for obtaining nutrition, oral hygiene or pleasure or a cosmetic preparation,

[0068] and / or

[0069] wherein compound a) or individually compound b) or individually the mixture is used in a composition selected from the group consisting of:

[0070] a) food, preferably ice cream, mousse, cream, beverages and desserts,

[0071] b) oral care products, preferably toothpaste, mouthwash and chewing gum,

[0072] c) personal care products, preferably skin care or hair care products, such as sunscreens, sunburn creams, lotions and shampoos, and patches,

[0073] d) Foams and gels.

[0074] The invention also provides a fragrance mixture or a preparation for obtaining nutrition, oral hygiene or pleasure or a cosmetic preparation or a composition selected from the group consisting of:

[0075] a) food, preferably ice cream, mousse, cream, beverages and desserts,

[0076] b) oral care products, preferably toothpaste, mouthwash and chewing gum,

[0077] c) personal care products, preferably skin care or hair care products, such as sunscreens, sunburn creams, lotions and shampoos, and patches,

[0078] d) Foams and gels,

[0079] wherein the fragrance mixture, the formulation or the composition comprises a mixture as defined above or compound a) as defined above) (but not compound b)) or individually compound b) as defined above.

[0080] Preferably, the total amount of compound a) and / or compound b) contained therein is sufficient to provide a cooling sensation and / or a stimulating sensation and / or a fruity taste, or to adjust, in particular increase, the fruity taste. Preferred embodiments of such aromatic mixtures, preparations and compositions become apparent when studying the text of this application and can therefore be selected accordingly by the skilled person.

[0081] Depending on the specific purpose, other components (eg of the fragrance mixtures, preparations and compositions as described above) can be easily combined with the compounds a) and / or the compounds b) described herein or individually with the mixtures.

[0082] For example, a mixture as defined herein or a fragrance mixture, preparation or composition as defined herein may additionally comprise

[0083] (1) one or more other substances having a physiological cooling effect, wherein the other substance or one, more than one or all of the other substances (i) cause a flavoring effect or (ii) do not cause a flavoring effect,

[0084] and / or

[0085] (2) One or more aromatic substances that do not have a physiological cooling effect

[0086] and / or

[0087] (3) One or more substances having a trigeminal or salivating effect without a physiological cooling effect

[0088] and / or

[0089] (4) (iii) one compound or (iv) two or more compounds which, independently or, in the case of (iv), together, additionally elicit a flavor modulating effect and / or a trigeminal and / or salivating stimulation.

[0090] Generally, one or more additional physiological cooling agents may be included.

[0091] In general, these agents represent menthol or menthol compounds (including their optical isomers and racemates) preferably selected from the group formed by the substances depicted in the following table:

[0092]

[0093]

[0094] Additionally or alternatively, one or more menthol derivatives may be included. The first important representative is monomenthyl succinate, which as a substance was patented as early as 1963 by Brown & Williamson Tobacco Corp. (US 3,111,127) and further described in US 5,725,865 and 5,843,466 (V. Mane Fils). Both succinate and the similar monomenthyl glutarate are important representatives of monomenthyl esters based on dicarboxylic acids and polycarboxylic acids:

[0095]

[0096] Examples of the use of these substances can be found, for example, in WO 2003 043431 (Unilever) or EP 1332772 A1 (IFF).

[0097] A further important group of menthol compounds which are preferred in the sense of the present invention comprises carbonates of menthol and polyols, such as glycols, glycerol or carbohydrates, such as menthol ethylene glycol carbonate, menthol propylene glycol carbonate, menthol 2-methyl-1,2-propanediol carbonate or the corresponding sugar derivatives:

[0098]

[0099] The use of such substances as coolants for cigarettes is the subject of, for example, US Pat. No. 3,419,543 (Mold et al.); their use as physiological coolants is described in DE 4226043 A1 (H&R).

[0100] In the sense of the present invention, the menthol compounds menthyl lactate, in particular menthone glycerol acetal or menthone glycerol ketal, are preferred.

[0101]

[0102] The former structure is obtained by esterifying lactic acid with menthol, and the latter structure is obtained by acetylation of menthone with glycerol (see DE 2608226 A1, H&R). This group of compounds also includes 3-(1-menthoxy)-1,2-propanediol described as coolant 10 in US 6,328,982 (TIC) and 3-(1-menthoxy)-2-methyl-1,2-propanediol with an additional methyl group.

[0103]

[0104] For example, 3-(1-menthoxy)-1,2-propanediol is prepared starting from menthol according to the following scheme (see US Pat. No. 4,459,425, Takasago Co., Ltd.):

[0105]

[0106] An alternative route in which menthol is reacted with epichlorohydrin in a first step is described in US6407293 and US6515,88 (Takasago Fragrance Industry Co., Ltd.) The following is an overview of preferred menthol compounds characterized by a CO bond:

[0107]

[0108] Of these, menthone glycerol acetal / ketal and menthyl lactate as well as menthol ethylene glycol carbonate and menthol propylene glycol carbonate are preferred.

[0109] WS-based physiological coolants that can be used in conjunction with the present invention:

[0110] In the 1970s, menthol compounds were first developed, which have a CC bond in the 3-position, and many of their representatives can also be used in the sense of the present invention. These substances are generally referred to as WS types. The matrix is ​​a menthol derivative (WS-1) in which the hydroxyl group is replaced by a carboxyl group. All other WS types are derived from this structure, such as the substances WS-3, WS-4, WS-5, WS-12, WS-14 and WS-30, which are also preferred in the sense of the present invention. The following two figures show the synthesis route:

[0111]

[0112] Esters derived from WS-1 are described, for example, in US 4,157,384, and the corresponding N-substituted amides are described in J. Soc. Cosmet. Chem. pp. 185-200 (1978).

[0113] Additional menthol-based derivatives as physiological coolants:

[0114] The menthol derivative 2-isopropyl-5,5-dimethyl-cyclohexanol with an additional methyl group at position 5 was first reported in Yamamoto et al., Tetrahedron, pp. 2203-2209 (1986). The cooling properties of it, its isomers and its derivatives are described in WO2016153011A1.

[0115] “WS coolant” equivalents based on derivatives of 2-isopropyl-5,5-dimethyl-cyclohexanecarboxylic acid and its isomers are described in WO2018131575A1.

[0116] Compounds registered under FEMA 4881, FEMA 4882 and FEMA 4896 are specifically mentioned.

[0117]

[0118] Physiological coolants based on N-1H-pyrazol-3-yl-N-(2-thienylmethyl)acetamide:

[0119] Physiological coolants based on N-1H-pyrazol-3-yl-N-(2-thienylmethyl)acetamide are described, for example, in WO2012061698A2 and US20160339026.

[0120] Among them, particular mention must be made of 2-(4-methylphenoxy)-N-1H-pyrazol-3-yl-N-(2-thienylmethyl)acetamide (FEMA 4809) and 2-(4-ethylphenoxy)-N-1H-pyrazol-3-yl-N-(2-thienylmethyl)acetamide (FEMA 4880).

[0121]

[0122] Additional Preferred Physiological Coolants:

[0123] Other preferred physiological coolants are described in WO2011061330 and WO2019043164, among them: (2E)-3-(1,3-benzodioxol-5-yl)-N,N-diphenyl-2-acrylamide, (E)-3-(4-methoxyphenyl)-N-phenyl-N-tetrahydrofuran-3-yl-prop-2-enamide, (E)-N-phenyl-3-(p-tolyl)-N-tetrahydrofuran-3-yl-prop-2-enamide, 2-(4-methylphenoxy)-N-phenyl-N-tetrahydrophenylthio-3-yl-acetamide, (E)-3-(1,3-benzodioxol-5-yl)-N,N-diphenyl-2-acrylamide, -yl)-N-(2-pyridyl)-N-tetrahydrophenylthio-3-yl-prop-2-enamide, (E)-3-(p-tolyl)-N-(2-pyridyl)-N-tetrahydrophenylthio-3-yl-prop-2-enamide, (E)-3-(4-methoxyphenyl)-N-(2-pyridyl)-N-tetrahydrophenylthio-3-yl-prop-2-enamide, (E)-3-phenyl-N-(2-pyridyl)-N-tetrahydrophenylthio-3-yl-prop-2-enamide, (E)-3-(1,3-benzodioxol-5-yl)-N,N-bis(2-pyridyl)prop-2-enamide, (E)-3-(1,3-benzodioxol-5-yl)-N,N-bis(2-pyridyl)prop-2-enamide, cyclopenten-5-yl)-N-(1H-pyrazol-3-yl)-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, (E)-3-(p-tolyl)-N-(1H-pyrazol-3-yl)-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, (E)-3-(4-methoxyphenyl)-N-(1H-pyrazol-3-yl)-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(tetrahydrofuran-2-ylmethyl)acetamide, (E)-3-(1,3-benzodioxol-5-yl)-N-( (E)-3-(p-tolyl)-N-(2-pyridyl)-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, (E)-3-(4-methoxyphenyl)-N-(2-pyridyl)-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, (E)-3-(1,3-benzodioxol-5-yl)-N-ethyl-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, N-ethyl-2-(4-methoxyphenoxy)-N-(tetrahydrofuran-2-ylmethyl)acetamide, (E)-3-(1,3-benzodioxol-5-yl)-N-ethyl-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide3-Benzodioxin-5-yl)-N-phenyl-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, (E)-N-phenyl-3-(p-tolyl)-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, (E)-3-(4-methoxyphenyl)-N-phenyl-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide, 2-(4-methylphenoxy)-N-phenyl-N-(tetrahydrofuran-2-ylmethyl)acetamide, 2-(4-methoxyphenoxy)-N-phenyl-N-(tetrahydrofuran-2-ylmethyl)acetamide, (E)-3-(1,3-Benzodioxin-5-yl)-N-ethyl-N-[2-(2-thienyl) [ethyl] prop-2-enamide, (E)-3-(1,3-benzodioxol-5-yl)-N-ethyl-N-(2-methylmercaptoethyl) prop-2-enamide, (E)-N-ethyl-N-(2-methylmercaptoethyl)-3-(p-tolyl) prop-2-enamide, (E)-N-ethyl-3-(4-methoxyphenyl)-N-(2-methylmercaptoethyl) prop-2-enamide, (E)-3-(1,3-benzodioxol-5-yl)-N-(2-methylmercaptoethyl)-N-phenyl-prop-2-enamide, (E)-N-(2-methylmercaptoethyl)-N-phenyl-3-(p-tolyl) prop-2-enamide, (E)-3-(4-methoxyphenyl)-N-(2-methylmercaptoethyl) 2-(4-Methoxyphenoxy)-N-(2-methylmercaptoethyl)-N-phenyl-acetamide, 2-(4-methoxyphenoxy)-N-(2-methylmercaptoethyl)-N-phenyl-acetamide, (E)-3-(1,3-benzodioxol-5-yl)-N-ethyl-N-(3-methylmercaptopropyl)-prop-2-enamide, (E)-N-ethyl-N-(3-methylmercaptopropyl)-3-(p-tolyl)prop-2-enamide, (E)-3-(1,3-benzodioxol-5-yl)-N-(3-methylmercaptopropyl)-N-phenyl-prop-2-enamide, ( E)-3-(1,3-benzodioxol-5-yl)-N-(2-methoxyethyl)-N-phenyl-prop-2-enamide, (E)-3-(1,3-benzodioxol-5-yl)-N-(2-methylmercaptoethyl)-N-(2-pyridyl)prop-2-enamide, (E)-N-(2-methylmercaptoethyl)-3-(p-tolyl)-N-(2-pyridyl)prop-2-enamide, (E)-3-(4-methoxyphenyl)-N-(2-methylmercaptoethyl)-N-(2-pyridyl)prop-2-enamide, 2-(4-methylphenoxy)-N-(2-methylmercaptoethyl)-N-(2-pyridyl)acetamide, (E)-3-(1,3-benzodioxol-5-yl)-N-(2-methylmercaptoethyl)-N-(2-pyridyl)prop-2-enamide3-benzodioxol-5-yl)-N-(2-methylmercaptoethyl)-N-(1H-pyrazol-3-yl)prop-2-enamide, (E)-N-(2-methylmercaptoethyl)-3-(p-tolyl)-N-(1H-pyrazol-3-yl)prop-2-enamide, 2-(4-methylphenoxy)-N-(2-methylmercaptoethyl)-N-(1H-pyrazol-3-yl)acetamide, 2-(4-methoxyphenoxy)-N-(2-methylmercaptoethyl)-N-(1H-pyrazol-3-yl)acetamide and mixtures thereof.

[0124] Substituted nitrogen heterocycles as physiological coolants:

[0125] A specific class of compounds with cooling properties is described in WO2021074281:

[0126] (2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)(1,2,3-thiadiazol-5-yl)ketone, (2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)(thietan-3-yl)ketone, (2,2-dimethyl-cyclopropyl)(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ketone, (2-ethoxycyclopropyl)(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ketone, (2-methoxycyclopropyl)(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ketone, (2-methylcyclopropyl)(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ketone, (2S)-2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, (5-methyltetrahydrofuran-3-yl)(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)methanone, (E)-1-(2-(5-(3,4-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbut-2-en-1-one, (E)-2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)but-2-en-1-one, (E)-2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)pent-3-ene-1-one -1-one, (R)-2-(methylthio)-1-((R)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, (S)-2-(methylthio)-1-((R)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, (S)-2-(methylthio)-1-((S)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, (S)-2-(methylthio)-1-((R)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, (S)-2-methyl-1-((R)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, (tetrahydrofuran-3-yl)(2-(5-(p-tolyl)-1 1-(2-(1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(2,3-dihydrobenzofuran-5-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one,1-(2-(4-(2,3-dihydrobenzofuran-6-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(2,5-dimethylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(2-chlorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(2-cyclopropyloxazol-5-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(2-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one -1-one, 1-(2-(4-(2-hydroxyphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, (2-(4-(3-((dimethylamino)methyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(3,5-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(3,5-dimethylisoxazol-4-yl)-1H-imidazol-2-yl)piperidin-1-yl)(methylthio)propan-1-one, 1-(2-(4-(3,5-dimethylisoxazol-4-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, -(methylthio)propan-1-one, 1-(2-(4-(3-methylfuran-2-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-((1,1-dioxothiomorpholino)methyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-(1-hydroxyethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-(difluoromethoxy)-3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-(difluoromethoxy)-3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-(difluoromethoxy)-3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-(tert-butyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-(tert-butyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-cyclobutylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-cyclobutylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-cyclopropyl-2-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one,1-(2-(4-(4-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-hydroxyphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-isopropylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-methyl-3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(4-methyl-3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(5-methylfuran-2-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(5-methylpyridin-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(6-methylpyridin-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(benzo[b]thiophen-6-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(benzo[b]thiophen-6-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-(5-methylpyridin-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one 1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)-2-((trifluoromethyl)thio)ethan-1-one, 1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)hexa-3,5-dien-1-one, 1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)pent-4-en-1-one, 1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 1-(2-(5-(2,3- 1-(2-(5-(2,4-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(2,5-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(2,5-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(2-fluoro-4-methoxyphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(2-fluoro-4-methylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one,1-(2-(5-(2-methoxypyrimidin-5-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3-(methylamino)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3,4-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3,4-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3,4-difluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbut-3-en-1-one, 1-(2-(5-(3,4-dimethoxyphenyl)-1H-imidazol-2-yl)piperidin-1-yl)- 2-(Methylthio)propan-1-one, 1-(2-(5-(3,4-dimethylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3-fluoro-4-(methoxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3-fluoro-4-methylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3-methoxyisothiazol-4-yl)-1H- imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(3-methoxyphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-((methylamino)methyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-(2-methoxyethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-(aminomethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 5-(4-(dimethylamino)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-acetylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-aminophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-aminophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-chloro-3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one,1-(2-(5-(4-chlorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-ethylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-fluorophenyl)-4H-1,2,4-triazol-3-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-methoxy-2-methylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(4-methoxyphenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2 -(methylthio)propan-1-one, 1-(2-(5-(4-methyl-6-(methylthio)pyridin-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(5-(methoxymethyl)thiophen-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(6-methoxypyridin-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-(benzo[d][1,3]dioxol-5-yl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one -1-one, 1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 1-(2-(5-benzyl-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-(5-bromo-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 2-(2-(1-(2-(methylthio)propanoyl)piperidin-2-yl)-1H-imidazol-5-yl)benzonitrile, 2-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-carbonyl)cyclopropane-1-carbonitrile, 2-(5-methylfuran-2-yl)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-carbonyl)cyclopropane-1-carbonitrile, 1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(allylmercapto)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(dimethylamino)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2-(dimethylamino)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(ethylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(furan-2-yl)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ethan-1-one,2-(Furan-2-yl)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(Furan-3-yl)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ethan-1-one, 2-(Furan-3-yl)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(Methylamino)-N-(4-(2-(1-(2-(methylthio)propanoyl)piperidin-2-yl)-1H-imidazol-5-yl)phenyl)acetamide, 2-(Methylsulfinyl)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2 -(methylsulfonyl)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ethan-1-one, 2-(methylsulfonyl)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(2-(p-tolyl)-2H-tetrazol-5-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(1-(trifluoromethyl)-1H-pyrazol-4-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1 -(2-(4-(4-(morpholinomethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(5-(trifluoromethyl)furan-2-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(5-(trifluoromethyl)thiophen-2-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(5-methylthiophenyl-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(m-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(o-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(pyridin-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(pyridin-4 -yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(pyrimidin-5-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(quinoxalin-6-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one,2-(Methylthio)-1-(2-(4-(thiophen-3-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ethan-1-one, 2-(methylthio)-1-(2-(5-(2-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(2,3,4-trifluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(2,4,5-trifluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl) Propan-1-one, 2-(methylthio)-1-(2-(5-(3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(4-(trifluoromethoxy)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(4-propylphenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(4-vinylphenyl)-1H- imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(5-methylthiophenyl-2-yl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)-1,3,4-oxadiazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)azepan-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)- 2-(methylthio)-1-(2-(5-(p-tolyl)isoxazol-3-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)oxazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)thiazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)thiazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one,2-(Methylthio)-1-(2-(5-phenyl-4H-1,2,4-triazol-3-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(5-phenyloxazol-2-yl)piperidin-1-yl)propan-1-one, 2-(methylthio)-1-(4-(5-(p-tolyl)-1H-imidazol-2-yl)thiazolidin-3-yl)propan-1-one, 2,2,3-trimethyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)but-3-en-1-one, 2,2,3-trimethyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2,2-dimethyl-1- (2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)but-3-en-1-one, 2,2-dimethyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2,3-dimethoxy-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2,3-dimethyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2,5-difluoro-4-(2-(1-(2-(methylthio)propanoyl)piperidin-2-yl)-1H-imidazol-4-yl)benzonitrile, 2-amino-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one oxazol-2-yl)piperidin-1-yl)propan-1-one, 2-cyclobutyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-cyclopentyl-2-ethoxy-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ethan-1-one, 2-cyclopropyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ethan-1-one, 2-cyclopropyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-cyclopropyl-2-methoxy-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)ethan-1-one, 2-ethoxy-1-(2-( 5-(3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-ethyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)but-2-en-1-one, 2-ethyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2-fluoro-4-(2-(1-(2-(methylthio)propanoyl)piperidin-2-yl)-1H-imidazol-5-yl)benzonitrile, 2-mercapto-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-methoxy-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one,2-methoxy-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-methoxy-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-methyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2-methyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)but-3-en-1-one, 2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin 2-Methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butane-1,3-dione, 2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)pentan-1-one, 2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)prop-2-en-1-one, 2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-methyl-2-(methylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one , 2-methyl-3-(methylthio)-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-methylene-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 3-(2-(1-(2-(methylthio)propanoyl)piperidin-2-yl)-1H-imidazol-4-yl)benzonitrile, 3,3,3-trifluoro-2-methyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 3,3,4,4,4-pentafluoro-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 3,3-difluoro-1-(2- 3-Fluoro-4-(2-(1-(2-(methylthio)propionyl)piperidin-2-yl)-1H-imidazol-5-yl)benzonitrile, 3-methyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)but-2-en-1-one, 3-methyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 4-(2-(1-(2-(methylthio)propionyl)piperidin-2-yl)-1H-imidazol-4-yl)benzonitrile, 4-(2-(1-(2-(methylthio)propionyl)piperidin-2-yl)-1H-imidazol-5-yl)benzaldehyde,4,4,4-trifluoro-2-methyl-1-(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, bicyclo[1.1.1]pentan-1-yl(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)methanone, cyclobutyl(2-(5-(3-fluorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)methanone, cyclopentyl(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)methanone, cyclopropyl(2-(4-phenyl-1H-imidazol-2-yl)piperidin-1-yl)methanone, methyl-4-(2-(1-(2-(methylthio)propionyl)piperidin-2-yl)-1H-imidazol-5-yl)benzoate, N-(2-hydroxyethyl)piperidin-2-yl 2-(methylthio)-1-(2-(5-(3-nitrophenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, N-(4-(2-(1-(2-(methylthio)propionyl)piperidin-2-yl)-1H-imidazol-4-yl)phenyl)methane-sulfonamide, 2-(methylthio)-1-(2-(5-(4-nitrophenyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 1-(sec-butylsulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-(sec-butylsulfonyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-((1-(methylthio)ethyl)sulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-((1-(methylthio)ethyl)sulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-((1-(methylthio)ethyl)sulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-((2-(methylthio)propan-2-yl)sulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-((2-(methylthio)propan-2-yl) 1-(pent-3-en-2-ylsulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-(pent-3-en-2-ylsulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-(pent-3-en-2-ylsulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-(pent-3-en-2-ylsulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-(2-methylbut-3-en-2-yl)sulfinyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine,1-((2-methylbut-3-en-2-yl)sulfone)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-(2-(5-(4-(hydroxymethyl)-phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 2-(methylsulfone)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 1-(4-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(5-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one -1-one, 1-(4-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 1-(5-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 1-(2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfonyl)propan-1-one, 1-(4-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfonyl)propan-1-one, 1-(5-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfonyl)propan-1-one, 1-(2-hydroxy-6-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfonyl)propan-1-one, 1-(2-hydroxy-6-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-hydroxy-6-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 1-(2-hydroxy-6-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfonyl)propan-1-one, 1-(3-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(3-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(3-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfonyl)propan-1-one, 1-(2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfinyl)propan-1-one, 1-(4-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfinyl)propan-1-one, 1-(5-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfinyl)propan-1-one,1-(2-Hydroxy-6-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfinyl)propan-1-one, 1-(3-hydroxy-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylsulfinyl)propan-1-one, 1-(2-Hydroxy-6-(5-(4-hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(5-hydroxy-2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(4-hydroxy-2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-(methylthio)propan-1-one, 1-(2-hydroxy-6-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 1-(5-hydroxy-2-(5-(4-hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 1-(4-hydroxy-2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 1-(4-hydroxy-2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one methylbutan-1-one, 1-(3-hydroxy-2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 4-(2-(1-(2-methylbutyryl)piperidin-2-yl)-1H-imidazol-5-yl)benzaldehyde, 4-(2-(1-(2-(methylthio)propionyl)piperidin-2-yl)-1H-imidazol-5-yl)benzoic acid, 4-(2-(1-(2-methylbutyryl)piperidin-2-yl)-1H-imidazol-5-yl)benzoic acid, (2,2-dimethylcyclopropyl)(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)methanone, 1-(2-(5-bromo-1H-imidazol-2-yl)piperidin-1-yl)methanone 1-(2-(5-(4-chlorophenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 2-(4-(2-(1-(2-(methylthio)propionyl)piperidin-2-yl)-1H-imidazol-5-yl)phenyl)acetonitrile, 2-(4-(2-(1-(2-methylbutanoyl)piperidin-2-yl)-1H-imidazol-5-yl)phenyl)acetonitrile, 2-(4-(2-(1-(2-methylbutanoyl)piperidin-2-yl)-1H-imidazol-5-yl)phenyl)acetonitrile, 2,3-dimethyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one,2-methyl-1-(2-(5-(o-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2-methyl-1-(2-(5-(m-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 1-(2-(5-(4-(hydroxymethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-2-methylbutan-1-one, 1-(isopropylsulfonyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine, 1-(sec-butylsulfonyl)-2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidine 1-yl)piperidine, 2-methyl-1-(2-(5-(5-methylthiophenyl-2-yl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one, 2-(methylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperazin-1-yl)propan-1-one, 2-(methylthio)-1-(2-(4-(p-tolyl)oxazol-2-yl)piperidin-1-yl)propan-1-one, 2-methyl-1-(2-(4-(p-tolyl)oxazol-2-yl)piperidin-1-yl)butan-1-one and their enantiomerically pure forms and their mixtures.

[0127] Of this category, those described in WO2022043320 are of particular interest:

[0128] 2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one (including (2S)-2-methyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)butan-1-one or a racemic mixture), 2-(methylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one, 2-methyl-2-(methylthio)-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)propan-1-one and 2,2-dimethyl-1-(2-(5-(p-tolyl)-1H-imidazol-2-yl)piperidin-1-yl)but-3-en-1-one.

[0129] Substituted pyridyl compounds as physiological coolants:

[0130] Another class of compounds with TRPM8 activation and cooling properties are the substituted pyridinyl derivatives described in WO2022105986 and WO2022106452:

[0131] N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(1-piperidinyl)-4-pyridinyl]methylamine, 1,3-benzodioxol-4-ylmethyl-[(2-morpholino-4-pyridinyl)methyl]ammonium chloride, [6-(azepan-1-yl)-3-pyridinyl]methyl-(1,3-benzodioxol-4-ylmethyl)ammonium chloride, 1,3-benzodioxol-4-ylmethyl-[[2-(1-piperidinyl)-3-pyridinyl]methyl]ammonium chloride, 1,3-benzodioxol-4-ylmethyl-[[6-(1-piperidinyl)-3-pyridinyl]methyl]ammonium chloride, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(1-piperidinyl)-4-pyridinyl]methylamine 1-(5-methyl-2-pyridyl)piperidine-4-carboxamide, 1,3-benzodioxol-4-ylmethyl-[1-(2-pyridyl)-4-piperidinyl]ammonium chloride, 1,3-benzodioxol-4-ylmethyl-[(6-pyrrolidin-1-yl-3-pyridinyl)methyl]ammonium chloride, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(1-piperidinyl)-4-pyridinyl]ethylamine, N-(1,3-benzodioxol-4-ylmethyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]ethylamine, N-(1,3-benzodioxol-4-ylmethyl)-N-methyl-1-[2-(1- piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-2-methyl-1-[2-(1-piperidinyl)-4-pyridinyl]propan-1-amine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(4-methyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(3-methyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(2-methyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)- 1-[2-(4,4-dimethyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(3,5-dimethyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(3,3-dimethyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(3-ethyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(4-propyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[2-(4-propyl-1-piperidinyl)-4-pyridinyl]methylamine,3-Benzodioxin-4-ylmethyl)-1-[2-(4-ethyl-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-Benzodioxin-4-ylmethyl)-N-[[2-(4-methyl-1-piperidinyl)-4-pyridinyl]methyl]ethylamine, N-(1,3-Benzodioxin-4-ylmethyl)-1-[2-(4-isopropyl-1-piperidinyl)-4-pyridinyl]ethylamine, N-(1,3-Benzodioxin-4-ylmethyl)-1-[2-(4-methoxy-1-piperidinyl)-4-pyridinyl]methylamine, N-(1,3-Benzodioxin-4-ylmethyl)-1-(2-thiomorpholino-4-pyridinyl)methylamine, N-(1 ,3-benzodioxol-4-ylmethyl)-1-(2-pyrrol-1-yl-4-pyridyl)methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-(2-phenyl-4-pyridyl)methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-[3-(2-pyridyl)phenyl]methylamine, N-[(2,3-dimethoxyphenyl)methyl]-1-[2-(1-piperidinyl)-4-pyridyl]methylamine, N-[(3-ethoxy-2-methoxy-phenyl)methyl]-1-[2-(1-piperidinyl)-4-pyridyl]methylamine, N-[(2,3-diethoxyphenyl)methyl]-1-[2-(1-piperidinyl)-4-pyridyl]methylamine, -(2,3-dihydro-1,4-benzodioxime-5-ylmethyl)-1-(2-piperidin-1-ylpyridin-4-yl)methylamine, 1-(4-methoxyphenyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-(4-phenylphenyl)methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-(2-methylthio-4-pyridinyl)methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-(2-ethoxy-4-pyridinyl)methylamine, 1-(1,3-benzodioxol-4-yl)-N-(1H-indol-3-ylmethyl)methylamine, 1-(1,3 1-(1,3-Benzodioxin-4-yl)-N-(5-phenylfuran-3-yl)methyl)methylamine, 1-(1,3-Benzodioxin-4-yl)-N-(3-quinolylmethyl)methylamine, 1-(1,3-Benzodioxin-4-yl)-N-(benzofuran-2-ylmethyl)methylamine, N-(1,3-Benzodioxin-4-yl)-2-(1-piperidinyl)pyridin-4-amine, N-[2-(1,3-Benzodioxin-4-yl)ethyl]-2-[2-(1-piperidinyl)-4-pyridinyl]ethylamine, N-(1,3-Benzodioxin-4-ylmethyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]aniline, N-(1,3-Benzodioxin-4-yl)-N-(3-quinolylmethyl)methylamine3-Benzodioxin-4-ylmethyl)-1-phenyl-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, 2-(1,3-Benzodioxin-4-ylmethyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]ethylamine, N-(1,3-Benzodioxin-4-ylmethyl)-2-[2-(1-piperidinyl)-4-pyridinyl]ethylamine, 1-phenyl-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, 1-[2-(1-piperidinyl)-4-pyridinyl]-N-(2-thienylmethyl)methylamine, N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]-1-(p-tolyl)methylamine, 1-(m-tolyl) -N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, N-(o-tolylmethyl)-1-[2-(1-piperidinyl)-4-pyridinyl]methylamine, 1-(1,3-benzodioxol-4-yl)-N-[(5-phenyl-3-thienyl)methyl]methylamine, 2-methoxy-4-[[[2-(1-piperidinyl)-4-pyridinyl]methylamino]methyl]phenol, 1-(1,3-benzodioxol-4-yl)-N-(benzothiophen-2-ylmethyl)methylamine, 1-(1,3-benzodioxol-4-yl)-N-[[3-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, 1-(1,3-benzodioxol-5-yl)-N-[[ 2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, 1-(3,4-dimethoxyphenyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, 1-(3-methoxyphenyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, N-[(2-methoxyphenyl)methyl]-1-[2-(1-piperidinyl)-4-pyridinyl]methylamine, 1-[2-(1-piperidinyl)-4-pyridinyl]-N-(2-pyridinylmethyl)methylamine, N-(1,3-benzodioxol-4-ylmethyl)-2-(1-piperidinyl)pyridine-4-carboxamide, 1-(1,3-benzodioxol-4-yl)-N-(2-thienylmethyl)methylamine, N -(1,3-benzodioxol-4-ylmethyl)-1-(4-methoxyphenyl)methylamine, 1-(1,3-benzodioxol-4-yl)-N-(1,3-benzodioxol-4-ylmethyl)methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-phenyl-methylamine, N-[(2-cyclohexyl-4-pyridyl)methyl]-1-(4-methoxyphenyl)methylamine, 1-(1,3-benzodioxol-4-yl)-N-[[2-(1-piperidinyl)-4-pyridyl]methyl]ethylamine, 1-(4-methoxyphenyl)-N-[(2-thiomorpholino-4-pyridyl)methyl]methylamine, N-[1-(2-methoxyphenyl)ethyl]-4,5-dimethyl-thiophene-2-carboxamide, 4-[[1-(4-methoxyphenyl)ethylamino]methyl]phenol, 1-(4-methoxyphenyl)-N-[(2-morpholino-4-pyridyl)methyl]methylamine, 1-phenyl-N-[(2,4,5-trimethoxyphenyl)methyl]ethylamine, N-[(4-methoxyphenyl)methyl]-4-methyl-thiophene-2-carboxamide, 1-(4-methoxyphenyl)-N-[(3-pyrrolidin-1-ylphenyl)methyl]methylamine, N-[(3-cyclohexylphenyl)methyl]-1-(4-methoxyphenyl)methylamine, N-(1,3-benzodioxol-4-ylmethyl)-1-(3-cyclohexylphenyl)methylamine, N-(chroman-4-ylmethyl) )-1-(2-methoxyphenyl)methylamine, N-[3-(1-piperidinyl)propyl]thiophene-2-carboxamide, N-(2-thienylmethyl)benzamide, 2-(4-methoxyphenyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]ethylamine, 3-[[(4-methoxyphenyl)methylamino]methyl]-N,N-dimethyl-aniline, N-[3-[(2-thienylmethylamino)methyl]phenyl]acetamide, 4-methoxy-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]benzamide, 4-(1,3-benzodioxol-4-ylmethoxymethyl)-2-(1-piperidinyl)pyridine, 4-[[(4-methoxyphenyl)methylamino]methyl]-N ,N-dimethyl-pyridin-2-amine, N,N-diethyl-4-[[(4-methoxyphenyl)methylamino]methyl]pyridin-2-amine, 1-(4-methoxyphenyl)-N-[[5-(1-piperidinyl)-3-pyridinyl]methyl]methylamine, 1-(4-methoxyphenyl)-N-[[4-(1-piperidinyl)-2-pyridinyl]methyl]methylamine, 2-methoxy-5-[[[2-(1-piperidinyl)-4-pyridinyl]methylamino]methyl]phenol, N-[(5-methoxy-2-thienyl)methyl]-1-[2-(1-piperidinyl)-4-pyridinyl]methylamine, 1-(4-methoxyphenyl)-N-[[6-(1-piperidinyl)pyrazin-2-yl]methyl]methylamine, N-[(2 ,6-dimethoxyphenyl)methyl]-1-[2-(1-piperidinyl)-4-pyridinyl]methylamine, 1-[2-(1-piperidinyl)-4-pyridinyl]-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]methylamine, 1-(4-methoxyphenyl)-N-[[2-(1-piperidinyl)-4-pyridinyl]methyl]ethylamine, 1-(4-methoxyphenyl)-N-[[2-(1-piperidinyl)-4-piperidinyl]methyl]methylamine, 2,4-dihydroxy-4-oxo-butyrate; (4-methoxyphenyl)methyl-[[2-(1-piperidinyl)-4-pyridinyl]methyl]ammonium, N-(2-furanylmethyl)-1-[2-(1-piperidinyl)-4-pyridinyl]methylamine, 1-(3,4-dimethoxyphenyl)-N-[(2-pyrazol-1-yl-4-pyridinyl)methyl]methanamine, 1-[3-[1-[(4-methoxyphenyl)methylamino]ethyl]phenyl]pyrrolidin-2-one, their salts and their mixtures.

[0132] In general, particularly preferred physiological coolants include the following:

[0133] Menthol, menthol glycerol acetal, menthol glycerol ketal, menthol menthyl ether, menthone glycerol acetal, menthone glycerol ketal, menthoxy-1,2-propanediol, menthoxy-2-methyl-1,2-propanediol, menthyl acetate, ethylene glycol menthyl carbonate, menthyl formate, menthyl glutamate, menthyl glycerol carbonate, menthyl hydroxyisobutyrate, menthyl isobutyrate, menthyl lactate, menthyl malonate, menthyl methyl ether, N-ethyl menthyl oxamate, propylene glycol menthyl carbonate, menthyl pyroglutamate, menthyl-(2-methoxy) acetate, menthyl-(2-methoxyethoxy) acetate, menthyl succinate, O-menthyl succinate amide, O-menthyl succinate-NN-(dimethyl)amide, menthanecarboxylic acid-N-(4-cyanophenyl)-amide, menthanecarboxylic acid-N-(4-cyanomethyl-phenyl) -amide, menthane carboxylic acid-N-ethylamide (WS-3), (WS-4), Nα-(menthane carbonyl) glycine ethyl ester (WS-5), (1R, 2S, 5R)-N-(4-methoxyphenyl)-5-methyl-2-(1-isopropyl) cyclohexane-carboxamide (WS-12), (WS-14), 2,3-dimethyl-2-(2-propyl)-butyric acid-N-methylamide (WS23 ), isopulegol acetate, p-menthane-3,8-diol, cubebol, 3-methyl-2(1-pyrrolidinyl)-2-cyclopenten-1-one), tetrahydropyrimidin-2-one, N-(2-(pyridin-2-yl)ethyl)-3-p-menthane-carboxamide, [(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl]2-(ethylamino)-2-oxo-acetate and mixtures thereof.

[0134] In the following, further components are described which can readily be combined with compound a) and / or compound b) or individually with the mixtures described herein (if applicable together with one or more of the (other) physiological cooling agents described above) and can thus be comprised, for example, in fragrance mixtures, preparations and compositions as defined above (depending partly on the specific purpose / type, of course).

[0135] Optamint:

[0136] Optamint is a mixture of more than 50 different natural essential oils and natural or nature-identical flavouring substances. Optamint has a variable composition of different (partially fractionated) oils, preferably a mixture of e.g. different wild mint, peppermint and spearmint oils (or their dementholised forms) and eucalyptus oil, star anise oil, menthol, menthone, isomenthone, menthyl acetate, anethole, cineole etc. Therefore, it is not possible to indicate the composition of optamint precisely. Product range Commercially available from Symrise AG.

[0137] Solvent:

[0138] For example, benzyl alcohol, 2-phenylethanol or benzyl benzoate can be used as solvent for compound a) and / or compound b). This results in a stable solution suitable for storage.

[0139] It has also been found to be advantageous, in particular with regard to subsequent applications, to use a combination of solvents for dissolving compound a) and / or compound b).

[0140] According to the invention, binary solvent combinations of benzyl alcohol and other substances selected from the group consisting of 2-phenylethanol, benzyl benzoate, diethyl succinate, triethyl citrate, triacetin, ethanol, peppermint oil, anethole, Optamint, propylene glycol and other cooling substances as described above are particularly preferred.

[0141] In other preferred embodiments, the solvent or individually the solvent system is a ternary system of three solvents selected from the group consisting of benzyl alcohol, 2-phenylethanol, benzyl benzoate, diethyl succinate, triethyl citrate, triacetin, ethanol, peppermint oil, anethole, Optamint, propylene glycol and other cooling substances.

[0142] Particularly preferred in this context are ternary solvent combinations comprising benzyl alcohol and two further substances selected from the group consisting of 2-phenylethanol, benzyl benzoate, diethyl succinate, triethyl citrate, triacetin, ethanol, peppermint oil, anethole, optamint, propylene glycol and other cooling substances as described above.

[0143] In other preferred embodiments, the solvent or individually the solvent system is a quaternary system of four solvents selected from the group consisting of benzyl alcohol, 2-phenylethanol, benzyl benzoate, diethyl succinate, triethyl citrate, triacetin, ethanol, peppermint oil, anethole, Optamint, propylene glycol and other cooling substances.

[0144] Particularly preferred in this context is a quaternary solvent combination of benzyl alcohol and three other substances selected from the group consisting of 2-phenylethanol, benzyl benzoate, diethyl succinate, triethyl citrate, triacetin, ethanol, peppermint oil, anethole, optamint, propylene glycol and other cooling substances as described above.

[0145] Physiological warming agents:

[0146] Physiological warming agents are chemical substances that induce a warming effect when in contact with human skin or mucous membranes. Suitable warming agents include the following substances:

[0147] Vanillyl derivatives, preferably vanillyl ether, capsaicin, allyl isothiocyanate, gingerol, 4-(1-menthoxymethyl)-2-phenyl-1,3-dioxolane, 4-(1-menthoxymethyl)-2-(3',4'-dihydroxyphenyl)-1,3-dioxolane, 4-(1-menthoxymethyl)-2-(2'-hydroxy-3'-methoxyphenyl)-3-dioxolane, 4-(1-menthoxymethyl)-2-(4'-methoxyphenyl)- 3-dioxolane, 4-(1-menthoxymethyl)-2-(3'; 4'methylenedioxyphenyl)-3-dioxolane, 4-(1-menthoxymethyl)-2-(3'-methoxy-4'-hydroxyphenyl)-3-dioxolane, red pepper oil, red pepper oleoresin, ginger oleoresin, nonanoic acid vanillamide, wax apple oleoresin, Zanthoxylum bungeanum extract, sanshool I, sanshool II, sanshoamide, black pepper extract, isopiperine, piperine, spilanthol, the regulators or warming agents disclosed in US 6780443 (to the extent that the properties of the regulator are of interest, this document is hereby incorporated by reference) and mixtures thereof.

[0148] In a preferred embodiment, the warming agent represents a vanillin ether according to formula (I)

[0149]

[0150] wherein R1 represents hydrogen or a C1-C7 alkyl group, R2 represents a C1-C3 alkyl radical, R3 represents hydrogen or a C3-C9 alkoxy group, R4 represents a hydroxyl group or a -OC(O)CH3 group, and wherein R2 and R3 may be covalently bonded to form a cyclic acetal; the acetal is optionally substituted by a C2-C8 alkyl group.

[0151] In a particularly preferred embodiment, the warming agent represents a vanillin ether according to formula (II)

[0152]

[0153] wherein R1 represents hydrogen or a C1-C7 alkyl group.

[0154] Most preferably, the warming agent represents a vanillin ether according to formula (III)

[0155]

[0156] (III=Vanillyl Butyl Ether VEB)

[0157] Aromatic, flavoring or fragrance compounds:

[0158] Aroma, flavoring or fragrance compounds are well known in the art and may be selected from synthetic liquid agents and / or oils derived from plant leaves, flowers, fruits, etc., and combinations thereof.

[0159] Representative condiments include:

[0160] Artificial, natural or nature-identical flavors, such as eucalyptus, lemon, orange, banana, grape, lime, apricot and grapefruit oils; and fruit flavors, including apple, strawberry, cherry, orange, pineapple, etc.; flavors derived from beans and nuts, such as coffee, cocoa, cola, peanut, almond, etc.; and flavors derived from roots or woods, such as liquorice or ginger.

[0161] Suitable aroma or flavoring compounds include the following:

[0162] 12-Methyltridecanal, acetaldehyde, p-methoxyacetophenone, 2-acetylthiazole, 2-acetylthiazolin, acetic acid, acetylmethylcarbinol, 2-acetylpyrazine, 2-acetylpyridine, allyl hexanoate, allyl isothiocyanate, amylcinnamaldehyde-α, anethole, methoxybenzaldehyde, anise alcohol, benzaldehyde, benzyl acetate, borneol-1, butyl acetate, 3-butenylphthalide, butyric acid, camphor, hexanoic acid, carvacrol, carvmentone, carvone-d, carvone-1, cis-carvyl acetate, caryophyllene, 1,4-cineole, 1,8-cineole, cinnamyl alcohol, cinnamaldehyde, cinnamyl acetate, citral, citronellal, citronellol, citronellyl acetate, cresol, cuminaldehyde, pentadecanoic acid lactone, damascenone-α, damascenone-β, damascenone-α, damascenone-β, 2,4-decadienal, tetradecalactone δ, tetradecalactone γ, decanal, dehydromenthanolactone, diallyl disulfide, 2,3-diethylpyrazine, dihydroanethole, dihydrocarvone, dihydrocoumarin, dihydroionone-β, dihydromenthanolactone, dihydronaringanone, methyl o-aminobenzoate, dimethylisopropyldithiazine, dimethylpyrazine, dimethyl sulfide, diphenyl ether, divanillin, d-menthol, d-menthone, d-menthyl acetate, lauryl lactone-δ, lauryl lactone-γ, 1,8-epithiomenthane, ethyl acetate, ethyl butyrate, ethyl hexanoate, ethyl octanoate, Ethyl cinnamate, ethyl isobutyrate, ethyl isovalerate, ethyl lactate, ethyl maltol, ethyl 2-methylbutyrate, ethyl methyl thiopropionate, 4-ethylphenol, ethyl vanillin, eugenol, fenchol, hazelnut ketone, raspberry ketone methyl ether, raspberry ketone, furanone, furfurylthiol, geraniol, geranyl acetate, geranyl isobutyrate, guaiacol, geraniol, geranyl acetate, geranyl isobutyrate, guaiacol, jasmonal, enantholactone-γ, 2-heptanone, Z-4-heptenal, hexalactone-γ, hexanal, hexanol, E-2-hexenol, Z-3-hexenol, E-2-hexenyl acetate, Z-3-hexenyl acetate, Z-3-hexenyl hexanoate, hexyl acetate, hexyl cinnamate Aldehyde-α, dehydrolinalool, indole, ionone-β, ionone-α, isoamyl acetate, isoamyl butyrate, isoamyl isovalerate, isobutyl acetate, isobutylthiazole, isobutyl methoxypyrazine, isobutylaldehyde, isoeugenol, isomenthone, isopropyl methoxypyrazine, 2-methyl-3-isopropylpyrazine, 2,4-isopropylmethylpyrazine, isopulegol, isovaleraldehyde, jasmine lactone, cis-jasmone, tea fragrance ketone, limonene-d, linalool oxide, linalool-d, linalool-l, linalyl acetate, l-menthol, l-menthone, l-menthyl acetate, maltol, massoia lactone, melonal, menthadienyl acetate, menthofuranolide, menthiothioate-1;8. 3-Methylthiopropionaldehyde, 2-methoxy-3-methylpyrazine, methyl anthranilate, 2-methylbutyl acetate, methyl butyrate, methyl cinnamate, methyl dihydrojasmonate, 2-methyl-3-furanthiol, methyl jasmonate, methyl salicylate, 2-methyl-3-tetrahydrofuranthiol, methyl thiobutyrate, 1-methyl-3-thiohexyl acetate, methylcyclopentenone, 1- Methyl-3-thiohexanol, myrtenal, naringin, neomenthol, neral, nerol, neryl acetate, 2,4-nonadienal, 2,6-nonadienal, nonalactone δ, nonalactone γ, (E)-2-nonenal, (Z)-6-nonenal, (Z)-6-nonenol, naringenone, octanolactone-γ, octanolactone-δ, octanal, 1,3-octenol, pellitol, 1, 3-pentenone, amyl acetate, phenylethyl acetate, phenylethanol, phenylacetaldehyde, pinene-α, pinene-β, piperitanate, piperitanone, prenylthioacetate, isoprenylthioate, reubenamine, rose oxide, rubescenamine, sabinene hydrate, skatole, sototone, styraxyl acetate, 4-terpineol, terpineol, 1-thiohexan-3-ol, 1,3-thiohexyl acetate, 8-thiomenthone, 4,2-thiopentanone, thymol, tridecanal, trimethylpyrazine, 2,4-undecadienal, undecanolide-γ and undecanolide-δ, undecanolide, vanillin, vinylguaiacol, whiskey lactone and mixtures thereof. ;

[0163] In particular, preferred aroma or flavoring compounds encompass menthol, eucalyptol, eugenol, thymol, cinnamaldehyde, wild mint oil and dementholized forms thereof, peppermint oil and dementholized forms thereof, spearmint oil, eucalyptus oil, thyme oil, cinnamon oil, clove oil, spruce needle oil, fennel oil, sage oil, anise seed oil, star anise oil, chamomile oil and caraway seed oil and mixtures thereof.

[0164] spices:

[0165] Fragrances can be used as single components or in the form of more or less complex mixtures. The substances can be obtained from natural sources or prepared by organic synthesis.

[0166] Natural perfume:

[0167] Natural perfumes include extracts of flowers (lily, lavender, rose, jasmine, orange blossom, ylang ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (fennel, coriander, caraway, juniper), peels (bergamot, lemon, orange), roots (nutmeg, angelica, celery, cardamom, ginger, iris, calamus), woods (pine, sandalwood, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), needles and branches (spruce, fir, pine, dwarf pine), resins and incense resins (galbanum, elemi, benzoin, myrrh, frankincense, myrrh). Animal raw materials, such as civets and beavers, may also be used.

[0168] In general, synthetic fragrances refer to aldehydes, ketones, alcohols, ethers, esters, hydrocarbons, and mixtures thereof. In the following, these types of fragrances are exemplified, but not limited to the examples:

[0169] aldehyde:

[0170] Examples of suitable fragrances showing an aldehyde structure include melonal, triplal / ligustral, adoc aldehyde, anisaldehyde, cuminaldehyde, ethyl vanillin, cyanidin, sea breeze aldehyde, heliotropin, heliotropin, hydroxycitronellal, homoaromatic, lauryl aldehyde, consin aldehyde, lyral, lilyral, adoc aldehyde, anisaldehyde, cuminaldehyde, methyl-nonyl-acetaldehyde, citronellal, citronellyl-acetaldehyde, bucinal, bojhong aldehyde, p-tert-butylbucinal, phenylacetaldehyde, undecenal, vanillin, 2,6,10-trimethyl-9-undecenal, 3-dodecen-1-al, α-n-pentylcinnamaldehyde, 4-methoxy-benzaldehyde, benzaldehyde, 3-(4-tert-butylphenyl)-propionaldehyde, 2-methyl -3-(p-methoxyphenylpropanal), 2-methyl-4-(2,6,6-trimethyl-2(1)-cyclohexen-1-yl)butanal, 3-phenyl-2-propenal, cis / trans-3,7-dimethyl-2,6-octadiene-1-al, 3,7-dimethyl-6-octen-1-al, [(3,7-dimethyl-6-octenyl)oxy]-acetaldehyde, 4-isopropylbenzaldehyde, 1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl-2-naphthaldehyde, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 2-methyl-3-(isopropyl-phenyl)propanal, decanal, 2,6-dimethyl-5-heptenal, 4-(tricyclo[5.2.1.0(2,6)]-decylidene-8)-butanal aldehyde, octahydro-4,7-methano-1H-indene carboxaldehyde; 3-ethoxy-4-hydroxybenzaldehyde, p-ethyl-α,α-dimethylhydrocinnamaldehyde, α-methyl-3,4-(methylenedioxy)-hydrocinnamaldehyde, 3,4-methylenedioxybenzaldehyde, α-n-hexylcinnamaldehyde, m-isopropyltoluene-7-carboxaldehyde, α-methylphenylacetaldehyde, 7-hydroxy-3,7-dimethyloctanal, undecenal, 2,4,6-trimethyl-3-cyclohexene-1-carboxaldehyde, 4-(3)(4-methyl-3-pentenyl)-3-cyclohexene-carboxaldehyde, 1-dodecanal, 2,4-dimethyl-cyclohexene-3-carboxaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, 7-methoxy-3,7-dimethyl 1-Octylaldehyde, 2-methyl-1-undecylaldehyde, 2-methyl-1-nonenal, 1-octanal, 2,6,10-trimethyl-5,9-undecadienal, 2-methyl-3-(4-tert-butyl)propanal, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 3-(4-methoxyphenyl)-2-methylpropanal, methylnonylacetaldehyde, 2-phenylpropan-1-aldehyde, 3-phenylprop-2-ene-1-aldehyde, 3-phenyl-2-pentylprop-2-ene-1-aldehyde, 3-phenyl-2-hexylprop-2-ene-1-aldehyde, 3-(4-isopropylphenyl)-2-methylpropan-1-aldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropan-1-aldehyde, 3-(4-tert-butylphenyl)-2-methyl-propanal, 3-(3,4-methylenedioxy-phenyl)-2-methylpropan-1-aldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 3-(3-isopropylphenyl)-butan-1-aldehyde, 2,6-dimethylhept-5-ene-1-aldehyde, dihydrocinnamaldehyde, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, 5- or 6-methoxyhexahydro-4,7-methanoindan-1 or 2-carbaldehyde, 3,7-dimethyloctan-1-aldehyde, 1-undecanal, 10-undecan-1-aldehyde, 4-hydroxy-3 -Methoxybenzaldehyde, 1-methyl-3-(4-methylpentyl)-3-cyclohexene-carboxaldehyde, 7-hydroxy-3,7-dimethyl-octanal, trans-4-decenal, 2,6-nonadienal, p-tolyl acetaldehyde, 4-methylphenyl acetaldehyde, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2-butenal, o-methoxycinnamaldehyde, 3,5,6-trimethyl-3-cyclohexenecarboxaldehyde, 3,7-dimethyl-2-methylene-6-octenal, phenoxyacetaldehyde, 5,9-dimethyl-4,8- Decadienal, peony aldehyde (6,10-dimethyl-3-oxa-5,9-undecadien-1-aldehyde), hexahydro-4,7-methanoindane-1-carboxaldehyde, octanal, 2-methyloctanal, α-methyl-4-(I-methylethyl)benzene-acetaldehyde, 6,6-dimethyl-2-norpinene-2-propanal, p-methyl-phenoxy-acetaldehyde, 2-methyl-3-phenyl-2-propene-1-aldehyde, 3,5,5-trimethylhexanal, hexahydro-8,8-dimethyl-2-naphthaldehyde, 3-propyl-bicyclo[2.2.1]-heptyl- 5-ene-2-carboxaldehyde, 9-decenal, 3-methyl-5-phenyl-1-pentanal, methylnonyl acetaldehyde, 1-p-menthene-q-carboxaldehyde, citral or mixtures thereof, lily of the valley aldehyde citral, 1-decanal, n-undecane aldehyde, n-dodecanal, hlorhydral, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 4-methoxybenzaldehyde, 3-methoxy-4-hydroxy-benzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,4-dimethoxybenzaldehyde and mixtures thereof.

[0171] ketone:

[0172] Examples of suitable fragrances showing a ketone structure include bucurdone, isojasmone, methyl β-naphthyl ketone, musk indanone, musk tonal / musk enhanced version, α-damascone, β-damascone, δ-damascone, isodamascone, damascenone, damascene rose ketone, methyl-dihydrojasmonate, menthone, carvone, camphor, fenchone, α-ionone, β-ionone, dihydro-β-ionone, γ-methylionone, aromatic jasmone, dihydrojasmone, cis-jasmone, iso-E-Super, methyl cedrenylketone / methyl cedrylon), acetophenone, methyl acetophenone, p-methoxyacetophenone, methyl-β-naphthyl ketone, benzyl acetone, benzophenone, p-hydroxyphenyl butanone, apione or livescon, 6-isopropyl-decahydro-2-naphthone, dimethyl octenone, freskomenth, 4-(1-ethoxyvinyl)-3,3,5,5,-tetramethylcyclohexanone, methyl heptenone, 2-(2-(4-methyl-3-cyclohexen-1-yl)propyl)-cyclopentanone, 1-(p-menthen-6(2)-yl)-1-propanone, 4-(4-hydroxy-3-methoxyphenyl)-2-butanone, 2-acetyl-3,3-dimethyl-norbornane, 6,7-dihydro-1,1,2,3,3-penta Methyl-4(5H)-indanone, 4-dihydrodamascol, cassione, gelsone, hexalone, isocyclic citron aldehyde E, methylcyclocitrone, methyl lavandulone, irone, p-tert-butylcyclohexanone, verdone, 2-pentylcyclopentanone (delphone), musk ketone, neobutenone, plicatone, veloutone, 2,4,4,7-tetramethyl-oct-6-en-3-one, tetrahydropseudoionone, methyl dihydrojasmonate and mixtures thereof.

[0173] Preferred ketones are selected from the group comprising α-damascone, δ-damascone, isodamascone, carvone, γ-methylionone, Iso-E-Super, 2,4,4,7-tetramethyl-oct-6-en-3-one, benzyl acetone, β-damascone, damascenone, methyl dihydrojasmonate, methyl cedryl ketone, methyl dihydrojasmonate and mixtures thereof.

[0174] As explained above, the ketone or the aldehyde may show an aliphatic, alicyclic, aromatic, olefinically unsaturated structure or a mixture of these elements. The component may also include heteroatoms or show a polycyclic structure. Suitable substituents for all these structures are hydroxyl groups and / or amino groups. Other fragrances are compiled in the following documents: Steffen Arctander "Published 1960and 1969respectively, Reprinted2000 ISBN: Aroma Chemicals Vol.1: 0-931710-37-5, Aroma Chemicals Vol.2: 0-931710-38-3", which is hereby incorporated by reference.

[0175] alcohol:

[0176] Suitable perfume alcohols include, for example, 10-undecen-1-ol, 2,6-dimethylheptan-2-ol, 2-methylbutanol, 2-methylpentanol, 2-phenoxyethanol, 2-phenylpropanol, 2-tert-butylcyclohexanol, 3,5,5-trimethylcyclohexanol, 3-hexanol, 3-methyl-5-phenylpentanol, 3-octanol, 1-octen-3-ol, 3-phenylpropanol, 4-heptenol, 4-isopropylcyclohexanol, 4-tert-butylcyclohexanol, 6,8-dimethyl-2-nonanol, 6-nonen-1-ol, 9-decen-1-ol, α-methylbenzyl alcohol, α-terpineol, amyl salicylate, benzyl alcohol, benzyl salicylate, β-terpineol, salicylate butyl salicylate, citronellol, cyclohexyl salicylate, decyl alcohol, dihydromyrcenol, dimethylbenzyl alcohol, dimethyl heptanol, dimethyl octanol, ethyl salicylate, ethyl vanillin, anethole, eugenol, geraniol, heptanol, hexyl salicylate, isoborneol, isoeugenol, isopulegol, linalool, menthol, myrtene alcohol, n-hexanol, nerol, nonanol, octanol, p-menthen-7-ol, phenethyl alcohol, phenol, phenyl salicylate, tetrahydrogeraniol, tetrahydrolinalool, thymol, trans-2-cis-6-nonadienol, trans-2-nonen-1-ol, trans-2-octenol, undecanol, vanillin, cinnamyl alcohol and mixtures thereof.

[0177] ester:

[0178] Examples of suitable fragrances showing a ketone structure include benzyl acetate, phenoxy isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzyl acetate (DMBCA), phenethyl acetate, benzyl acetate, ethylmethylphenyl glycinate, allylcyclohexyl propionate, styryl propionate, benzyl salicylate, cyclohexyl salicylate, floramat, melusat, jasmacyclatat, and mixtures thereof.

[0179] ether:

[0180] Examples of suitable fragrances showing a ketone structure include benzyl ethyl ether or ambroxan.

[0181] hydrocarbon:

[0182] Examples of suitable fragrances representing hydrocarbons include terpenes, such as limonene and pinene.

[0183] Particularly preferred fragrances include the following:

[0184] [(3,7-dimethyl-6-octenyl)oxy]-acetaldehyde, 1-(p-menthen-6(2)-yl)-1-propanone, 1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl-2-naphthaldehyde, 10-undecene-1-aldehyde, 10-undecene-1-ol, 1-decanal, 1-dodecanal, 1-methyl-3-(4-methylpentyl)-3-cyclohexene-carboxaldehyde, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde, 1-nonanal, 1-octanal, 1-octen-3-ol, 1-p-menthen-q-carboxaldehyde, 1-undecanal, 2-(2-(4-methyl-3-cyclohexen-1-yl) 2,6-Dimethyl-3-cyclohexene-1-carboxaldehyde, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 4-methoxybenzaldehyde, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 2,6,10-trimethyl-5,9-undecadienal, 2,6,10-trimethyl-9-undecenal, 3-dodecen-1-al, 2,6-dimethyl-5-heptenal, 2,6-dimethylhept-5-ene-1-al, 2,6-dimethylhept-2-ol, 2,6-nonadienal, 2-acetyl-3,3-di-methyl-norbornane, 2-methyl Decanal, 2-methyloctanal, 2-methylundecanal, 2-methyl-3-(4-tert-butyl)propanal, 2-methyl-3-(isopropyl-phenyl)propanal, 2-methyl-3-(p-methoxy-phenylpropanal), 2-methyl-3-phenyl-2-propenal, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenal, 2-methylbutanol, 2-methylpentanol, 2-phenoxyethanol, 2-phenylpropanal, 2-phenylpropanol, 2-tert-butylcyclohexanol, 3-(3,4-methylenedioxy-phenyl)-2-methylpropanal, 3-(3-isopropylphenyl)-butanal, 3-(4 -ethylphenyl)-2,2-dimethylpropan-1-aldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropan-1-aldehyde, 3-(4-isopropylphenyl)-2-methylpropan-1-aldehyde, 3-(4-methoxyphenyl)-2-methylpropanal, 3-(4-tert-butylphenyl)-2-methyl-propanal, 3-(4-tert-butylphenyl)-propanal, 3,4-dimethoxybenzaldehyde, 3,4-methylenedioxybenzaldehyde, 3,5,5-trimethylcyclohexanol, 3,5,5-trimethylhexanal, 3,5,6-trimethyl-3-cyclohexenecarboxaldehyde, 3,7-dimethyl-2-methylene-6-octenal, 3,7-dimethyl-6-octen-1-aldehyde, 3,7-dimethyloctan-1-aldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 3-hexanol, 3-methoxy-4-hydroxy-benzaldehyde, 3-methyl-5-phenyl-1-pentanal, 3-methyl-5-phenylpentanol, 3-octanol, 3-phenyl-2-hexylprop-2-enal, 3-phenyl-2-pentylprop-2-en-1-aldehyde, 3-phenyl-2-propenal, 3-phenylprop-2-en-1-aldehyde, 3-phenyl-2-propenal, 3-phenylprop-2-en-1-aldehyde, 3-phenylpropanol, 3-propyl-bicyclo[2.2.1]-hept-5-ene-2-carbaldehyde, 4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone, 4-(3)( 4-(4-methyl-3-pentenyl)-3-cyclohexene-carboxaldehyde, 4-(4-hydroxy-3-methoxyphenyl)-2-butanone, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-l-carboxaldehyde, 4-(tricyclo[5.2.1.0(2,6)]-decene-8)-butyraldehyde, 4-dihydrodamascol, 4-heptanol, 4-hydroxyacetophenone, 4-hydroxy-3-methoxybenzaldehyde, 4-isopropylbenzaldehyde, 4-isopropylcyclohexanol, 4-methoxybenzaldehyde, 4-methylphenylacetaldehyde, 4-tert-butyl-cyclohexanol, 5,9-dimethyl-4,8-decadienal, 5-methoxyhexahydro -4,7-methoxyindene-1-carboxaldehyde, 5-methoxyhexahydro-4,7-methoxyindene-2-carboxaldehyde, 6,10-dimethyl-3-oxa-5,9-undecadien-1-carboxaldehyde, 6,6-dimethyl-2-norpinene-2-propanal, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, 6,8-dimethyl-2-nonanol, 6-nonen-1-ol-, 6-isopropyl-decahydro-2-naphthalenone, 6-methoxyhexahydro-4,7-methoxyindene-1-carboxaldehyde, 6-methoxyhexahydro-4,7-methoxyindene-2-carboxaldehyde, 7-hydroxy-3,7-dimethyloctanal, 7-methoxy-3,7-dimethyloctan-1-al, 9-decen-1-ol, 9-decenal, acetophenone, adoc aldehyde, allyl cyclohexylpropionate, α-ionone, ambroxol, amyl salicylate, anethole, anisaldehyde, benzaldehyde, benzophenone, benzyl acetate, benzyl acetone, benzyl alcohol, benzyl salicylate, benzyl ethyl ether, pogihon aldehyde, oxime, butyl lactate, butyl salicylate, camphor, consin aldehyde, carvone, cathinone (cassione), cetone, chlorhydral hydrate (chlorhydral), cinnamyl alcohol, cis- / trans-3,7-dimethyl-2,6-octadiene-1-aldehyde, cis-jasmone, citral or a mixture thereof, citronellal, citronellol, citronellyloxyacetaldehyde, cuminaldehyde, serrata aldehyde, cyclohexyl salicylate, cuminaldehyde, damascena ketone, decyl alcohol, decanal, delphone, dihydrojasmone, dihydromyrcenol, dihydrocinnamaldehyde (dihydrozimtaldehyde), dihydro-β-ionone, dimethylbenzylcarbinol, dimethyl benzylmethylacetate, dimethylheptanol, dimethyloctanol, dimethyloctenone, glycine, ethyl salicylate, ethyl vanillin, methylphenylglycine ethyl ester, eugenol, fenchone, aromatic jasmone, sea breeze aldehyde, floramat, anthocyanin, Jasmine ethyl ester (gelsone), geraniol, methyl dihydrojasmonate, jasmonal, piperonal, heptanol, hexahydro-4,7-methanol-1-carboxaldehyde, hexahydro-8,8-dimethyl-2-naphthaldehyde, hexalone, hexyl salicylate, hydroxycitronellal, isoborneol, isodamascone, isoeugenol, isojasmone, isopulegol, jasmacyclatat, homoaromatic olefin, lauryl aldehyde, privet aldehyde, lily aldehyde citral, lily aldehyde, limonene, linalool, linalyl acetate, livescon, lyral, cymene-7-carboxaldehyde, melonal, melusat, menthol, menthone, methyl acetophenone, methyl cedrenyl ketone / methyl cedrylon / methylcedrylone), methyl cyclocitronellone, methyl dihydrojasmonate, methyl heptenone, methyl lavenderone, methyl-dihydrojasmonate, methyl nonyl acetaldehyde, methyl-β-naphthyl ketone, musk indanone, musk ketone, myrtenol, n-dodecyl aldehyde, dynasty ketone, nerol, n-hexanol, nonanol, n-undecanal, octahydro-4,7-methyl-1H-indene carboxaldehyde, octanal, octanol, o-methoxycinnamaldehyde, irone, p-ethyl-α,α-dimethylhydrocinnamaldehyde, phenol, phenoxyacetaldehyde, phenoxy isobutyrate, phenylacetaldehyde, phenyl salicylate, phenylethyl acetate, phenylethanol, benzene Propanol, 4-hydroxyphenyl butanone, pinene, pricatone, 4-menthan-7-ol, 4-methoxyacetophenone, 4-methylphenoxyacetaldehyde, 4-tert-bucinal, 4-tert-butylcyclohexanone, 4-tert-butylcyclohexyl acetate, 4-tolyl acetaldehyde, styryl propionate, tetrahydrogeraniol, tetrahydrolinalool, tetrahydropseudoionone, thymol, musk tonal / musk enhanced version, trans-2-cis-6-nonadienol, trans-2-nonen-1-ol, trans-2-octenol, trans-4-decenal, privet aldehyde, undecyl aldehyde, undecyl alcohol, undecenal, vanillin, verdone, α.-methyl-3,4-(Methylenedioxy)-hydrocinnamaldehyde, α-damascenone, α-methylbenzyl alcohol, α-methyl-4-(l-methylethyl)benzene-acetaldehyde, α-methylphenylacetaldehyde, α-amylcinnamaldehyde, α-n-hexylcinnamaldehyde, α-terpineol, β-damascenone, β-ionone, β-terpineol, γ-methylionone, δ-damascenone.

[0185] According to one embodiment of the present invention, compound a) and / or compound b) described herein or individually the mixture may be contained in a cosmetic preparation. The cosmetic preparation may represent a skin care, personal care, sunscreen or hair care product or product formulation. The composition may represent, for example, a cosmetic cream, lotion, spray, emulsion, ointment, gel or mousse, etc.

[0186] The preparation may contain anti-dandruff agents, anti-irritants, irritation inhibitors, antioxidants, astringents, perspiration inhibitors, antimicrobial agents, antistatic agents, adhesives, buffers, carrier materials, chelating agents, cell stimulants, cleansing agents, care agents, deodorants, antiperspirants, softeners, emulsifiers, enzymes, essential oils, fibers, film formers, fixatives, foam formers, foam stabilizers, substances for preventing foaming, foam boosters, gelling agents, gel formers, hair care agents, hair fixatives, hair straighteners, active moisturizing agents, moisturizing substances / moisture-retaining substances. substances), bleaching agents, enhancers, detergents, fluorescent whitening agents, impregnants, antifouling agents, friction reducers, lubricants, moisturizing creams, ointments, sunscreens, plasticizers, covering agents, polishes, glosses, polymers, powders, proteins, re-oiling agents, abrasives, silicones, hair promoters, coolants, skin coolants, warming agents, skin warming agents, stabilizers, UV absorbers, UV filters, detergents, thickeners, vitamins, oils, waxes, fats, phospholipids, saturated fatty acids, mono- or polyunsaturated fatty acids, alpha-hydroxy acids, polyhydroxy fatty acids, liquefiers, dyes, color protectants, pigments, odor substances, polyols, surfactants, electrolytes, organic solvents or silicone derivatives, etc. as additional auxiliaries and additives.

[0187] Surfactants to be preferably used:

[0188] Preferred auxiliaries and additives are anionic surfactants and / or amphoteric or zwitterionic surfactants. Nonionic surfactants and cationic surfactants may also be present. Suitable examples are mentioned together with the paragraph concerning emulsifiers.

[0189] Typical examples of anionic surfactants and zwitterionic surfactants include: almond amidopropylamine oxide, almond amidopropyl betaine, aminopropyl lauryl glutamine, C12-15 alkyl ammonium sulfate, C12-16 alkyl ammonium sulfate, ammonium capryl sulfate, ammonium cocomonoglyceride sulfate, ammonium coconut sulfate, ammonium cocoyl isethionate, ammonium cocoyl sarcosinate, ammonium C12-15 pareth sulfate, ammonium C9-10 perfluoroalkyl sulfonate, dinonyl ammonium sulfosuccinate, ammonium dodecylbenzene sulfonate, ammonium isostearate, ammonium laureth-6 carboxylate, ammonium laureth-8 carboxylate, ammonium laureth sulfate, ammonium laureth-5 sulfate, ammonium laureth-7 sulfate, ammonium laureth-9 sulfate, and ammonium laureth- Ammonium 12 sulfate, ammonium lauroyl sarcosinate, ammonium lauryl sulfate, ammonium lauryl sulfosuccinate, ammonium myristyl sulfate, ammonium myristyl sulfate, ammonium nonylphenol polyether-4 sulfate, ammonium nonylphenol polyether-30 sulfate, ammonium oleate, ammonium palm kernel sulfate, ammonium stearate, ammonium tol acid, AMPD-isostearoyl hydrolyzed collagen, AMPD-rosin hydrolyzed collagen, AMP-isostearoyl hydrolyzed collagen, AMP-isostearoyl hydrolyzed keratin, AMP-isostearoyl hydrolyzed soy protein, AMP-isostearoyl hydrolyzed wheat protein, wild apricot oleamidopropyl, arachidic acid, arginine hexyldecyl phosphate, avocado amidopropyl betaine, avocado oil glyceryl polyether-8 esters, babassu acid, babassu oleamidopropylamine oxide, babassu Oleamidopropyl Betaine, Beeswax Acid, Behenamidopropyl Betaine, Behenamine Oxide, Beheneth-25, Beheneth-30, Behenic Acid, Behenyl Betaine, Bis-Butyl Dimethicone Polyglyceryl-3, Butylphenol Eth-5 Carboxylic Acid, Butylphenol Eth-19 Carboxylic Acid, Butyl Glucoside Butyldimethyl Hydroxypropyl Ammonium Chloride, Lauryl Glucoside Butyldimethyl Hydroxypropyl Ammonium Chloride, Butyl Glucoside, Butyl Glucoside Caprate, Butyl Glucoside Hydroxypropyltrimonium Chloride, Butyl Caprylate, C18-36 Acid, C20-40 Acid, C30-50 Acid, C16-22 Acid Amide MEA, Calcium Dodecylbenzene Sulfonate, Calcium Lauroyl Taurate, C9-16 Alkane / Cycloalkane, C10-14 Alkyl Benzenesulfonic acid, C12-14 alkyl diaminoethyl glycine HCL, C9-15 alkyl phosphate, Candida albicans / glucose / rapeseed methyl ester fermentation product, canola acid amidopropyl betaine, capric acid, caproic acid, caproyl ethyl glucoside, caprylyl / caprylamidopropyl betaine, capryleth-4 carboxylic acid, capryleth-6 carboxylic acid, capryleth-9 carboxylic acid, caprylic acid, caprylyl collagen amino acids, caprylyl glycine, caprylyl hydrolyzed collagen, caprylyl hydrolyzed keratin, caprylyl keratin amino acids, caprylyl silk amino acids, caprylyl / caprylyl glucoside, caprylyl / caprylyl wheat bran / straw glycosides, caprylyl glucoside, caprylyl glyceryl ether, caprylyl pyrrolidone, carnitine, ceteareth-20, ceteareth-23,Ceteareth-24, Ceteareth-25, Ceteareth-27, Ceteareth-28, Ceteareth-29, Ceteareth-30, Ceteareth-33, Ceteareth-34, Ceteareth-40, Ceteareth-50, Ceteareth-55, Ceteareth-60, Ceteareth-80, Ceteareth-100, Ceteareth-25 Carboxylic Acid, Ceteareth-2 Phosphate, Ceteareth-4 Phosphate, Ceteareth-5 Phosphate, Ceteareth-10 Phosphate, Ceteareth-20, Ceteareth-23, Ceteareth-24 , Ceteth-25, Ceteth-30, Ceteth-40, Ceteth-45, Ceteth-150, Ceteth-8 Phosphate, Ceteth-10 Phosphate, Ceteth-20 Phosphate, Ceteth-22, Ceteth-24, Ceteth-25, Ceteth-30, Cetyl Betaine, Chrysanthemum Moss Extract, C12-14 Hydroxyalkyl Hydroxyethyl Beta-Alanine, C12-14 Hydroxyalkyl Hydroxyethyl Sarcosine, Cocamideethyl Betaine, Cocamidopropylamine Oxide, Cocamidopropyl Betaine Amide MEA Chloride, Cocamidopropyl Betaine, Cocamidopropyl Hydroxysultaine, Cocoamine Oxide, Coco-Aminobutyric Acid , Coco aminopropionic acid, cocoeth-7 carboxylic acid, cocoeth-4 glucoside, cocoamphopropionic acid, coco betaine amidoamphopropionate, coco betaine, cocodimonium hydroxypropyl hydrolyzed rice protein, cocodimonium hydroxypropyl hydrolyzed soy keratin, cocodimonium hydroxypropyl hydrolyzed wheat protein, coco glucoside, coco glucoside hydroxypropyltrimonium chloride, cocoyl hydroxysultaine, cocoyl morpholine oxide, coconut acid, cocoglyceryl polyether-8 esters, coco / oleic acid amidopropyl betaine, coco-sultaine, coco / sunflower seed oil amidopropyl betaine, cocoyl choline methyl sulfate, cocoyl glutamic acid, cocoyl hydrolyzed collagen, cocoyl hydrolyzed keratin, Cocoyl Hydrolyzed Oat Protein, Cocoyl Hydrolyzed Rice Protein, Cocoyl Hydrolyzed Silk, Cocoyl Hydrolyzed Soy Protein, Cocoyl Hydrolyzed Wheat Protein, Cocoyl Sarcosine, Corn Acid, Cottonseed Acid, Cottonseed Oil Glycereth-8, C10-16 Pareth-1, C10-16 Pareth-2, C11-13 Pareth-6, C11-13 Pareth-9, C11-13 Pareth-10, C11-15 Pareth-30, C11-15 Pareth-40, C12-13 Pareth-1, C12-13 Pareth-23, C12-14 Pareth-5, C12-14 Pareth-9, C13-15 Pareth-21,C14-15 Pareth-8, C20-22 Pareth-30, C20-40 Pareth-40, C20-40 Pareth-95, C22-24 Pareth-33, C30-50 Pareth-40, C9-11 Pareth-6 Carboxylic Acid, C9-11 Pareth-8 Carboxylic Acid, C11-15 Pareth-7 Carboxylic Acid, C12-13 Pareth-5 Carboxylic Acid, C12-13 Pareth-7 Carboxylic Acid , C12-13 pareth-8 carboxylic acid, C12-13 pareth-12 carboxylic acid, C12-15 pareth-7 carboxylic acid, C12-15 pareth-8 carboxylic acid, C12-15 pareth-12 carboxylic acid, C14-15 pareth-8 carboxylic acid, C6-10 pareth-4 phosphate, C12-13 pareth-2 phosphate, C12-13 pareth-10 phosphate, C12-15 pareth-6 phosphate, C12-15 Pareth-8 Phosphate, C12-15 Pareth-10 Phosphate, C12-16 Pareth-6 Phosphate, C4-18 Perfluoroalkyl Ethyl Thiol Propyl Trimethylammonium Chloride, Cocoamidopropyl Betaine, DEA-C12-13 Alkyl Sulfate, DEA-C12-15 Alkyl Sulfate, DEA-Ceteareth-2 Phosphate, DEA-Cetyl Sulfate, DEA-Cocoamphodipropionate, DEA -C12-13 Alkaneeth-3 Sulfate, DEA-Cyclopropyl Oleate, DEA-Dodecylbenzenesulfonate, DEA-Isostearate, DEA-Laureth Sulfate, DEA-Lauryl Sulfate, DEA-Linoleate, DEA Methyl Myristate Sulfonate, DEA-Myristyl Alcohol Polyether Sulfate, DEA-Myristyl Acid, DEA Myristyl Sulfate, DEA-Oleth-5 Phosphate, DEA-Oleth-20 Phosphate, DEA PG-oleate, Deceth-7 carboxylic acid, Deceth-7 glucoside, Deceth-9 phosphate, Decylamine oxide, Decyl betaine, Decyl glucoside, Decyltetradeceth-30, Decyltetradecylamine oxide, Lauramido-MEA diammonium sulfosuccinate, Laureth diammonium sulfosuccinate, Oleamido PEG-2 diammonium sulfosuccinate, Dibutoxymethane, Di-C12-15 Pareth-2 phosphate, Di-C12-15 Pareth -4 phosphate, di-C12-15 alkane polyether-6 phosphate, di-C12-15 alkane polyether-8 phosphate, di-C12-15 alkane polyether-10 phosphate, didodecyl butane tetracarboxylate, diethylamine laureth sulfate, diethylhexyl sodium sulfosuccinate, dihydroxyethyl C8-10 alkoxypropylamine oxide, dihydroxyethyl C9-11 alkoxypropylamine oxide, dihydroxyethyl C12-15 alkoxypropylamine oxide, dihydroxyethyl coconut oil oxide,Dihydroxyethyl laurylamine oxide, dihydroxyethyl stearamine oxide, dihydroxyethyl tallowamine oxide, polydimethylsiloxane PEG-7 phosphate, polydimethylsiloxane PEG-10 phosphate, polydimethylsiloxane PEG / PPG-7 / 4 phosphate, polydimethylsiloxane PEG / PPG-12 / 4 phosphate, polydimethylsiloxane / polyglyceryl-3 crosspolymer, polydimethylsiloxane propyl PG-betaine, dimyristyl alcohol phosphate, dioleamidoethyl hydroxyethyl methylammonium sulfate, DIPA-hydrogenated cocoate, DIPA-lanolin, DIPA-myristate, dipotassium capryloyl glutamate, dipotassium lauryl sulfosuccinate, dipotassium undecylenyl glutamate, disodium babassuamide MEA-sulfosuccinate, disodium capryloylamphodiacetate, disodium capryloylamphodipropionate, disodium capryloylamphodiacetate, disodium capryloylamphodipropionate, disodium capryloyl glutamate, disodium cetearyl sulfosuccinate, disodium cetyl phenyl ether disulfonate, disodium cetyl sulfosuccinate, disodium cocoamido MEA-sulfosuccinate, cocoamido MIPA Disodium PEG-4 Sulfosuccinate, Disodium Cocoamido MIPA-Sulfosuccinate, Disodium Cocoamido PEG-3 Sulfosuccinate, Disodium Cocoeth-3 Sulfosuccinate, Disodium Cocoamphoethyl Hydroxypropyl Sulfonate, Disodium Cocoamphodiacetate, Disodium Cocoamphodipropionate, Disodium Coco-Glucoside Sulfosuccinate, Disodium Coco-Sulfosuccinate, Disodium Cocoyl Butyl Glucoside Polyether-10 Sulfosuccinate, Coconut Oil Disodium C12-14 Pareth-1 Sulfosuccinate, Disodium C12-14 Pareth-2 Sulfosuccinate, Disodium C12-15 Pareth Sulfosuccinate, Disodium C12-14 Sec-Pareth-3 Sulfosuccinate, Disodium C12-14 Sec-Pareth-5 Sulfosuccinate, Disodium C12-14 Sec-Pareth-7 Sulfosuccinate, Disodium C12-14 Sec-Pareth-9 Sulfosuccinate Disodium C12-14 Sec-12 Sulfosuccinate, Disodium C12-14 Sec-12 Sulfosuccinate, Disodium Deceth-5 Sulfosuccinate, Disodium Deceth-6 Sulfosuccinate, Disodium Decylphenyl Oxide Disulfonate, Disodium Dihydroxyethyl Sulfosuccinyl Undecylenate, Disodium Cocoyl Ethylenediamine PEG-15 Disulfate, Disodium Hydrogenated Cottonseed Glycerides Sulfosuccinate, Disodium Hydroxydecyl Sorbitol Citrate, Isodecyl Sulfosuccinate Disodium ester, disodium isostearamido MEA-sulfosuccinate, disodium isostearamido MIPA-sulfosuccinate, disodium isostearylamphodiacetate, disodium isostearylamphodipropionate, disodium isostearyl sulfosuccinate, disodium lanolin alcohol polyether-5 sulfosuccinate, disodium lauramide MEA-sulfosuccinate, disodium lauramide MIPA glycol sulfosuccinate, disodium lauramide PEG-2 sulfosuccinate,Disodium lauroyl PEG-5 sulfosuccinate, disodium laureth-5 carboxyamphodiacetate, disodium laureth-7 citrate, disodium laureth sulfosuccinate, disodium laureth-6 sulfosuccinate, disodium laureth-9 sulfosuccinate, disodium laureth-12 sulfosuccinate, disodium laurimidobishydroxypropyl sulfonate, disodium laurimidodiacetate, disodium laurimidodipropionate, disodium laurimidodipropionate tocopheryl phosphate, disodium laureth-5 carboxyamphodiacetate, disodium laureth-7 citrate, disodium laureth sulfosuccinate, disodium lauryl sulfosuccinate, disodium myristamido MEA sulfosuccinate 、Disodium nonylphenol polyether-10 sulfosuccinate, disodium oleamido MEA-sulfosuccinate, disodium oleamido MIPA-sulfosuccinate, disodium oleamido PEG-2 sulfosuccinate, disodium oleoamphodipropionate, disodium oleeth-3 sulfosuccinate, disodium oleyl phosphate, disodium oleyl sulfosuccinate, disodium palmitamido PEG-2 sulfosuccinate, disodium palmitoleamido PEG-2 sulfosuccinate, disodium PEG-4 cocamide MIPA-sulfosuccinate, disodium PEG-12 polydimethylsiloxane sulfosuccinate, disodium PEG-8 palmitic acid glyceryl sulfosuccinate, disodium PPG-2-isodecyl alcohol polyether-7 carboxyamphodiacetate, Disodium ricinoleamide MEA-sulfosuccinate, disodium sitosterol polyether-14 sulfosuccinate, disodium soy amphodiacetate, disodium stearamido MEA-sulfosuccinate, disodium stearimidodipropionate, disodium stearamidodiacetate, disodium stearoyl glutamate, disodium stearyl sulfosuccinamide, disodium stearyl sulfosuccinate, disodium 2-sulfolaurate, disodium 2-sulfopalmitate, disodium tallowamido MEA-sulfosuccinate, disodium tallowamido MEA-sulfosuccinate, disodium tallowamphodiacetate, disodium tallowimidodipropionate, disodium tallow sulfosuccinate, disodium tridecyl sulfosuccinate, disodium undecylenamide MEA-sulfosuccinate, undecylenamide PE Disodium G-2 Sulfosuccinate, Disodium Undecylenoyl Glutamate, Disodium Wheatgerm Amido MEA-Sulfosuccinate, Disodium Wheatgerm Amido PEG-2 Sulfosuccinate, Disodium Wheatgerm Amphodiacetate, Di-TEA-Cocamidodiacetate, Di-TEA-Oleamido PEG-2 Sulfosuccinate, Di-TEA-Palmitoyl Aspartate, Sodium Tridecyl Sulfosuccinate, Dodecylbenzenesulfonic Acid, Erucamidopropyl Hydroxysultaine, Ethylhexyleth-3 Carboxylic Acid, Ethyl PEG-15 Cocoamine Sulfate, Glyceryl Caprylyl Ether, Hexyl Capric Acid, Hydrogenated Coconut Acid, Hydrogenated Lanolin Alcohol Polyether-25, Hydrogenated Hydrogenated Menhaden Oil Fatty Acids, Hydrogenated Palmitic Acid, Hydrogenated Palm Kernelamine Oxide, Hydrogenated Tallow Acid,Hydrogenated tallowamine oxide, hydrogenated tallow betaine, hydrogenated tallow alcohol polyether-25, hydrogenated tallow acyl glutamate, hydrolyzed candida albicans extract, hydroxyceteth-60, hydroxyethyl acetoxymethyl ammonium PG-polydimethylsiloxane, hydroxyethyl butylamine laureth sulfate, hydroxyethyl carboxymethyl cocamidopropylamine, hydroxyethyl hydroxypropyl C12-15 alkoxypropylamine oxide, hydroxylauryl / hydroxymyristyl betaine, hydroxystearic acid, hydroxysuccinimidyl C10-40 isoalkyl ester, hydroxysuccinimidyl C21-22 isoalkyl ester, hydroxysultaine, IPDI / PEG-15 soybean oil amine oxide copolymer, IPDI / PEG-15 soybean oil amine ethanol methyl sulfate copolymer IPDI / PEG-15 soybean glycinate copolymer, isoceteth-30, isolaureth-4 phosphate, isopolyglyceryl-3 polydimethicone, isopolyglyceryl-3 polydimethicone alcohol, isopropanolamine lanolinate, isopropylamine dodecylbenzenesulfonate, isostearamidopropylamine oxide, isostearamidopropyl betaine, isostearamidopropyl morpholine oxide, isosteareth-8, isosteareth-16, isosteareth-22, isosteareth-25, isosteareth-50, isostearic acid, isostearoyl hydrolyzed collagen, jojoba oil PEG-150 esters, jojoba wax PEG-80 esters, jojoba wax PEG-120 esters, lanolin alcohol polyether-20, lanolin Alcohol Polyether-25, Lanolin Alcohol Polyether-40, Lanolin Alcohol Polyether-50, Lanolin Alcohol Polyether-60, Lanolin Alcohol Polyether-75, Lanolin Acid, Lauramidopropylamine Oxide, Lauramidopropyl Betaine, Lauramidopropyl Hydroxysulfobetaine, Lauramine Oxide, Lauryl Ammonium Hydroxypropyl Decyl Glucoside Chloride, Lauryl Dimethyl Hydroxypropyl Lauryl Glucoside Chloride, Laureth-16, Laureth-20, Laureth-21, Laureth-23, Laureth-25, Laureth-30, Laureth-38, Laureth-40, Laureth-3 Carboxylic Acid, Laureth-4 Carboxylic Acid, Laureth-5 Carboxylic Acid, Laureth -6 carboxylic acid, laureth-8 carboxylic acid, laureth-10 carboxylic acid, laureth-11 carboxylic acid, laureth-12 carboxylic acid, laureth-13 carboxylic acid, laureth-14 carboxylic acid, laureth-17 carboxylic acid, laureth-6 citrate, laureth-7 citrate, laureth-1 phosphate, laureth-2 phosphate, laureth-3 phosphate, laureth-4 phosphate, laureth-7 phosphate, laureth-8 phosphate, laureth-7 tartrate, lauric acid, lauriminodipropylene glycol, lauriminodipropionic acid, lauroylamphodipropionic acid, lauroyl beta-alanine, lauroyl collagen amino acid, lauroyltrimethylammonium methylsulfate,Lauroyl Hydrolyzed Collagen, Lauroyl Hydrolyzed Elastin, Lauroyl Methyl Glucoside, Lauroyl Sarcosine, Lauroyl Silk Amino Acids, Lauryl Betaine, Lauryl Dimethicone / Polyglyceryl-3 Crosspolymer, Lauryl Dimethyl Hydroxypropyl Cocoyl Glucoside Ammonium Chloride, Lauryl Glucoside, Lauryl Glucoside Hydroxypropyltrimonium Chloride, Lauryl Glycol Hydroxypropyl Ether, Lauryl Hydroxysultaine, Lauryl Maleamide, Lauryl Methyl Glucoside, Lauryl / Myristyl Glycol Hydroxypropyl Ether, Lauryl / Myristyl Wheat Bran / Straw Glucoside, Lauryl Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone, Lauryl Pyrrolidone Pyrrolidone, lauryl sultaine, linoleic acid, linolenic acid, linseed acid, lysine cocoate, macadamia kernel oil glyceryl polyether-8 esters, magnesium cocoyl sulfate, magnesium cocoyl sulfate, magnesium isododecylbenzene sulfonate, magnesium laureth-11 carboxylate, magnesium laureth sulfate, magnesium laureth-5 sulfate, magnesium laureth-8 sulfate, magnesium laureth-16 sulfate, magnesium laureth-3 sulfosuccinate, magnesium lauryl hydroxypropyl sulfonate, magnesium lauryl sulfate, magnesium methyl cocoyl taurate, magnesium myreth sulfate, magnesium oleth sulfate, magnesium / TEA-cocoyl sulfate, Manicouagan Glacial Mud Clay), MEA-cocoate, MEA-laureth-6 carboxylate, MEA-laureth sulfate, MEA-lauryl sulfate, MEA PPG-6 laureth-7 carboxylate, MEA-PPG-8-stearyl alcohol polyether-7 carboxylate, MEA-undecylenate, meroxapol 108, meroxapol 174, meroxapol 178, meroxapol 254, meroxapol 255, meroxapol 258, meroxapol 314, methoxy PEG-450 amidoglutaryl succinimide, methoxy PEG-450 amidohydroxysuccinimidyl succinamate, methoxy PEG-450 maleimide, methylmorpholine oxide, milk amidopropylamine oxide, milk amidopropyl betaine, mink oil amidopropylamine oxide, mink oil amidopropyl betaine, MIPA C12-15 Alkyl Polyether Sulfate, MIPA-Dodecylbenzene Sulfonate, MIPA-Laureth Sulfate, MIPA-Lauryl Sulfate, Mixed Isopropanolamine Lanolin, Mixed Isopropanolamine Lauryl Sulfate, Mixed Isopropanolamine Myristate, Morpholine Oleate, Morpholine Stearate, Myristeth-3 Carboxylic Acid, Myristeth-5 Carboxylic Acid, Myristyl Dimethyl Benzyl Ammonium Chloride, Myristamidopropylamine Oxide, Myristamidopropyl Betaine, Myristamidopropyl Dimethylamine Phosphate, Myristamidopropyl Hydroxysulfobetaine, Myristamidopropyl PG-Dimonium Chloride Phosphate, Myristamine Oxide, Myristylaminopropionic Acid, Myristic Acid, Myristoyl Ethyltrimonium Sulfate, Myristoyl Glutamic Acid, Myristoyl Hydrolyzed Collagen, Myristoyl Sarcosine,Myristyl Betaine, Myristyl / Cetylamine Oxide, Myristyl Dimethyl Hydroxypropyl Cocoyl Glucoside Ammonium Chloride, Myristyl Glucoside, Myristyl Phosphate, Nonylphenol Eth-20, Nonylphenol Eth-23, Nonylphenol Eth-25, Nonylphenol Eth-30, Nonylphenol Eth-35, Nonylphenol Eth-40, Nonylphenol Eth-44, Nonylphenol Eth-50, Nonylphenol Eth-100, Nonylphenol Eth-120, Nonylphenol Eth-5 Carboxylic Acid, Nonylphenol Eth-8 Carboxylic Acid, Nonylphenol Eth-10 Carboxylic Acid, Nonylphenol Eth-3 Phosphate, Nonylphenol Eth-4 Phosphate, Nonylphenol Eth-6 Phosphate, Nonylphenol Eth-9 Phosphate, Nonylphenol Eth -10 phosphate, nonyl nonylphenol polyether-30, nonyl nonylphenol polyether-49, nonyl nonylphenol polyether-100, nonyl nonylphenol polyether-150, nonyl nonylphenol polyether-7 phosphate, nonyl nonylphenol polyether-8 phosphate, nonyl nonylphenol polyether-9 phosphate, nonyl nonylphenol polyether-10 phosphate, nonyl nonylphenol polyether-11 phosphate, nonyl nonylphenol polyether-15 phosphate, nonyl nonylphenol polyether-24 phosphate, oat oil amidopropyl betaine, octoxynol-16, octoxynol-25, octoxynol-30, octoxynol-33, octoxynol-40, octoxynol-70, octoxynol-20 carboxylic acid, octyldecyl alcohol polyether-20, octyldecyl alcohol polyether-25, octoxynol Deceth-30, Oleamidopropylamine Oxide, Oleamidopropyl Betaine, Oleamidopropyl Hydroxysulfobetaine, Oleamine Oxide, Oleic Acid, Oleyl Hydrolyzed Collagen, Oleyl Sarcosine, Oleeth-20, Oleeth-23, Oleeth-24, Oleeth-25, Oleeth-30, Oleeth-35, Oleeth-40, Oleeth-44, Oleeth-50, Oleeth-3 Carboxylic Acid, Oleeth-6 Carboxylic Acid, Oleeth-10 Carboxylic Acid, Oleyl Betaine, Olive Acid, Olive Hydrolyzed Wheat Protein, Ophiopogon Japonicus Extract Stearate, Ozonoxigenated Oleeth-10, Ozonoxigenated PEG-10 Oleate, Ozonoxigenated P EG-14 oleate, ozonated polysorbate 80, palmitic acid, palmitamidopropyl betaine, palmitoleth-2 phosphate, palmitamidopropylamine oxide, palmitamidopropyl betaine, palmitamine oxide, palmitic acid, palmitoyl collagen amino acids, palmitoyl glycine, palmitoyl hydrolyzed collagen, palmitoyl hydrolyzed milk protein, palmitoyl hydrolyzed wheat protein, palmitoyl keratin amino acids, palmitoyl oligopeptide, palmitoyl silk amino acids, palm kernel acid, palm kernelamidopropyl betaine, peach kernel oil glyceryl polyether-8 esters, arachidic acid, PEG-10 castor oil, PEG-40 castor oil, PEG-44 castor oil, PEG-50 castor oil, PEG-54 castor oil, PEG-55 castor oil, PEG-60 castor oil,PEG-80 castor oil, PEG-100 castor oil, PEG-200 castor oil, PEG-11 cocamide, PEG-6 cocamide phosphate, PEG-4 cocamide, PEG-8 cocamide, PEG-12 cocamide, PEG-150 dibehenate, PEG-90 diisostearate, PEG-75 dilaurate, PEG-150 dilaurate, PEG-75 dioleate, PEG-150 dioleate, PEG-75 distearate, PEG-120 distearate, PEG-150 distearate, PEG-175 distearate, PEG-190 distearate, PEG-250 distearate, PEG-30 glyceryl cocoate, PE G-40 Glyceryl Cocoate, PEG-78 Glyceryl Cocoate, PEG-80 Glyceryl Cocoate, PEG-30 Glyceryl Isostearate, PEG-40 Glyceryl Isostearate, PEG-50 Glyceryl Isostearate, PEG-60 Glyceryl Isostearate, PEG-90 Glyceryl Isostearate, PEG-23 Glyceryl Laurate, PEG-30 Glyceryl Laurate, PEG-25 Glyceryl Oleate, PEG-30 Glyceryl Oleate, PEG-30 Glyceryl Soybean Oleate, PEG-25 Glyceryl Stearate, PEG-30 Glyceryl Stearate, PEG-40 Glyceryl Stearate, PEG-120 Glyceryl Stearate, PEG-200 Glyceryl Stearate, PEG-28 Glyceryl Tallowate , PEG-80 glyceryl tallowate, PEG-82 glyceryl tallowate, PEG-130 glyceryl tallowate, PEG-200 glyceryl tallowate, PEG-45 hydrogenated castor oil, PEG-50 hydrogenated castor oil, PEG-54 hydrogenated castor oil, PEG-55 hydrogenated castor oil, PEG-60 hydrogenated castor oil, PEG-80 hydrogenated castor oil, PEG-100 hydrogenated castor oil, PEG-200 hydrogenated castor oil, PEG-30 hydrogenated lanolin, PEG-70 hydrogenated lanolin, PEG-50 hydrogenated palmitamide, PEG-2 isostearate, PEG-3 isostearate, PEG-4 isostearate, PEG-6 isostearate, PEG-8 isostearate, PEG -10 Isostearate, PEG-12 Isostearate, PEG-20 Isostearate, PEG-30 Isostearate, PEG-40 Isostearate, PEG-26 Jojoba Acid, PEG-40 Jojoba Acid, PEG-15 Jojoba Alcohol, PEG-26 Jojoba Alcohol, PEG-40 Jojoba Alcohol, PEG-35 Lanolin, PEG-40 Lanolin, PEG-50 Lanolin, PEG-55 Lanolin, PEG-60 Lanolin, PEG-70 Lanolin, PEG-75 Lanolin, PEG-85 Lanolin, PEG-100 Lanolin, PEG-150 Lanolin, PEG-75 Lanolin Oil, PEG-2 Lauramide, PEG-3 Lauramine Oxide,PEG-20 laurate, PEG-32 laurate, PEG-75 laurate, PEG-150 laurate, PEG-70 mango glycerides, PEG-20 mannide laurate, PEG-8 methyl ether polydimethylsiloxane, PEG-120 methyl glucose dioleate, PEG-80 methyl glucose laurate, PEG-120 methyl glucose trioleate, PEG-4 montanate, PEG-30 oleamine, PEG-20 oleate, PEG-23 oleate, PEG-32 oleate, PEG-36 oleate, PEG-75 oleate, PEG-150 oleate, PEG-20 palmitate, PEG-150 polyglyceryl-2 tristearate Ester, PEG / PPG-28 / 21 Acetate Dimethicone, PEG / PPG-24 / 18 Butyl Ether Dimethicone, PEG / PPG-3 / 17 Copolymer, PEG / PPG-5 / 35 Copolymer, PEG / PPG-8 / 55 Copolymer, PEG / PPG-10 / 30 Copolymer, PEG / PPG-10 / 65 Copolymer, PEG / PPG-12 / 35 Copolymer, PEG / PPG-16 / 17 Copolymer, PEG / PPG-20 / 9 Copolymer, PEG / PPG-20 / 20 Copolymer, PEG / PPG-20 / 60 Copolymer, PEG / PPG-20 / 65 Copolymer, PEG / PPG-22 / 25 Copolymer Polymer, PEG / PPG-28 / 30 copolymer, PEG / PPG-30-35 copolymer, PEG / PPG-30 / 55 copolymer, PEG / PPG-35 / 40 copolymer, PEG / PPG-50 / 40 copolymer, PEG / PPG-150 / 35 copolymer, PEG / PPG-160 / 30 copolymer, PEG / PPG-190 / 60 copolymer, PEG / PPG-200 / 40 copolymer, PEG / PPG-300 / 55 copolymer, PEG / PPG-20 / 22 methyl ether polydimethylsiloxane, PEG-26-PPG-30 phosphate, PEG / PPG-4 / 2 propyl heptyl ether, PEG / PPG-6 / 2 propyl PEG-7 / PPG-2 Propyl Heptyl Ether, PEG / PPG-8 / 2 Propyl Heptyl Ether, PEG / PPG-10 / 2 Propyl Heptyl Ether, PEG / PPG-14 / 2 Propyl Heptyl Ether, PEG / PPG-40 / 2 Propyl Heptyl Ether, PEG / PPG-10 / 2 Ricinoleate, PEG / PPG-32 / 3 Ricinoleate, PEG-55 Propylene Glycol Oleate, PEG-25 Propylene Glycol Stearate, PEG-75 Propylene Glycol Stearate, PEG-120 Propylene Glycol Stearate, PEG-5 Rapeseed Sterol, PEG-10 Rapeseed Sterol, PEG-40 Ricinoleic Acid Amide, PEG-75 Shea Butter Glycerides, PEG-75 Shorea Butter Glycerides,PEG-20 sorbitan cocoate, PEG-20 sorbitan isostearate, PEG-40 sorbitan lanolinate, PEG-75 sorbitan lanolinate, PEG-10 sorbitan laurate, PEG-40 sorbitan laurate, PEG-44 sorbitan laurate, PEG-75 sorbitan laurate, PEG-80 sorbitan laurate, PEG-20 sorbitan oleate, PEG-80 sorbitan palmitate, PEG-40 sorbitan stearate, PEG-60 sorbitan stearate, PEG-160 sorbitan triisostearate, PEG-40 soy sterol, PEG-2 stearamidocarboxylic acid, PEG-9 stearamidocarboxylic acid, PEG- PEG-20 Stearate, PEG-23 Stearate, PEG-25 Stearate, PEG-30 Stearate, PEG-32 Stearate, PEG-35 Stearate, PEG-36 Stearate, PEG-40 Stearate, PEG-45 Stearate, PEG-50 Stearate, PEG-55 Stearate, PEG-75 Stearate, PEG-90 Stearate, PEG-100 Stearate, PEG-120 Stearate, PEG-150 Stearate, PEG-45 Stearate Phosphate, PEG-20 Tallate, PEG-50 Tallowamide, PEG-2 Tallowamide DEA, PEG-20 Tallowamide, PEG-66 Trihydroxystearin, PEG-200 trihydroxystearin, PEG-60 neryl glyceride, geranic acid, pentadecylphenol polyether-200, phenol polyether-6 phosphate, poloxamer 105, poloxamer 108, poloxamer 182, poloxamer 183, poloxamer 184, poloxamer 188, poloxamer 217, poloxamer 234, poloxamer 235, poloxamer 237, poloxamer 238, poloxamer 288, poloxamer 334, poloxamer 335, poloxamer 338, poloxamer 908, poloxamer 1508, polydimethylsiloxy PEG / PPG-24 / 19 butyl ether silsesquioxane, polydimethylsiloxy PPG-13 Butyl Ether Silsesquioxane, Polyglyceryl-6 Caprate, Polyglyceryl-10 Dilaurate, Polyglyceryl-20 Heptacaprylate, Polyglyceryl-20 Hexacaprylate, Polyglyceryl-2 Laureth, Polyglyceryl-10 Laureth, Polyglyceryl-20 Octaisononanoate, Polyglyceryl-6 Pentacaprylate, Polyglyceryl-10 Pentacaprylate, Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone, Polyglyceryl-6 Tetracaprylate, Polyglyceryl-10 Tetralaurate, Polyglyceryl-6 Tricaprylate, Polyglyceryl-10 Trilaurate, Polyquaternium-77, Polyquaternium-78, Polyquaternium-79, Polyquaternium-80, Polyquaternium-81, Polyquaternium-82, Pomaderris Kumerahou Flower / Leaf Extract, Poria Cocos Extract,Potassium abietic acid hydrolyzed collagen, potassium babassu oleate, potassium behenate, potassium C9-15 alkyl phosphate, potassium C11-15 alkyl phosphate, potassium C12-13 alkyl phosphate, potassium C12-14 alkyl phosphate, potassium caprate, potassium capryloyl glutamate, potassium capryloyl hydrolyzed rice protein, potassium ricinoleate, potassium cocoate, potassium cocoyl glutamate, potassium cocoyl glycinate, potassium cocoyl hydrolyzed casein, potassium cocoyl hydrolyzed collagen, potassium cocoyl hydrolyzed corn protein, potassium cocoyl hydrolyzed keratin, potassium cocoyl hydrolyzed oat protein, potassium cocoyl hydrolyzed potato protein, potassium cocoyl hydrolyzed rice bran protein, potassium cocoyl hydrolyzed rice protein, potassium cocoyl hydrolyzed silk, potassium cocoyl hydrolyzed soy protein, potassium cocoyl hydrolyzed wheat protein, potassium cocoyl hydrolyzed yeast protein, cocoyl PCA Potassium, Potassium Cocoyl Sarcosine, Potassium Cocoyl Taurine, Potassium Zeate, Potassium Cyclopropyl Oleate, Potassium Dihydroxyethyl Cocoamine Oxide Phosphate, Potassium Dimethicone PEG-7 Phosphate, Potassium Dodecylbenzenesulfonate, Potassium Hempseed Acid, Potassium Hydrogenated Coconut Oil, Potassium Hydrogenated Palmitate, Potassium Hydrogenated Tallow Acid, Potassium Hydroxystearate, Potassium Isostearate, Potassium Lanolin Acid, Potassium Laurate, Potassium Laureth-3 Carboxylate, Potassium Laureth-4 Carboxylate, Potassium Laureth-5 Carboxylate, Potassium Laureth-6 Carboxylate, Potassium Laureth-10 Carboxylate, Potassium Laureth Phosphate, Potassium Lauroyl Collagen Amino Acids, Potassium Lauroyl Glutamate, Potassium Lauroyl Hydrolyzed Collagen, Potassium Lauroyl Hydrolyzed Pea Protein, Potassium Lauroyl Hydrolyzed Soy Protein, Potassium Lauroyl PCA, Lauroyl Potassium pea amino acids, potassium lauroyl sarcosine, potassium lauroyl silk amino acids, potassium lauroyl wheat amino acids, potassium lauryl phosphate, potassium lauryl sulfate, potassium linoleate, potassium metaphosphate, potassium methyl cocoyl taurate, potassium myristate, potassium myristoyl glutamate, potassium myristoyl hydrolyzed collagen, potassium octoxynol-12 phosphate, potassium oleate, potassium oleoyl hydrolyzed collagen, potassium olivetate, potassium oliveoyl hydrolyzed oat protein, potassium oliveoyl hydrolyzed wheat protein, potassium oliveoyl / lauroyl wheat amino acids, potassium oliveoyl PCA, potassium palmitate, potassium palmitate, potassium palmitoyl hydrolyzed corn protein, potassium palmitoyl hydrolyzed oat protein, potassium palmitoyl hydrolyzed rice protein, potassium palmitoyl hydrolyzed sweet almond protein, potassium palmitoyl hydrolyzed wheat protein, potassium palm kernelate, potassium arachidate, rapeseed oil Potassium acid, potassium ricinoleate, potassium safflower acid, potassium soy acid, potassium stearate, potassium stearoyl hydrolyzed collagen, potassium tallow acid, potassium taurine, potassium taurine laurate, potassium trideceth-3 carboxylate, potassium trideceth-4 carboxylate, potassium trideceth-7 carboxylate, potassium trideceth-15 carboxylate, potassium trideceth-19 carboxylate, trideceth-6 phosphate, trideceth-7 phosphate, cedarwood potassium, potassium undecylenate, potassium undecylenyl hydrolyzed collagen, potassium undecylenyl hydrolyzed rice protein, PPG-30-buteth-30, PPG-36-buteth-36, PPG-38-buteth-37, PPG-30-octanol polyether-4 phosphate, PPG-10 cetyl ether phosphate,PPG-2C9-11 Alkyl Polyether-8, PPG-1-Decanol Polyether-5, PPG-3-Decanol Polyether-2 Carboxylic Acid, PPG-30 Ethyl Hexyl Polyether-4 Phosphate, PPG-20-Glyceryl Polyether-30, PPG-2 Hydroxyethyl Coconut Oil / Isostearamide, PPG-2-Isodecyl Polyether-8, PPG-2-Isodecyl Polyether-10, PPG-2-Isodecyl Polyether-18, PPG-2-Isodecyl Polyether-25 , PPG-4-isodecyl alcohol polyether-10, propyltrimethylammonium hydrolyzed collagen, quaternium-24, quaternium-52, quaternium-87, rapeseed oil, rice bran acid, rice oil glyceryl polyether-8 esters, ricinoleic acid amidopropyl betaine, ricinoleic acid, ricinoleyl alcohol polyether-40, safflower acid, soapberry fruit extract, saponin, Sekken-K, Sekken-Na / K, SekkenSoji, Sekken Soji-K, sesame oil glyceryl polyether-8 esters, sesame amidopropylamine oxide, sesame amidopropyl betaine, shea butter glyceryl polyether-8 esters, sodium arachidate, Alganai sodium amphoacetate (Sodium Arganampohoacetate), Sodium Avocado, Sodium Babassu Amphoacetate, Sodium Babassu Oleate, Sodium Babassu Sulfate, Sodium Behenate, Sodium Castor Oil Sulfosuccinate, Sodium Bis(hydroxyethyl) Glycinate Cocoyl Glucoside Crosspolymer, Sodium Bis(hydroxyethyl) Glycinate Lauryl Glucoside Crosspolymer, Sodium Borago Amidopropyl PG-Dimonium Chloride Phosphate, Sodium Butylphenol Eth-12 Sulfate, Sodium Butyl Glucoside Hydroxypropyl Phosphate, Sodium C13-17 Alkane Sulfonate, Sodium C14-18 Alkane Sulfonate, Sodium C12-15 Alkoxypropyl Iminodipropionate, Sodium C10-16 Alkyl Sulfate, Sodium C11-15 Alkyl Sulfate, Sodium C12-13 Alkyl Sulfate, Sodium C12-15 Alkyl Sulfate, Sodium C12-18 Alkyl Sulfate, Sodium C16-20 Alkyl Sulfate, Sodium C9-22 Alkyl Secondary Sulfonate , Sodium C14-17 Alkyl Secondary Sulfonate, Sodium Caprate, Sodium Capryloamphoacetate, Sodium Capryloamphohydroxypropyl Sulfonate, Sodium Capryloamphopropionate, Sodium Capryloyl Methyl Taurate, Sodium Caprylate, Sodium Capryleth-2 Carboxylate, Sodium Capryleth-9 Carboxylate, Sodium Capryloamphoacetate, Sodium Capryloamphohydroxypropyl Sulfonate, Sodium Capryloamphopropionate, Sodium Capryloyl Glutamate, Sodium Capryloyl Hydrolyzed Wheat Protein, Sodium Capryloyl PG-Sulfonate, Sodium Capryloyl Sulfonate, Sodium Ricinoleate , Sodium Ceteareth-13 Carboxylate, Sodium Cetearyl Sulfate, Sodium Ceteareth-13 Carboxylate, Sodium Cetyl Sulfate, Sodium Cocamidopropyl PG-Dimonium Chloride Phosphate, Sodium Cocoyl Alanine, Sodium Cocoeth Sulfate, Sodium Cocoeth-30 Sulfate, Sodium Cocoamphoacetate, Sodium Cocoyl Amphoacetate, Sodium Cocoamphoacetate, Sodium Cocoamphopropyl Sulfonate, Sodium Cocoamphopropionate, Sodium Cocoate,Sodium Coconut Oil / Babassu Oil / Andira Barbar Sulfate, Sodium Coconut Oil / Babassu Oil Sulfate, Sodium Cocoyl Glucoside Hydroxypropyl Phosphate, Sodium Cocoyl Glucoside Hydroxypropyl Sulfonate, Sodium Cocoyl Glucoside Tartrate, Sodium Cocoyl Glyceryl Ether Sulfonate, Sodium Coconut Oil / Hydrogenated Tallow Sulfate, Sodium Cocoyl Iminodiacetate, Sodium Cocoyl Monoglyceride Sulfate, Sodium Cocoyl Monoglyceride Sulfate, Sodium Cocoyl PG-Dimethylammonium Chloride Phosphate, Sodium Coco Sulfate, Sodium Coco Sulfoacetate, Sodium Cocoyl Alanine, Sodium Cocoyl Amino Acids, Sodium Cocoyl Collagen Amino Acids, Sodium Cocoyl Glutamate, Sodium Cocoyl Glutamate, Sodium Cocoyl Glycinate, Sodium Cocoyl / Hydrogenated Tallow Glutamate, Sodium Cocoyl Hydrolyzed Collagen, Coco Sodium oleyl hydrolyzed keratin, sodium cocoyl hydrolyzed rice protein, sodium cocoyl hydrolyzed silk protein, sodium cocoyl hydrolyzed soy protein, sodium cocoyl hydrolyzed sweet almond protein, sodium cocoyl hydrolyzed wheat protein, sodium cocoyl hydrolyzed wheat protein glutamate, sodium cocoyl isethionate, sodium cocoyl methylaminopropionate, sodium cocoyl oat amino acids, sodium cocoyl / palmitoyl / sunflower glutamate, sodium cocoyl proline, sodium cocoyl sarcosinate, sodium cocoyl taurate, sodium cocoyl threonate, sodium cocoyl wheat amino acids, sodium C12-14 olefin sulfonate, sodium C14-16 olefin sulfonate, sodium C14-18 olefin sulfonate, sodium C16-18 olefin sulfonate, sodium cocoamphopropionate, sodium cottonseed amphoacetate, C13-15 alkanol Sodium C9-11 Pareth-6 Carboxylate, Sodium C11-15 Pareth-7 Carboxylate, Sodium C12-13 Pareth-5 Carboxylate, Sodium C12-13 Pareth-8 Carboxylate, Sodium C12-13 Pareth-12 Carboxylate, Sodium C12-15 Pareth-6 Carboxylate, Sodium C12-15 Pareth-7 Carboxylate, Sodium C12-15 Pareth-8 Carboxylate, Sodium C14-15 Pareth-8 Carboxylate, Sodium C12-14 Secondary Pareth-8 Carboxylate, Sodium C14-15 Pareth-PG Sulfonate, Sodium C12-13 Pareth-2 Phosphate, Sodium C13-15 Pareth-8 Phosphate, C9-15 Pareth-3 Sulfate Sodium C10-15 Pareth Sulfate, Sodium C10-16 Pareth-2 Sulfate, Sodium C12-13 Pareth Sulfate, Sodium C12-15 Pareth Sulfate, Sodium C12-15 Pareth-3 Sulfate, Sodium C13-15 Pareth-3 Sulfate, Sodium C12-14 Secondary Pareth-3 Sulfate, Sodium C12-15 Pareth-3 Sulfonate, Sodium C12-15 Pareth-7 Sulfonate, Sodium C12-15 Pareth-15 Sulfonate, Sodium Deceth-2 Carboxylate, Sodium Deceth Sulfate, Sodium Decylbenzene Sulfonate, Sodium Decyl Glucoside Hydroxypropyl Phosphate, Sodium Decyl Glucoside Hydroxypropyl Sulfonate, Sodium Laureth-7 Citrate, Sodium Laureth-10 Phosphate,Sodium Dilinoleamidopropyl PG-Dimonium Chloride Phosphate, Sodium Dilinoleate, Sodium Dioleth-8 Phosphate, Sodium Dodecylbenzene Sulfonate, Sodium Ethyl 2-Sulfolaurate, Sodium Glyceryl Oleate Phosphate, Sodium Grapeseed Amidopropyl PG-Dimonium Chloride Phosphate, Sodium Grapeseed Amphoacetate, Sodium Grapeseed Acid, Sodium Hexylene Glycol Ethyl Acetate, Sodium Hexeth-4 Carboxylate, Sodium Hydrogenated Coconut Oil, Sodium Hydrogenated Cocoyl Methyl Isethionate, Sodium Hydrogenated Palmitate, Sodium Hydrogenated Tallow Acid, Sodium Hydroxylauryl Dimonium Ethyl Phosphate, Sodium Hydroxypropyl Palmitate Sulfonate, Sodium Hydroxypropyl Phosphate Decyl Glucoside Crosspolymer, Sodium Hydroxypropyl Phosphate Lauryl Glucoside Crosspolymer, Sodium Hydroxypropyl Cocoyl Glucose Sulfate Glucose Crosspolymer, Sodium Hydroxypropyl Sulfonate Decyl Glucoside Crosspolymer, Sodium Hydroxypropyl Sulfonate Lauryl Glucoside Crosspolymer, Sodium Hydroxystearate, Sodium Isostearate, Sodium Isosteareth-6 Carboxylate, Sodium Isosteareth-11 Carboxylate, Sodium Isostearylamphoacetate, Sodium Isostearylamphopropionate, Sodium N-Isostearyl Methyl Taurate, Sodium Lanolin Sulfate, Sodium Lanolin Acid, Sodium Lardate, Sodium Lauramide Diacetate, Sodium Lauryl Amine Propionate, Sodium Laurate, Sodium Laureth-3 Carboxylate, Sodium Laureth-4 Carboxylate, Sodium Laureth-5 Carboxylate, Sodium Laureth-6 Carboxylate, Sodium Laureth-8 Carboxylate, Sodium Laureth-11 Carboxylate, Sodium Laureth-12 Carboxylate, Laureth- Sodium Laureth-13 Carboxylate, Sodium Laureth-14 Carboxylate, Sodium Laureth-16 Carboxylate, Sodium Laureth-17 Carboxylate, Sodium Laureth Sulfate, Sodium Laureth-5 Sulfate, Sodium Laureth-7 Sulfate, Sodium Laureth-8 Sulfate, Sodium Laureth-12 Sulfate, Sodium Laureth-40 Sulfate, Sodium Laureth-7 Tartrate, Sodium Lauriminodipropionate, Sodium Lauroamphoacetate, Sodium Lauroamphohydroxypropylsulfonate, Sodium Lauroampho PG-Acetate Phosphate, Sodium Lauroamphopropionate, Sodium Lauroyl Aspartate, Sodium Lauroyl Collagen Amino Acids, Sodium Lauroyl Glycine Propionate, Sodium Lauroyl Hydrolyzed Collagen, Sodium Lauroyl Hydrolyzed Silk, Sodium Lauroyl Hydroxypropyl Sulfonate, Sodium Lauroyl Isethionate , Sodium Lauroyl Methylaminopropionate, Sodium Lauroyl Methyl Isethionate, Sodium Lauroyl Millet Amino Acids, Sodium Lauroyl / Myristoyl Aspartate, Sodium Lauroyl Oat Amino Acids, Sodium Lauroyl Sarcosinate, Sodium Lauroyl Silk Amino Acids, Sodium Lauroyl Taurate, Sodium Lauroyl Wheat Amino Acids, Sodium Lauryl Diethylene Diaminoglycinate, Sodium Lauryl Glucose Carboxylate, Sodium Lauryl Glucoside Hydroxypropyl Phosphate, Sodium Lauryl Glucoside Hydroxypropyl Sulfonate, Sodium Lauryl Carboxylate, Sodium Lauryl Glycol Amide Sulfate, Sodium Lauryl Phosphate, Sodium Lauryl Sulfate, Sodium Lauryl Sulfoacetate, Sodium Linoleate, Sodium Macadamia Seed Oil Acid, Sodium Mangoamphoacetate, Sodium Mango Seed Oil Esters, Sodium / MEA Laureth-2 Sulfosuccinate, Sodium Methoxy PPG-2 Acetate,Sodium Methyl Cocoyl Taurate, Sodium Methyl Lauroyl Taurate, Sodium Methyl Myristoyl Taurate, Sodium Methyl Oleyl Taurate, Sodium Methyl Palmitoyl Taurate, Sodium Methyl Stearoyl Taurate, Sodium Methyl 2-Sulfolaurate, Sodium Methyl 2-Sulfopalmitate, Sodium Methyl Taurate Isopalmitamide, Sodium Methyl Cocoyl Methyl Taurate, Sodium Myristeth Sulfate, Sodium Myristate, Sodium Myristoyl Amphoacetate, Sodium Myristoyl Glutamate, Sodium Myristoyl Hydrolyzed Collagen, Sodium Myristoyl Isethionate, Sodium Myristoyl Sarcosinate, Sodium Myristoyl Sulfate, Sodium Nonylphenol Eth-6 Phosphate, Sodium Nonylphenol Eth-9 Phosphate, Sodium Nonylphenol Eth-1 Sulfate, Sodium Nonylphenol Eth-3 Sulfate, Sodium Nonylphenol Eth-4 Sulfate, Nonylphenol Eth Sodium nonylphenol ether-6 sulfate, sodium nonylphenol ether-8 sulfate, sodium nonylphenol ether-10 sulfate, sodium nonylphenol ether-25 sulfate, sodium octoxynol-2 ethane sulfonate, sodium octoxynol-2 sulfate, sodium octoxynol-6 sulfate, sodium octoxynol-9 sulfate, sodium oleate, sodium oleoamphoacetate, sodium oleoamphohydroxypropyl sulfonate, sodium oleoamphopropionate, sodium oleoyl hydrolyzed collagen, sodium oleoyl isethionate, sodium oleeth sulfate, sodium oleyl methyl isethionate, sodium oleyl sulfate, sodium oliveoamphoacetate, sodium olivelate, sodium oliveoyl glutamate, sodium palmitoleoamphoacetate, sodium palmitate, sodium palm glyceryl sulfonate, sodium palmitate, sodium palmitoyl hydrolyzed collagen, sodium palmitoyl hydrolyzed wheat protein, sodium palmitoyl sarcosine, Sodium Palm Kernelate, Sodium Palm Kernel Isethionate, Sodium Palmitoyl Glutamate, Sodium Passiflora Seed Acid, Sodium Arachidyl Amphoacetate, Sodium Arachidate, Sodium PEG-6 Cocoamide Carboxylate, Sodium PEG-8 Cocoamide Carboxylate, Sodium PEG-4 Cocoamide Sulfate, Sodium PEG-3 Lauramide Carboxylate, Sodium PEG-4 Lauramide Carboxylate, Sodium PEG-8 Palm Glycerides Carboxylate, Sodium Pentaerythrityl Hydroxypropyliminodiacetate Dendrimer, Sodium Propoxy PPG-2 Acetate, Sodium Rapeseed Acid, Sodium Rice Furfuryl Amphoacetate, Sodium Ricinoleate, Sodium Ricinoleyl Amphoacetate, Sodium Rosehip Amphoacetate, Sodium Rosinate, Sodium Safflower Acid, Sodium Safflower Hydrolyzed Soy Protein, Sodium Sesame Seed Acid, Sodium Sesame Amphoacetate, Shea Butter Amphoacetate Sodium acetate, sodium soyate, sodium hydrolyzed soy collagen, sodium stearate, sodium stearoylamphoacetate, sodium stearoylamphohydroxypropyl sulfonate, sodium stearoylamphopropionate, sodium stearoyl casein, sodium stearoyl glutamate, sodium stearoyl hyaluronate, sodium stearoyl hydrolyzed collagen, sodium stearoyl hydrolyzed corn protein, sodium stearoyl hydrolyzed silk, sodium stearoyl hydrolyzed soy protein, sodium stearoyl hydrolyzed wheat protein, sodium stearoyl whey protein, sodium stearoyl methyl isethionate, sodium stearoyl oat protein, sodium stearoyl pea protein, sodium stearoyl soy protein, sodium stearoyl dimethyl glycinate, sodium stearoyl sulfate, sodium sunflower seed oleoylamphopropionate, sodium subtilisin, sodium sweet almond oleoylamphoacetate, sodium sweet almond acid, sodium tall oil oleoylamphopropionate,Sodium Talcate, Sodium Tallowamphoacetate, Sodium Tallowate, Sodium Tallow Sulfate, Sodium Calendula Seed Oil, Sodium Taurine, Sodium Cocoyl Methyl Taurine, Sodium Lauroyl Taurine, Sodium / TEA-Lauroyl Collagen Amino Acids, Sodium / TEA-Lauroyl Hydrolyzed Collagen, Sodium / TEA-Lauroyl Hydrolyzed Keratin, Sodium / TEA-Lauroyl Keratin Amino Acids, Sodium / TEA-Undecylenoyl Collagen Amino Acids, Sodium / TEA-Undecylenoyl Hydrolyzed Collagen, Sodium / TEA-Undecylenoyl Hydrolyzed Corn Protein, Sodium / TEA-Undecylenoyl Hydrolyzed Soy Protein, Sodium / TEA-Undecylenoyl Hydrolyzed Wheat Protein, Sodium Cocoa Seed Oil, Sodium Trideceth-3 Carboxylate, Sodium Trideceth-4 Carboxylate, Sodium trideceth-6 carboxylate, sodium trideceth-7 carboxylate, sodium trideceth-8 carboxylate, sodium trideceth-12 carboxylate, sodium trideceth-15 carboxylate, sodium trideceth-19 carboxylate, sodium trideceth sulfate, sodium tridecylbenzenesulfonate, sodium tridecyl sulfate, sodium trimethylolpropane hydroxypropyl iminodiacetate dendrimer, sodium undecylene carboxylate, sodium undecylenate, sodium undecylenylamphoacetate, sodium undecylenylamphopropionate, sodium undecylenyl glutamate, sodium wheatgerm amphoacetate, sorbitan-160 tristearate, soy acid, soyamidopropylamine oxide, soyamidopropyl betaine, soy glyceryl polyether-8 esters, stearamidopropylamine oxide, stearamide Propyl Betaine, Stearamine Oxide, Steareth-15, Steareth-16, Steareth-20, Steareth-21, Steareth-25, Steareth-27, Steareth-30, Steareth-40, Steareth-50, Steareth-80, Steareth-100, Steareth-2 Phosphate, Steareth-3 Phosphate, Stearic Acid, Stearoxypropyltrimonium Chloride, Stearoyl Glutamic Acid, Stearoyl Sarcosine, Stearoyl Betaine, Stearyl Dimethyl Hydroxypropyl Butyl Glucoside Ammonium Chloride, Stearyl Dimethyl Hydroxypropyl Decyl Glucoside Ammonium Chloride, Stearyl Dimethyl Hydroxypropyl Lauryl Glucoside Ammonium Chloride, Sulfated Castor Oil, Sulfated Coconut Oil, Sulfated Glyceryl Oleate, Sulfated Olive Oil, Sulfated Peanut Oil, Sunflower Oilamide MEA, Sunflower Acid, Sunflower Amidopropyl Hydroxyethyl Dimonium Chloride, Sunflower Oil Glycereth-8, Tal Oil Acid, Tallow Acid, Tallow Amidopropylamine Oxide, Tallow Amidopropyl Betaine, Tallow Amidopropyl Hydroxysulfobetaine, Tallowamine Oxide, Tallow Betaine, Tallow Dihydroxyethyl Betaine, Tallow Acyl Ethyl Glucoside, TEA-Rosinyl Hydrolyzed Collagen, TEA-C12-14 Alkyl Phosphate, TEA-C10-15 Alkyl Sulfate, TEA-C11-15 Alkyl Sulfate, TEA-C12-13 Alkyl Sulfate, TEA-C12-14 Alkyl Sulfate, TEA-C12-15 Alkyl Sulfate,TEA C14-17 alkyl secondary sulfonate, TEA-low erucic acid rapeseed oil salt, TEA-cocamide diacetate, TEA-cocoate, TEA-coco sulfate, TEA-cocoyl alanine, TEA-cocoyl glutamate, TEA-cocoyl glutamine salt, TEA-cocoyl glycinate, TEA-cocoyl hydrolyzed collagen, TEA-cocoyl hydrolyzed soy protein, TEA-cocoyl sarcosinate, TEA-polydimethylsiloxane PEG-7 phosphate, TEA-dodecylbenzenesulfonate, TEA-hydrogenated cocoate, TEA-hydrogenated tallow glutamate, TEA-isostearate, TEA-isostearoyl hydrolyzed collagen, TEA-lauryl propionate, TEA- TEA-laurate, TEA-laureth sulfate, TEA-lauroyl collagen amino acids, TEA-lauroyl glutamate, TEA-lauroyl hydrolyzed collagen, TEA-lauroyl keratin amino acids, TEA-lauroyl methylaminopropionate, TEA-lauroyl / myristoyl aspartate, TEA-lauroyl sarcosinate, TEA-lauroyl phosphate, TEA-lauroyl sulfate, TEA-myristoylaminopropionate, TEA-myristate, TEA-myristoyl hydrolyzed collagen, TEA-oleate, TEA-oleoyl hydrolyzed collagen, TEA-oleoyl sarcosinate, TEA-oleyl sulfate, TEA-palmitate, TEA- EA-palmitoyl sarcosine ester, TEA-PEG-3 cocamide sulfate, TEA-rosinate, TEA-stearate, TEA-tol ester, TEA-tridecylbenzene sulfonate, TEA-undecenoate, TEA-undecenoyl hydrolyzed collagen, tetramethyldecynediol, tetrasodium dicarboxyethyl stearoyl sulfosuccinate, TIPA-laureth sulfate, TIPA-lauryl sulfate, TIPA-myristate, TIPA-stearate, tocopherol phosphate, trehalose undecenoate, TM-C12-15 pareth-2 phosphate, TM-C12-15 pareth-6 phosphate, TM-C12-15 pareth-8 phosphate, TM-C1 2-15 Alkyl Polyeth-10 Phosphate, Trideceth-20, Trideceth-50, Trideceth-3 Carboxylic Acid, Trideceth-4 Carboxylic Acid, Trideceth-7 Carboxylic Acid, Trideceth-8 Carboxylic Acid, Trideceth-15 Carboxylic Acid, Trideceth-19 Carboxylic Acid, Trideceth-10 Phosphate, Tridecylbenzenesulfonic Acid, Trilaureth-9 Citrate, Trimethylolpropane Hydroxypropyl Bis(hydroxyethyl)amine Dendrimer, Lauroampho PG-Acetate Chloride Trisodium Phosphate, Undecanoic Acid, Undecyl Polyeth-5 Carboxylic Acid, Undecyl Amidopropylamine Oxide, Undecyl Amidopropyl Betaine, Undecylenic Acid, Undecyl Collagen Amino Acids, Undecyl Glycine, Undecyl Hydrolyzed Collagen,Undecyl Glucoside, Wheat Germ Acid, Wheat Germ Amidopropylamine Oxide, Wheat Germ Amidopropyl Betaine, Yucca Schidigera Leaf / Root / Stem Extract, Yucca Schidigera Stem Extract, Zinc Cocoyl Sulfate, and Zinc Cocoyl Sulfate.

[0190] Preferred are one or more compounds selected from the group consisting of sodium laureth sulfate, cocamidopropyl betaine, sodium cocoamphoacetate, cocoyl glucoside and ammonium lauryl sulfosuccinate.

[0191] The content percentage of the surfactant in the preparation may be 0.1-10 wt % and preferably 0.5-5 wt % based on the preparation.

[0192] Oil body:

[0193] Suitable oil bodies as ingredients for forming oil-in-water emulsions are, for example, Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10, carbon atoms, esters of linear C6-C22 fatty acids with linear or branched C6-C22 fatty alcohols or esters of branched C6-C13 carboxylic acids with linear or branched C6-C22 fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate, cetyl behenate, cetyl erucate, stearyl myristate, stearyl palmit ... Stearyl esters, stearyl isostearate, stearyl oleate, stearyl behenate, stearyl erucate, isostearyl myristate, isostearyl palmitate, isostearyl stearate, isostearyl isostearate, isostearyl oleate, isostearyl behenate, isostearyl oleate, oleyl myristate, oleyl palmitate, oleyl stearate, isostearyl Oleyl stearate, oleyl oleate, oleyl behenate, oleyl erucate, behenyl myristate, behenyl palmitate, behenyl stearate, behenyl isostearate, behenyl oleate, behenyl behenate, behenyl erucate, myristyl erucate, palmitic erucate, stearyl erucate, isostearyl erucate, oleic erucate, behenyl erucate and erucate erucate. Also suitable are esters of linear C6-C22 fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of C18-C38 alkylhydroxycarboxylic acids with linear or branched C6-C22 fatty alcohols, in particular dioctyl malate, esters of linear and / or branched fatty acids with polyols (such as propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C6-C10 fatty acids, liquid mono / di / triglyceride mixtures based on C6-C18 fatty acids, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, in particular benzoic acid, esters of C2-C12 dicarboxylic acids with linear or branched alcohols having 1 to 22 carbon atoms or polyols having 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, such as dicaprylyl carbonate ( CC); Guerbet carbonates based on fatty alcohols having 6 to 18, preferably 8 to 10, carbon atoms, esters of benzoic acid with linear and / or branched C6-C22 alcohols (e.g. TN); linear or branched, symmetrical or asymmetrical dialkyl ethers having 6 to 22 carbon atoms per alkyl group, such as dioctyl ether ( OE); ring-opening products of epoxidized fatty acid esters with polyols, silicone oils (cyclomethicone, silicone methicone grades, etc.) and / or aliphatic hydrocarbons or cycloalkanes (such as squalane, squalene or dialkylcyclohexanes).

[0194] Emulsifier:

[0195] Other nonionic or cationic surfactants can also be added to the formulation as emulsifiers, including for example:

[0196] Addition products of 2 to 30 mol of ethylene oxide and / or 0 to 5 mol of propylene oxide with linear C8-22 fatty alcohols, C12-22 fatty acids and alkylphenols containing 8 to 15 carbon atoms in the alkyl group;

[0197] C12 / 18 fatty acid monoesters and diesters of addition products of 1 to 30 mol of ethylene oxide onto glycerol;

[0198] Mono- and di-glycerides and mono- and di-sorbitan esters of saturated and unsaturated fatty acids containing 6 to 22 carbon atoms and ethylene oxide addition products thereof;

[0199] Addition products of 15 to 60 mol of ethylene oxide onto castor oil and / or hydrogenated castor oil;

[0200] Polyol esters, in particular polyglycerol esters, such as polyglycerol polyricinoleate, polyglycerol poly-12-hydroxystearate or polyglycerol dimerate isostearate. Mixtures of compounds from several of these classes are also suitable;

[0201] Addition products of 2 to 15 mol of ethylene oxide onto castor oil and / or hydrogenated castor oil;

[0202] Partial esters based on linear, branched, unsaturated or saturated C6 / 22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g. cellulose);

[0203] Mono-, di- and tri-alkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates and their salts;

[0204] Wool wax alcohol;

[0205] Polysiloxane / polyalkyl polyether copolymers and corresponding derivatives;

[0206] A mixed ester of pentaerythritol, fatty acids, citric acid and fatty alcohols and / or a mixed ester of C6-22 fatty acids, methyl glucose and polyols, preferably glycerol or polyglycerol,

[0207] Polyalkylene glycol and glycerol carbonate.

[0208] The addition products of ethylene oxide and / or propylene oxide with fatty alcohols, fatty acids, alkylphenols, mono- and di-glycerides and sorbitan mono- and di-esters of fatty acids or with castor oil are known commercial products. They are homologue mixtures whose average degree of alkoxylation corresponds to the ratio between the amount of ethylene oxide and / or propylene oxide and the substrate to which the addition reaction is carried out. C12 / 18 fatty acid mono- and di-esters of addition products of ethylene oxide with glycerol are known as lipid layer enhancers for cosmetic preparations. Preferred emulsifiers are described in more detail below:

[0209] Partial glycerides: Typical examples of suitable partial glycerides are hydroxystearic acid monoglyceride, hydroxystearic acid diglyceride, isostearic acid monoglyceride, isostearic acid diglyceride, oleic acid monoglyceride, oleic acid diglyceride, ricinoleic acid monoglyceride, ricinoleic acid diglyceride, linoleic acid monoglyceride, linolenic acid diglyceride, linolenic acid monoglyceride, linolenic acid diglyceride, erucic acid monoglyceride, erucic acid diglyceride, tartaric acid monoglyceride, tartaric acid diglyceride, citric acid monoglyceride, citric acid diglyceride, malic acid monoglyceride, malic acid diglyceride and technical mixtures thereof which may still contain small amounts of triglycerides from the production process. Also suitable are addition products of 1 to 30 mol and preferably 5 to 10 mol of ethylene oxide to the partial glycerides mentioned.

[0210] Sorbitan esters: Suitable sorbitan esters are sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, sorbitan triisostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, sorbitan trioleate, sorbitan monoerucate, sorbitan sesquierucate, sorbitan dierucate, sorbitan trierucate, sorbitan monoricinoleate, sorbitan sesquiricinoleate, sorbitan diricinoleate, sorbitan triricinoleate, sorbitan monooleate, sorbitan sesquieruc ... Suitable are sorbitan monohydroxystearate, sorbitan sesquihydroxystearate, sorbitan dihydroxystearate, sorbitan trihydroxystearate, sorbitan monotartrate, sorbitan sesquitartrate, sorbitan ditartrate, sorbitan tritartrate, sorbitan monocitrate, sorbitan sesquicitrate, sorbitan dicitrate, sorbitan tricitrate, sorbitan monomaleate, sorbitan sesquimaleate, sorbitan dimaleate, sorbitan trimalate and technical mixtures thereof. Also suitable are addition products of 1 to 30 mol and preferably 5 to 10 mol of ethylene oxide to the sorbitan esters mentioned.

[0211] Polyglycerol esters: A typical example of a suitable polyglycerol ester is polyglyceryl-2 dipolyhydroxystearate ( PGPH), polyglyceryl-3-diisostearate ( TGI), polyglyceryl-4 isostearate ( GI 34), polyglyceryl-3 oleate, diisostearate polyglyceryl-3 diisostearate ( PDI), polyglyceryl-3 methyl glucose distearate (Tego 450), Polyglyceryl-3 Beeswax (Cera )、Polyglyceryl-4 Caprate (Polyglyceryl Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether ( NL), polyglyceryl-3 distearate ( GS 32) and polyglyceryl polyricinoleate ( WOL1403), polyglyceryl dimer ester isostearate and mixtures thereof. Other suitable polyol esters are exemplified by monoesters, diesters and triesters of trimethylolpropane or pentaerythritol optionally reacted with 1 to 30 moles of ethylene oxide and lauric acid, coconut fatty acid, tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like.

[0212] Tetraalkylammonium salts: Cationic surfactants contain hydrophobic polymer groups required for surface activity in cations by dissociation in aqueous solution. One important group of representatives of cationic surfactants is tetraalkylammonium salts of the following general formula: (R1R2R3R4N+)X-. Here, R1 represents a C1-C8 alkane (ene) group, and R2, R3 and R4 independently represent alkane (ene) radicals having 1 to 22 carbon atoms. X is a counter ion preferably selected from the group of halides, alkyl sulfates and alkyl carbonates. Cationic surfactants in which the nitrogen group is substituted by two long acyl groups and two short alkane (ene) groups are particularly preferred.

[0213] Esterquats: Another class of cationic surfactants which can be used in particular as cosurfactants according to the invention is represented by the so-called esterquats. Esterquats are generally understood to be quaternized fatty acid triethanolamine ester salts. These are known compounds which can be obtained by relevant processes for the preparation of organic chemical substances. Reference is made in this regard to the international patent application WO 91 / 01295 A1, according to which triethanolamine is partially esterified with fatty acids in the presence of hypophosphorous acid, air is passed through the reaction mixture and the whole is then quaternized with dimethyl sulfate or ethylene oxide. In addition, German patent DE 4308794 C1 describes a process for producing solid esterquats, in which the quaternization of the triethanolamine ester is carried out in the presence of a suitable dispersant, preferably a fatty alcohol.

[0214] Typical examples of esterquats suitable for use in the present invention are products whose acyl component is derived from a monocarboxylic acid corresponding to the formula RCOOH, wherein RCO is an acyl group containing 6 to 10 carbon atoms, and the amine component is triethanolamine (TEA). Examples of such monocarboxylic acids are caproic acid, caprylic acid, capric acid, and their technical mixtures such as so-called head fractionated fatty acids. Esterquats whose acyl component is derived from a monocarboxylic acid containing 8 to 10 carbon atoms are preferably used. Other esterquats are those whose acyl component is derived from dicarboxylic acids such as malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, sorbic acid, pimelic acid, azelaic acid, sebacic acid and / or dodecanedioic acid, but preferably adipic acid. In general, esterquats whose acyl component is derived from a mixture of monocarboxylic acids and adipic acid containing 6 to 22 carbon atoms are preferably used. The molar ratio of monocarboxylic acid to dicarboxylic acid in the final esterquat may be in the range of 1:99 to 99:1, and preferably in the range of 50:50 to 90:10, and more particularly in the range of 70:30 to 80:20. In addition to quaternized fatty acid triethanolamine ester salts, other suitable esterquats are quaternized ester salts of mono / dicarboxylic acid mixtures with diethanolalkylamine or 1,2-dihydroxypropyldialkylamine. Esterquats can be obtained both from fatty acids and from the corresponding triglycerides mixed with the corresponding dicarboxylic acids. A process of this type, which is intended to represent the relevant prior art, is proposed in European patent EP 0750606 B1. To produce quaternized esters, a mixture of monocarboxylic acids and dicarboxylic acids with triethanolamine can be used in a molar ratio of 1.1:1 to 3:1, based on the available carboxyl functions. Ratios of 1.2:1 to 2.2:1 and preferably 1.5:1 to 1.9:1 have proven to be particularly advantageous in view of the performance properties of the esterquats. Preferred esterquats are technical mixtures of monoesters, diesters and triesters having an average degree of esterification of 1.5 to 1.9.

[0215] Superfatting agent and consistency factor:

[0216] Superfatting agents may be selected from substances such as lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides which also act as foam stabilizers.

[0217] The main consistency factors used are fatty alcohols or hydroxyfatty alcohols and partial glycerides, fatty acids or hydroxyfatty acids containing 12 to 22 and preferably 16 to 18 carbon atoms. Combinations of these substances with alkyl oligoglucosides of the same chain length and / or fatty acid N-methylglucamides and / or polyglycerol poly-12-hydroxystearate are preferably used.

[0218] Thickeners and rheology additives:

[0219] Suitable thickeners are polymeric thickeners such as types (hydrophilic silica), polysaccharides, more particularly xanthan gum, guar gum, agar, alginates and tylose, carboxymethylcellulose and hydroxyethylcellulose, and polyethylene glycol monoesters and diesters of relatively high molecular weight fatty acids, polyacrylates (e.g. [Goodrich] or [Sigma]), polyacrylamide, polyvinyl alcohol and polyvinyl pyrrolidone; surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols (e.g. pentaerythritol or trimethylolpropane), narrow range fatty alcohol ethoxylates and electrolytes (such as sodium chloride and ammonium chloride).

[0220] polymer:

[0221] Suitable cationic polymers are, for example, cationic cellulose derivatives such as those available from Amerchol as Polymer JR quaternized hydroxyethylcellulose obtained under the name of ; cationic starch; copolymers of diallyl ammonium salt and acrylamide; quaternized vinyl pyrrolidone / vinylimidazole polymers, such as (BASF); condensation products of polyethylene glycol and amines; quaternized collagen polypeptides, such as lauryl diammonium hydroxypropyl hydrolyzed collagen ( L, Grünau); quaternized wheat polypeptide; polyethyleneimine; cationic polysiloxane polymers, such as amodimethicone; copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine ( Sandoz); copolymer of acrylic acid and dimethyldiallylammonium chloride ( 550, Chemviron); polyaminopolyamides and crosslinked water-soluble polymers thereof; cationic chitin derivatives, such as quaternized chitosan; condensation products of dihaloalkyl (e.g. dibromobutane) and bisdialkylamine (e.g. bisdimethylamino-1,3-propane), optionally in microcrystalline distribution; cationic guar gum, such as Celanese CBS, C-17, C-16; quaternized ammonium salt polymers, such as Miranol A-15, AD-1, AZ-1; and various polyquaternium types (e.g., 6, 7, 32, or 37), which are available on the market under the trade names CC or 300 found.

[0222] Suitable anionic, zwitterionic, amphoteric and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinyl pyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and esters thereof, uncrosslinked and polyol-crosslinked polyacrylic acids, acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinylcaprolactam terpolymers and optionally derivatized cellulose ethers and silicones.

[0223] Pearlescent wax:

[0224] Suitable pearlescent waxes are, for example, alkylene glycol esters, especially ethylene glycol distearate; fatty acid alkanolamides, especially coconut fatty acid diethanolamide; partial glycerides, especially stearic acid monoglyceride; esters of polybasic, optionally hydroxy-substituted carboxylic acids with fatty alcohols containing 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; fatty compounds, such as fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, all of which contain at least 24 carbon atoms, especially laurone and distearyl ether; fatty acids, such as stearic acid, hydroxystearic acid or behenic acid, ring-opening products of olefin epoxides containing 12 to 22 carbon atoms with fatty alcohols containing 12 to 22 carbon atoms and / or polyols containing 2 to 15 carbon atoms and 2 to 10 hydroxyl groups; and mixtures thereof.

[0225] Polysiloxane:

[0226] Suitable silicones may be selected from the group consisting of theophylline methylsilanol mannuronate, acetylmethionylmethylsilanol elastin esters acrylate / behenyl, acrylates / dimethicone methacrylate copolymer, acrylates / behenyl methacrylate / dimethicone methacrylate copolymer, acrylates / bis-hydroxypropyl dimethicone crosspolymer, acrylates / dimethicone copolymer, acrylates / dimethicone methacrylate / ethylhexyl acrylate copolymer, acrylates / dimethiconol acrylate copolymer, acrylates / ethylhexyl acrylate / dimethicone methacrylate copolymer, acrylates / octylacrylamide / diphenylamino Dimethicone Copolymer, Acrylates / Polytrimethylsiloxymethacrylate Copolymer, Acrylates / Polytrimethicone Propyl Methacrylate Copolymer, Acrylates / Stearyl Acrylate / Dimethicone Methacrylate Copolymer, Acrylates / Tridecyl Acrylate / Triethoxysilylpropyl Methacrylate / Dimethicone Methacrylate Copolymer, Acrylates / Trifluoropropyl Methacrylate / Polytrimethylsiloxymethacrylate Copolymer, Aminobispropyl Dimethicone, Aminoethylaminopropyl Dimethicone, Aminopropyl Dimethicone, Aminopropyl Phenyl Trimethicone, Aminopropyl Triethoxysilane, Dimethicone PEG-7 Sulfate Ammonium, Amodimethicone, Amodimethicone Hydroxystearate, Amodimethicone / Silsesquioxane Copolymer, Ascorbyl Carboxydecyl Trisiloxane, Ascorbyl Methylsilanol Pectate, Behenoxy Dimethicone, Behentrimonium Dimethicone PEG-8 Phthalate, Behenyl Dimethicone, Bis-amino PEG / PPG-41 / 3 Aminoethyl PG-propyl Dimethicone, Bis-aminopropyl / ethoxyaminopropyl Dimethicone, Bis(Butyl Benzoate) Diaminotriazine Aminopropyl Trisiloxane, Bis-Butyl Dimethicone Polyglyceryl-3, Bis-Butoxy Amodimethicone / PEG-60 Copolymer, Bis(C13- 15 alkoxy) hydroxybutyramide amodimethicone, bis (C13-15 alkoxy) PG-amodimethicone, bis-(C1-8 alkyl lauroyl lysine decyl carboxamide) dimethicone, bis-cetyl cetyl dimethicone, bis-cetyl / PEG-8 cetyl PEG-8 dimethicone, bis-diphenylethyl disiloxane, bis-ethylethyl methicone, bis-glucosylamideethylaminopropyl dimethicone, bis-hydrogen dimethicone, bis-hydroxyethoxypropyl dimethicone bis-hydroxylauryl, dimethicone / IPDI copolymer, bis-hydroxy / methoxy amodimethicone, dimethicone bis-hydroxypropyl behenate,Bis-Hydroxypropyl Dimethicone / SMDI Copolymer, Bis-Isobutyl PEG-14 / Amodimethicone Copolymer, Bis-Isobutyl PEG-15 / Amodimethicone Copolymer, Bis-Isobutyl PEG / PPG-20 / 35 / Amodimethicone Copolymer, Bis-Isobutyl PEG / PPG-10 / 7 / Dimethicone Copolymer, Bis-Isobutyl PEG-24 / PPG-7 / Dimethicone Copolymer, Bis-PEG-1 Dimethicone, Bis-PEG-4 Dimethicone, Bis-PEG-8 Dimethicone, Bis-PEG-12 Dimethicone, Bis-PEG-20 Dimethicone, Bis-PEG-12 Dimethicone Beeswax, Bis-PEG-12 Dimethicone Candelilla Wax Esters, Bis-PEG-15 Dimethicone / IPDI Copolymer, Bis-PEG-15 Methyl Ether Dimethicone, Bis-PEG-18 Methyl Ether Dimethyl Silane, Bis-PEG / PPG-14 / 14 Dimethicone, Bis-PEG / PPG-15 / 5 Dimethicone, Bis-PEG / PPG-18 / 6 Dimethicone, Bis-PEG / PPG-20 / 20 Dimethicone, Bis-PEG / PPG-16 / 16 PEG / PPG-16 / 16 Dimethicone, Bis-PEG / PPG-20 / 5 PEG / PPG-20 / 5 Dimethicone Siloxane, bis-phenyl hexamethicone, bis-phenylpropyl dimethicone, bis-polyvinyl dimethicone, bis-(polyglyceryl-3 oxyphenylpropyl) dimethicone, bis-(polyglyceryl-7 oxyphenylpropyl) dimethicone, bis-PPG-15 dimethicone / IPDI copolymer, bis-(PPG-7 undecene alcohol polyether-21) dimethicone, bis-stearyl dimethicone, bis-trimethoxysilylethyl tetramethyldisiloxyethyl dimethicone, bis-vinyl dimethicone, bis-vinyl dimethicone / dimethicone copolymer, borage seed oil PEG-7 dimethicone, butyl acrylate / acrylic acid C6-14 Perfluoroalkyl Ethyl Ester / Mercaptopropyl Dimethicone Copolymer, Butyl Acrylate / Dimethicone Hydroxypropyl Acrylate Copolymer, Dimethicone Butyl Acrylate / Cyclohexyl Methacrylate / Ethylhexyl Acrylate Copolymer, Butyl Dimethicone Methacrylate / Methyl Methacrylate Crosspolymer, T-Butyl Dimethyl Silyl Grape Seed Extract, Butyl Dimethylsiloxy Ethylene / Propylene / Vinyl Norbornene Copolymer, C6-8 Alkyl C3-6 Alkyl Glucoside Dimethicone, C20-24 Alkyl Dimethicone, C24-28 Alkyl Dimethicone, C26-28 Alkyl Dimethicone, C30-45 Alkyl Dimethicone,C30-60 Alkyl Dimethicone, C32 Alkyl Dimethicone, C30-45 Alkyl Dimethicone / Polycyclohexene Oxide Crosspolymer, C26-28 Alkyl Dimethyl Silyl Polypropyl Silsesquioxane, C30-45 Alkyl Dimethyl Silyl Polypropyl Silsesquioxane, C20-24 Alkyl Methicone, C24-28 Alkyl Methicone, C26-28 Alkyl Methicone, C30-45 Alkyl Methicone, C20-28 Alkyl Perfluorodecyl Ethoxy Dimethicone Alkyl, C26-54 Alkyl Tetradecyl Dimethicone, Caprylyl Dimethicone, Caprylyl Dimethicone Ethoxylated Glucoside, Caprylyl Methicone, Caprylyl Trimethicone, Carboxydecyl Trisiloxane, Castor Oil Bis-Hydroxypropyl Dimethicone Wax Alcohol Dimethicone, Cetearyl Dimethicone Crosspolymer, Cetearyl Dimethicone / Vinyl Dimethicone Crosspolymer, Cetearyl Methicone, Cetearyl Trimethylammonium Carboxydecyl PEG-8 Dimethicone Silica gel, Cetyl trimethylammonium dimethicone PEG-7 phthalate, Cetyl behenyl dimethicone, Cetyl dimethicone, Cetyl dimethicone / bis-vinyl dimethicone crosspolymer, Cetyl hexadecyl dimethicone, Cetyl oxydimethicone, Cetyl PEG-8 dimethicone, Cetyl PEG / PPG-15 / 15 butyl ether dimethicone, Cetyl PEG / PPG-7 / 3 dimethicone, Cetyl PEG / PPG-10 / 1 Dimethicone, Cetyl Triethylammonium Dimethicone PEG-8 Phthalate, Cetyl Triethylammonium Dimethicone PEG-8 Succinate, Copper A Cetyl Tyrosinate Methylsilanol, Copper PCA Methylsilanol, C4-14 Perfluoroalkyl Ethoxy Dimethicone, Cycloethoxy Methylsiloxane, Cycloheptasiloxane, Cyclohexasiloxane, Cyclomethicone, Cyclopentasiloxane, Cyclophenyl Methylsiloxane, Cyclotetrasiloxane, Cyclovinyl Methylsiloxane, Cysteine ​​Bis-PG-propyl Silanetriol, DEA PG-propyl PEG / PPG-18 / 21 dimethicone, diisostearoyl trimethylolpropane siloxysilicate, dilauroyl trimethylolpropane siloxysilicate, dilinoleamidopropyl dimethylamine dimethicone PEG-7 phosphate, dimethicone, dimethicone crosspolymer, dimethicone crosspolymer-3, dimethicone / divinyl dimethicone / silsesquioxane crosspolymer, dimethicone ethoxylated glucoside, dimethicone hydroxypropyltrimonium chloride, dimethicone / mercaptopropyl methicone copolymer, dimethicone PEG-15 acetate dimethicone PEG-8 adipate,Dimethicone PEG-7 Avocadate, Dimethicone PEG-8 Avocadate, Dimethicone PEG-8 Beeswax, Dimethicone PEG-8 Benzoate, Dimethicone PEG-8 Borage Oleate, Dimethicone PEG-7 Cocoate, Dimethicone / PEG-10 Crosspolymer, Dimethicone / PEG-10 / 15 Crosspolymer, Dimethicone / PEG-15 Crosspolymer, Dimethicone PEG-7 Isostearate Esters, Dimethicone PEG-8 Isostearate, Dimethicone PEG-7 Lactate, Dimethicone PEG-8 Lanolinate, Dimethicone PEG-8 Laurate, Dimethicone PEG-8 Meadowfoam Seed Oleate, Dimethicone PEG-7 Octyldodecyl Citrate, Dimethicone PEG-7 Olivate, Dimethicone PEG-8 Olivate, Dimethicone PEG-7 Phosphate, Dimethicone PEG-8 Phosphate, Dimethicone PEG-10 phosphate, dimethicone PEG-7 phthalate, dimethicone PEG-8 phthalate, dimethicone PEG-8 polyacrylate, dimethicone PEG / PPG-20 / 23 benzoate, dimethicone PEG / PPG-7 / 4 phosphate, dimethicone PEG / PPG-12 / 4 phosphate, dimethicone PEG-7 succinate, dimethicone PEG-8 succinate, dimethicone Dimethicone PEG-7 Sulfate, Dimethicone PEG-7 Undecylenate, Dimethicone PG-Diethylmonium Chloride, Dimethicone / Phenyl Vinyl Dimethicone Crosspolymer, Dimethicone / Polyglyceryl-3 Crosspolymer, Dimethicone / PPG-20 Crosspolymer, Dimethicone Propyl Ethylenediamine Behenate, Dimethicone Propyl PG-Betaine, Dimethicone / Silsesquioxane Copolymer, Dimethicone Methicone, Dimethicone? / inyl Dimethicone Crosspolymer, Dimethicone / Vinyl Trimethylsiloxysilicate Crosspolymer, Dimethiconol, Dimethicone Arginine, Dimethicone Beeswax, Dimethicone Behenate, Dimethicone Borago Oleate, Dimethicone Candelilla Wax, Dimethicone Carnauba Palmitate, Dimethicone Cysteine, Dimethicone Dhupa Butterate, Dimethicone Fluoroalcohol Dimer Linoleate, Dimethicone Hydroxystearate, Dimethicone Lip Butterate, Dimethicone / IPDI Copolymer, Dimethicone Isostearate,Dimethiconol Kokum Butterate, Dimethiconol Lactate, Dimethiconol Limnanthes Alba Seed Oleate, Dimethiconol Methionine, Dimethiconol / Methylsilanol / Silicate Crosspolymer, Dimethiconol Mohwa Butterate), Dimethiconol Panthenol, Dimethiconol SalButterate, Dimethiconol / Silica Crosspolymer, Dimethiconol / Silsesquioxane Copolymer, Dimethiconol Stearate, Dimethiconol / Stearyl, Methicone / Phenyl Trimethicone Copolymer, Dimethoxysilylethylene Diaminopropyl Dimethicone, Dimethylaminopropylamido PCA Dimethicone, Dimethyloxybenzodioxasilane, Dimethicone Hyaluronate, Dioleyl Tocopheryl Methylsilanol, Diphenyl Amodimethicone, Diphenyl Dimethicone, Diphenyl Dimethicone Crosspolymer Diphenyl Dimethicone? / inyl diphenyl dimethicone / silsesquioxane crosspolymer, diphenylethyl benzyloxy disiloxane, diphenyl isopropyl dimethicone, diphenylsiloxyphenyl / propyl trimethicone, diphenylsiloxyphenyl trimethicone disiloxane, disodium amodimethicone disuccinamide, disodium PEG-12 dimethicone sulfosuccinate, disodium PEG-8 lauryl dimethicone sulfosuccinate, divinyl dimethicone / dimethicone copolymer, divinyl dimethicone / dimethicone crosspolymer, drometrizole trisiloxane, ethylhexyl acrylate / VP / dimethicone methacrylate copolymer, ethyl methicone, ethyl trisiloxane, fluoro C2-8 alkyl dimethicone, glucamidopropyl aminopropyl dimethicone, 4-(2-β- Glucopyranosylsiloxy) propoxy-2-hydroxybenzophenone, glyceryl undecyl dimethicone, glycidoxy dimethicone, hexadecyl methicone, hexyl dimethicone, hexyl methicone, hexyl trimethoxysilane, hydrogen dimethicone, hydrogen dimethicone / octyl silsesquioxane copolymer, hydrolyzed collagen PG-propyl dimethiconol, hydrolyzed collagen PG-propyl methyl Silanediol, Hydrolyzed Collagen PG-Propyl Silanediol, Hydrolyzed Keratin PG-Propyl Methyl Silanediol, Hydrolyzed Sesame Protein PG-Propyl Methyl Silanediol, Hydrolyzed Silk PG-Propyl Methyl Silanediol, Hydrolyzed Silk PG-Propyl Methyl Silanediol Crosspolymer, Hydrolyzed Soy Protein / Dimethicone PEG-7 Acetate, Hydrolyzed Soy Protein PG-Propyl Methyl Silanediol, Hydrolyzed Vegetable Protein PG-Propyl Silanetriol,Hydrolyzed wheat protein / cystine bis-PG-propyl silanetriol copolymer, hydrolyzed wheat protein / polydimethylsiloxane PEG-7 acetate, hydrolyzed wheat protein / polydimethylsiloxane PEG-7 phosphate copolymer, hydrolyzed wheat protein PG-propyl methylsilanediol, hydrolyzed wheat protein PG-propyl silanetriol, hydroxyethylethylammonium PG-polydimethylsiloxane, hydroxypropyl polydimethylsiloxane, polydimethylsiloxane hydroxypropyl behenate, polydimethylsiloxane hydroxypropyl isostearate, polydimethylsiloxane hydroxypropyl stearate, isobutyl methacrylate / polydimethylsiloxane bis-hydroxypropyl acrylate copolymer, isobutyl methacrylate / trifluoroethyl methacrylate / polydimethylsiloxane bis-hydroxypropyl acrylate copolymer, trimethoxy Isoamyl Cinnamate Trisiloxane, Isopolyglyceryl-3 Dimethicone, Isopolyglyceryl-3 Dimethiconol, Isopropyl Titanium Triisostearate / Triethoxysilylethyl, Polydimethylsiloxyethyl Dimethicone Crosspolymer, Isostearyl Carboxydecyl PEG-8 Dimethicone, Lactyl Methylsilanol Elastin Esters, Lauryl Dimethicone, Lauryl Dimethicone PEG-15 Crosspolymer, Lauryl Dimethicone PEG-10 Phosphate, Lauryl Dimethicone / Polyglyceryl-3 Crosspolymer, Lauryl Methicone, Lauryl PEG-8 Dimethicone, Lauryl PEG-10 Methyl Ether Dimethicone, Lauryl PEG -9 Polydimethylsiloxyethyl Dimethicone, Lauryl PEG / PPG-18 / 18 Methicone, Lauryl Phenyl Isopropyl Methicone, Lauryl Phenyl Propyl Methicone, Lauryl Dimethylsiloxyethyl Dimethicone / Bis-Vinyl Dimethicone Crosspolymer, Lauryl Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone, Lauryl Trimethicone, Linoleamidopropyl PG-Dimonium Chloride Phosphate Dimethicone, Methacryloylpropyl Trimethoxysilane, Methicone, Methoxyamodimethicone / Silsesquioxane Copolymer, Methoxycinnamamidopropyl Polysilsesquioxane, Methoxycinnamylpropyl Silsesquioxane silicate, methoxy PEG-13 ethyl polysilsesquioxane, methoxy PEG / PPG-7 / 3 aminopropyl dimethicone, methoxy PEG / PPG-25 / 4 dimethicone, methoxy PEG-10 propyl trimethoxy silane, methyl eugenol PEG-8 dimethicone, methyl polysilicone emulsion, methylsilanol A cetyl methionine ester, methylsilanol A cetyl tyrosine, methylsilanol ascorbate, methylsilanol carboxymethyl theophylline, methylsilanol carboxymethyl theophylline alginate, methylsilanol elastin ester, methylsilanol glycyrrhizate, methylsilanol hydroxyproline, methylsilanol hydroxyproline aspartate, methylsilanol mannuronate,Methylsilanol PCA, Methylsilanol PEG-7 Glyceryl Cocoate, Methylsilanol / Silicate Crosspolymer, Methylsilanol Spirulinate, Methylsilanol Tri-PEG-8 Glyceryl Cocoate, Methyl Trimethicone, Methyl Trimethoxysilane, Myristyl Amidopropyl Dimethylamine Dimethicone PEG-7 Phosphate, Myristyl Methicone, Myristyl Trisiloxane, Nylon-611 / Dimethicone Copolymer, PCA Dimethicone, PEG-7 Amodimethicone, PEG-8 Amodimethicone, PEG-8 Cetyl Dimethicone, PEG-3 Dimethicone, PEG-6 Dimethicone Silicone, PEG-7 Dimethicone, PEG-8 Dimethicone, PEG-9 Dimethicone, PEG-10 Dimethicone, PEG-12 Dimethicone, PEG-14 Dimethicone, PEG-17 Dimethicone, PEG-10 Dimethicone Crosspolymer, PEG-12 Dimethicone Crosspolymer, PEG-8 Dimethicone Dimer Dilinoleate, PEG-8 Dimethicone / Dimer Dilinoleic Acid Copolymer, PEG-10 Dimethicone / Vinyl Dimethicone Crosspolymer, PEG-8 Distearate Chloride PG-Dimethicone, PEG-10 / Lauryl Dimethicone Siloxane Crosspolymer, PEG-15 / Lauryl Dimethicone Crosspolymer, PEG-15 / Lauryl Dimethicone Crosspolymer, PEG-8 Methicone, PEG-6 Methicone Acetate, PEG-6 Methyl Ether Dimethicone, PEG-7 Methyl Ether Dimethicone, PEG-8 Methyl Ether Dimethicone, PEG-9 Methyl Ether Dimethicone, PEG-10 Methyl Ether Dimethicone, PEG-11 Methyl Ether Dimethicone, PEG-32 Methyl Ether Dimethicone, PEG-8 Methyl Ether Triethoxysilane, PEG-10 Nonafluorohexyl Dimethicone Copolymer, PEG-4PEG-12 Dimethicone, PEG-8PG-Coconut Glucoside Dimethicone, PEG-9 Polydimethylsiloxyethyl Dimethicone, PEG / PPG-20 / 22 Butyl Ether Dimethicone, PEG / PPG-22 / 22 Butyl Ether Dimethicone, PEG / PPG-23 / 23 Butyl Ether Dimethicone, PEG / PPG-24 / 18 Butyl Ether Dimethicone, PEG / PPG-27 / 9 Butyl Ether Dimethicone, PEG / PPG-3 / 10 Dimethicone, PEG / PPG-4 / 12 Dimethicone, PEG / PPG-6 / 4 Dimethicone, PEG / PPG-6 / 11 Dimethicone,PEG / PPG-8 / 14 Dimethicone, PEG / PPG-8 / 26 Dimethicone, PEG / PPG-10 / 2 Dimethicone, PEG / PPG-12 / 16 Dimethicone, PEG / PPG-12 / 18 Dimethicone, PEG / PPG-14 / 4 Dimethicone, PEG / PPG-15 / 5 Dimethicone, PEG / PPG-15 / 15 Dimethicone, PEG / PPG-16 / 2 Dimethicone, PEG / PPG-16 / 8 Dimethicone, PEG / PPG-17 / 18 Dimethicone, PEG / PPG-18 / 6 Dimethicone, PEG / PPG-18 / 12 polydimethylsiloxane, PEG / PPG-18 / 18 polydimethylsiloxane, PEG / PPG-19 / 19 polydimethylsiloxane, PEG / PPG-20 / 6 polydimethylsiloxane, PEG / PPG-20 / 15 polydimethylsiloxane, PEG / PPG-20 / 20 polydimethylsiloxane, PEG / PPG-20 / 23 polydimethylsiloxane, PEG / PPG-20 / 29 polydimethylsiloxane, PEG / PPG-22 / 23 polydimethylsiloxane, PEG / PPG-22 / 24 polydimethylsiloxane, PEG / PPG-23 / 6 polydimethylsiloxane, PEG / PPG-25 / 25 polydimethylsiloxane, PE G / PPG-27 / 27 Dimethicone, PEG / PPG-30 / 10 Dimethicone, PEG / PPG-25 / 25 Dimethicone / Acrylates Copolymer, PEG / PPG-20 / 22 Methyl Ether Dimethicone, PEG / PPG-24 / 24 Methyl Ether Glycidoxy Dimethicone, PEG / PPG-10 / 3 Oleyl Ether Dimethicone, PEG / PPG-5 / 3 Trisiloxane, PEG-4 Trifluoropropyl Dimethicone Copolymer, PEG-8 Trifluoropropyl Dimethicone Copolymer, PEG-10 Trifluoropropyl Dimethicone Copolymer, PEG-8 Trisiloxane, Perfluorooctanoyl Ethoxysilylethyl Polymethicone Siloxane, Perfluorononyl Dimethicone, Perfluorononyl Dimethicone / Methicone / Amodimethicone Crosspolymer, Perfluorononyl Ethyl Carboxydecyl Behenyl Dimethicone, Perfluorononyl Ethyl Carboxydecyl Behenyl Dimethicone, Perfluorononyl Ethyl Carboxydecyl Behenyl Dimethicone, Perfluorononyl Ethyl Carboxydecyl Lauryl / Behenyl Dimethicone, Perfluorononyl Ethyl Carboxydecyl Lauryl Dimethicone, Perfluorononyl Ethyl Carboxydecyl PEG-8 Dimethicone, Perfluorononyl Ethyl Carboxydecyl PEG-10 Dimethicone, Perfluorononyl Ethyl Dimethicone / Methicone Copolymer, Perfluorononyl Ethyl PEG-8 Dimethicone, Perfluorononyl Ethyl Stearoyl Dimethicone,Perfluorooctylethyl / diphenyl dimethicone copolymer, perfluorooctylethyl triethoxysilane, perfluorooctylethyl trimethoxysilane, perfluorooctylethyl trisiloxane, perfluorooctyl triethoxysilane, PG-amodimethicone, phenethyl dimethicone, phenethyl disiloxane, phenyl dimethicone, phenyl isopropyl dimethicone, phenyl methicone, phenyl methiconol, phenyl propyl dimethyl siloxysilicate, phenyl propyl ethyl methicone, phenyl propyl trimethicone, phenyl propyl trimethicone / diphenyl methicone, phenyl trimethicone, divinyl disiloxane platinum, polyacrylate-6, polydiethylsiloxane, polydimethylsiloxysilane Oxyethyl Dimethicone / Bis-Vinyl Dimethicone Crosspolymer, Dimethylsiloxyethyl Dimethicone / Methicone Copolymer, Dimethylsiloxy PEG / PPG-24 / 19 Butyl Ether Silsesquioxane, Dimethylsiloxy PPG-13 Butyl Ether Silsesquioxane, Polyglyceryl-3 Disiloxane Dimethicone, Polyglyceryl-3 / Lauryl Dimethylsiloxyethyl Dimethicone Crosspolymer, Polyglyceryl-3 Dimethylsiloxyethyl Dimethicone, Poly(Glycol Adipate) / Bis-Hydroxyethoxypropyl Dimethicone Copolymer, Polymethyl Silsesquioxane, Polymethyl Silsesquioxane / Trimethylsiloxysilicate, Polyphenylsilane Sesquioxane, polypropyl silsesquioxane, polysilicone-1, polysilicone-2, polysilicone-3, polysilicone-4, polysilicone-5, polysilicone-6, polysilicone-7, polysilicone-8, polysilicone-9, polysilicone-10, polysilicone-11, polysilicone-12, polysilicone-13, polysilicone-14, polysilicone-15, polysilicone-16, polysilicone-17, polysilicone-18, polysilicone-19, polysilicone-20, polysilicone-21, polysilicone-18 cetyl phosphate, polysilicone-1 crosspolymer, polysilicone-18 stearate, polycarbamate-10, dimethicone PEG-7 panthenyl potassium phosphate, dimethicone PEG -7 potassium phosphate, PPG-12 butyl ether polydimethylsiloxane, PPG-2 polydimethylsiloxane, PPG-12 polydimethylsiloxane, PPG-27 polydimethylsiloxane, PPG-4 oleth-10 polydimethylsiloxane, propoxytetramethylpiperidinyl polydimethylsiloxane, propyl trimethicone, quaternium-80, retinyl trimethylsilane, silanediol salicylate, silanetriol, silanetriol arginine salt, silanetriol glutamate, silanetriol lysine salt, silanetriol melanin salt, silanetriol trehalose ether, silica, silica polydimethylsiloxane methyl silicate, silica dimethyl silicate, silica methyl silicate, silicon carbide, siloxane quaternium-1, siloxane quaternium-2,Siloxane Quaternium-2 Panthenol Succinate, Siloxane Quaternium-3, Siloxane Quaternium-4, Siloxane Quaternium-5, Siloxane Quaternium-6, Siloxane Quaternium-7, Siloxane Quaternium-8, Siloxane Quaternium-9, Siloxane Quaternium-10, Siloxane Quaternium-11, Siloxane Quaternium-12, Siloxane Quaternium-15, Siloxane Quaternium-16, Siloxane Quaternium-16 / Glycidoxy Dimethicone Crosspolymer, Siloxane Quaternium-17, Siloxane Quaternium-18, Siloxane Quaternium-19, Siloxane Quaternium-20, Siloxane Quaternium-21, Siloxane Quaternium-22, Siloxane Quaternium-24, Siloxane Quaternium-25, Siloxanetriol Alginate, Silica Phytate of oxalool triol, polymethicone Si, carboxydecyl PEG-8 polydimethicone sodium, polydimethicone PEG-7A cetyl methyl taurate sodium, hyaluronate dimethylsilanol sodium, lactate methylsilanol sodium, mannuronate methylsilanol sodium, PCA methylsilanol sodium, PG-propyl polydimethicone sodium thiosulfate copolymer, PG-propyl sodium thiosulfate polydimethicone, propoxylated hydroxypropyl sodium thiosulfate silica, sorbitan silanediol, soy triethoxysilylpropyl dimethyl ammonium chloride, stearalkonium chloride polydimethicone PEG-8 phthalate, stearamidopropyl polydimethicone, stearyl dimethyl hydroxypropyl panthenol PEG-7 polydimethylsiloxane Ammonium methicone phosphate chloride, stearyl dimethyl hydroxypropyl PEG-7 polydimethicone ammonium phosphate chloride, stearoxy polydimethicone, stearoxy polymethicone / polydimethicone copolymer, stearoxy trimethylsilane, stearamidopropyl polymethicone, stearyl polydimethicone, stearyl polydimethicone, stearyl / lauryl methacrylate crosspolymer, stearyl polymethicone, stearyl triethoxysilane k, stearyl polytrimethicone, styrene / acrylates / polydimethicone acrylate crosspolymer, styrene / acrylates / polydimethicone copolymer, TEA-polydimethylsiloxane PEG-7 phosphate, tetrabutoxypropyl trisiloxane, tetramethyl hexaphenyl tetrasiloxane Oxane, Tetramethyl Tetraphenyl Trisiloxane, Tocopheryloxypropyl Trisiloxane, Trideceth-9PG-Amodimethicone, Triethoxycaprylylsilane, Triethoxysilylethyl Dimethicone / Methicone Copolymer, Triethoxysilylethyl Dimethicone / Dimethicone, Triethoxysilylethyl Dimethicone / Dimethicone, Triethoxysilylethyl Dimethicone / Dimethicone, Triethoxysilylethyl Dimethicone / Dimethicone, Triethoxysilylethyl Dimethicone / Dimethicone, Triethoxysilylpropyl Carbamoyl Ethoxypropyl Butyl Dimethicone, Trifluoromethyl C1-4 Alkyl Dimethicone, Trifluoropropyl Cyclopentasiloxane, Trifluoropropyl Cyclotetrasiloxane, Trifluoropropyl Dimethicone / PEG-10 Crosspolymer,Trifluoropropyl Dimethicone / Trifluoropropyl Divinyl Dimethicone Crosspolymer, Trifluoropropyl Dimethicone / Vinyl Trifluoropropyl, Dimethicone / Silsesquioxane Crosspolymer, Trifluoropropyl Dimethiconol, Trifluoropropyl Dimethyl / Trimethylsiloxysilicate, Trifluoropropyl Methicone, Trimethoxycaprylylsilane, Trimethoxysilyl Dimethicone, Trimethyl Pentaphenyl Trisiloxane, Trimethylsiloxy Amodimethicone, trimethylsiloxyphenyl dimethicone, trimethylsiloxysilicate, trimethylsiloxysilicate / dimethicone crosspolymer, trimethylsiloxysilicate / dimethicone alcohol crosspolymer, trimethylsiloxysilylcarbamoyl pullulan, trimethylsilyl hydrolyzed conchiolin PG-propyl methylsilanediol crosspolymer, trimethylsilyl hydrolyzed silk PG-propyl Methylsilanediol crosspolymer, trimethylsilyl hydrolyzed wheat protein PG-propyl methylsilanediol crosspolymer, trimethylsilyl pullulan, trimethylsilyl trimethylsiloxy glycolate, trimethylsilyl trimethylsiloxy lactate, trimethylsilyl trimethylsiloxy salicylate, triphenyl trimethicone, trisiloxane, tri-tributoxysiloxymethyl silane, undecylpropylene dimethicone, vinyl dimethicone, vinyl dimethicone / lauryl dimethicone crosspolymer, vinyl dimethicone / methicone silsesquioxane crosspolymer, vinyl dimethicone / trimethylsiloxysilicate stearyl dimethicone crosspolymer, VP / dimethicone acrylate / polycarbamoyl / polyglycolide, carboxydecyl trisiloxane zinc and dimethicone PEG-8 zinc succinate and mixtures thereof. ,

[0227] More preferably, the silicones which may be present are dimethicone, cyclomethicone, phenyl trimethicone, cyclohexasiloxane and cyclopentasiloxane. A detailed overview of suitable volatile silicones may be found in Todd et al., Cosm. Toil. 91, 27 (1976).

[0228] Waxes and Stabilizers:

[0229] In addition to the natural oils used, waxes may also be present in the formulations, more especially natural waxes such as candelilla wax, carnauba wax, Japan wax, esparto wax, cork wax, guaruma wax, rice oil wax, sugar cane wax, cocoa butter, montan wax, beeswax, shellac wax, spermaceti, lanolin (wool wax), uropygial fat, ceresine, ozocerite (earth wax), petrolatum, paraffin and microwaxes; chemically modified waxes (hard waxes) such as montan ester waxes, sasol wax, hydrogenated jojoba wax; and synthetic waxes such as polyalkylene waxes and polyethylene glycol waxes.

[0230] Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate or magnesium, aluminum and / or zinc ricinoleate can be used as stabilizers.

[0231] Primary sunscreen filters:

[0232] In the context of the present invention, primary sun protection filters are, for example, organic substances (filters) which are liquid or crystalline at room temperature and are able to absorb UV radiation and release the absorbed energy in the form of longer-wave radiation, for example heat.

[0233] The sunscreen preparations advantageously contain at least one UV-A filter and / or at least one UV-B filter and / or a broadband filter and / or at least one inorganic pigment. The sunscreen preparations preferably contain at least one UV-B filter or a broadband filter, more particularly preferably at least one UV-A filter and at least one UV-B filter.

[0234] The UV filters cited below which can be used in the context of the present invention are preferred, but naturally not limiting. The UV filters preferably used are selected from the group consisting of one, two, three, four, five or more of the following substances:

[0235]

[0236]

[0237] In a preferred embodiment, the sunscreen filter represents a blend of UV-A filters and UV-B filters selected from the group consisting of homosalate, octocrylene, bis-ethylhexyloxyphenol methoxyphenyl triazine, butyl methoxydibenzoylmethane, ethylhexyl salicylate and mixtures thereof. Particularly preferred are blends of all these filters, which are available on the market under the trademark NeoHel Flat is commercially available from Symrise, which is also the subject of WO 2020 088778A1.

[0238] Suitable pigments include titanium oxide (TiO2), zinc oxide (ZnO), iron oxide (Fe2O3), zirconium oxide (ZrO2), silicon oxide (SiO2), manganese oxide (e.g. MnO), aluminum oxide (Al2O3), cerium oxide (e.g. Ce2O3) and / or mixtures thereof.

[0239] In a further preferred embodiment, the preparations contain a total amount of sunscreens, ie in particular UV filters and / or inorganic pigments (UV filter pigments), such that the preparations according to the invention have a photoprotection factor of greater than or equal to 5 and at most 50. Such preparations are particularly suitable for protecting the skin and hair.

[0240] Secondary sunscreen filters:

[0241] In addition to the above-mentioned primary sun protection factor groups, secondary sun protection factors of the antioxidant type can also be used. Secondary sun protection factors of the antioxidant type interrupt the photochemical reaction chain initiated when UV rays penetrate the skin. Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urethane acid) and their derivatives, peptides (such as D,L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine)), carotenoids, carotenes (e.g. α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, liponic acid and its derivatives (e.g. dihydroliponic acid), gold thioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl , methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, α-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and its derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and very small compatible amounts of sulfoximine compounds (e.g. buthionine sulfoximine, homocysteine ​​sulfoximine, buthionine sulfone, penta-, hexa- and heptathionine sulfoximine), as well as (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid acid, lactic acid, malic acid), humic acid, bile acid, bile extract, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and its derivatives (e.g. ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl acetate), tocopherol and its derivatives (e.g. vitamin E acetate), vitamin A and its derivatives (e.g. vitamin A palmitate) and coniferyl benzoate of benzoin resin, rutinic acid and its derivatives, glycosyl rutin, a Ferulic acid, furfurylidene glucitol, carnosine, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguaiaretic acid, nordihydroguaiaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, titanium dioxide (e.g., dispersion in ethanol), zinc and its derivatives (e.g. ZnO, ZnSO4), selenium and its derivatives (e.g. methionine selenium), stilbenes and their derivatives (e.g. stilbene oxide, trans-stilbene oxide) and derivatives of these active substances suitable for the purposes of the present invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids).

[0242] Advantageous inorganic secondary opacifying pigments are finely dispersed metal oxides and metal salts, which are also mentioned in WO 2005123101 A1. The total amount of inorganic pigments, in particular hydrophobic inorganic micropigments, in the finished cosmetic preparations according to the invention is advantageously 0.1 to 30% by weight, preferably 0.5 to 10.0% by weight, in each case based on the total weight of the preparation.

[0243] Also preferred are particulate UV filters or inorganic pigments which may be used, which may be optionally hydrophobized, such as titanium oxide (TiO2), zinc oxide (ZnO), iron oxide (Fe2O3), zirconium oxide (ZrO2), silicon oxide (SiO2), manganese oxide (e.g. MnO), aluminum oxide (Al2O3), cerium oxide (e.g. Ce2O3) and / or mixtures thereof.

[0244] Biologically derived agents and antioxidants:

[0245] Active substances of biological origin include, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, (deoxy)ribonucleic acid and its fragmentation products, β-glucan, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acid, amino acids, ceramides, pseudoceramides, essential oils, plant extracts (e.g., plum extract, peanut extract) and vitamin complexes.

[0246] Antioxidants interrupt the photochemical reaction chain triggered when UV radiation penetrates the skin. Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urethane acid) and their derivatives, peptides (e.g. D,L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine)), carotenoids, carotenes (e.g. beta-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (e.g. dihydrogenoic acid), aurothioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and its derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and very low tolerated doses (e.g. pmol to mol / kg) of sulfoximine compounds (e.g. buthionine sulfoximine, homocysteine ​​sulfoximine, buthionine sulfone, penta-, hexa- and heptathionine sulfoximine), and (metal) chelators (e.g. hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), hydroxy acids ( For example (e.g. citric acid, lactic acid, malic acid), humic acid, gallic acid, bile extract, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. linolenic acid, linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and its derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherol and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (e.g. vitamin A palmitate) and coniferyl benzoate of benzoin resin, ascorbyl acetate, Butyric acid and its derivatives, glycosylrutin, ferulic acid, furfurylidene glucitol, carnosine, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguaiaretic acid, nordihydroguaiaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, zinc and its derivatives (e.g. ZnO, ZnSO4), selenium and its derivatives (e.g. methionine selenium), stilbene and its derivatives (e.g. styrene oxide, trans-stilbene oxide) and derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these named active substances suitable for use in the present invention.

[0247] Actives for conditioning hair coloring:

[0248] Preferred active ingredients for hair lightening are selected from the group consisting of: kojic acid (5-hydroxy-2-hydroxymethyl-4-pyrone); kojic acid derivatives, preferably kojic acid dipalmitate; arbutin; ascorbic acid; ascorbic acid derivatives, preferably magnesium ascorbyl phosphate; hydroquinone; hydroquinone derivatives; resorcinol; resorcinol derivatives, preferably 4-alkylresorcinol and 4-(1-phenylethyl)1,3-dihydroxybenzene (phenethylresorcinol); cyclohexylcarbamate (preferably WO 2010 / 122178 and WO 2010 / 097480 disclosed in one or more cyclohexylcarbamates); sulfur-containing molecules, preferably glutathione or cysteine; α-hydroxy acids (preferably citric acid, lactic acid, malic acid), their salts and esters; N-acetyl tyrosine and derivatives; undecylenoyl phenylalanine; gluconic acid; chromone derivatives, preferably aloesin; flavonoids; 1-aminoethylphosphinic acid; thiourea derivatives; ellagic acid; nicotinamide (nicotinamide / niacinamide); zinc salts, preferably zinc chloride or zinc gluconate; thuja sutchuenenol and derivatives; triterpenes, preferably maslinic acid; sterols, preferably ergosterol; benzofuranones, preferably ligustrin; vinylguaiacol; ethylguaiacol; diketo acids, preferably octadecenedione and / or azelaic acid; nitrogen oxide synthesis inhibitors, preferably L-nitroarginine and derivatives thereof; 2,7-dinitroindazole or thiocitrulline, metal chelates The invention also provides for the preparation of lightening agents (preferably α-hydroxy fatty acids, phytic acid, humic acid, bile acid, bile extract, EDTA, EGTA and their derivatives), retinoids, soy milk and extracts, serine protease inhibitors or lipoic acid or other synthetic or natural active ingredients for skin and hair lightening, the latter preferably being used in the form of plant extracts, preferably bearberry extract, rice extract, papaya extract, turmeric extract, mulberry extract, jasmine extract, cyperus rotundus extract, liquorice root extract or components concentrated or isolated therefrom, preferably glabridin or licoricechalcone A, jackfruit extract, extracts of Rumex and Cinnamomum species, extracts of Pinus species (pine), extracts of Vitis species or stilbene derivatives isolated or concentrated therefrom, Saxifrage extract, Scutellaria extract, grape extract and / or microalgae extracts, in particular plankton (Tetraselmissuecica) extracts.

[0249] In this respect, advantageous skin and hair tanning active ingredients are substrates or substrate analogs of tyrosinase, such as L-tyrosine, N-acetyltyrosine, L-DOPA or L-dihydroxyphenylalanine; xanthine alkaloids, such as caffeine, theobromine and theophylline and their derivatives; opiomelanocortin peptides, such as ACTH, α-MSH, their peptide analogs and other substances that bind to melanocortin receptors; peptides, such as Val-Gly-Val-Ala-Pro-Gly, Lys-lle-Gly-Arg-Lys or Leu-lle-Gly-Lys; purines; pyrimidines; folic acid; copper salts, such as copper gluconate, copper chloride or copper pyrrolidone; 1,3,4-oxadiazole-2-thiols, such as 5-pyrazin-2-yl-1,3,4-oxadiazole-2-thiol; curcumin, zinc diglycinate (Zn(GIy)2); as described, for example, in EP 0 584 178; tetrasubstituted cyclohexene derivatives as described, for example, in WO 2005 / 032501; isoprenoids as described in WO 2005 / 102252 and WO 2006 / 010661; melanin derivatives such as Melasyn-100 and MelanZe; diacylglycerols; aliphatic or cyclic diols, psoralens, prostaglandins and their analogs; activators of adenylate cyclase and compounds that activate the transfer of melanosomes to keratinocytes, such as serine proteases or agonists of the PAR-2 ​​receptor; extracts of plants and plant parts of the genus Chrysanthemum and Sanguisorbae; walnut extract, urukun extract, rhubarb extract; microalgae extracts, in particular Isochrysis, trehalose, erythrose and dihydroxyacetone. Flavonoids that cause skin and hair coloring or browning (e.g., quercetin, rhamnetin, kaempferol, fisetin, genistein, daidzein, chrysin and apigenin, epicatechin, diosmin and diosmin, morin, quercetin, naringenin, hesperidin, phloridzin, and phloretin) may also be used.

[0250] Subsequently, the aforementioned exemplified amount of additional active ingredients (one or more compounds) for regulating skin and hair coloring in the products described herein is preferably from 0.00001 wt.% to 30 wt.%, preferably from 0.0001 wt.% to 20 wt.%, particularly preferably from 0.001 wt.% to 5 wt.%, based on the total weight of the preparation.

[0251] Hair growth activators or inhibitors:

[0252] The formulations and products described herein may also contain one or more hair growth activators, i.e. agents that stimulate hair growth. The hair growth activator is preferably selected from the group consisting of: pyrimidine derivatives, such as 2,4-diaminopyrimidine-3-oxide (Aminexil), 2,4-diamino-6-piperidinylpyrimidine-3-oxide (Minoxidil) and their derivatives; 6-amino-1,2-dihydro-1-hydroxy-2-imino-4-piperidinylpyrimidine and its derivatives; xanthine alkaloids, such as caffeine, theobromine and theophylline and their derivatives; quercetin and derivatives; dihydroquercetin (taxifolin) and derivatives; potassium channel openers; antiandrogens; synthetic or natural 5-reductase inhibitors; nicotinates, such as tocopheryl nicotinate, benzyl nicotinate and C1-C6 alkyl Nicotinic acid esters; proteins, such as the tripeptide Lys-Pro-Val, phenylpropene, hormones, finasteride, dutasteride, flutamide, bicalutamide, pregnane derivatives, progesterone and its derivatives, cyproterone acetate, spironolactone and other diuretics; calcineurin inhibitors, such as FK506 (tacrolimus, tacrolimus) and its derivatives; cyclosporin A and its derivatives; zinc and zinc salts, polyphenols, procyanidins (proanthocyanidin); phytosterols, such as β-sitosterol; biotin, eugenol, (±)-β-citronellol, panthenol, glycogen, for example from mussels, from microorganisms, algae, for example from dandelions (genera Extracts of plants and plant parts of the genera genus, such as schisandra, dandelion (Lion's Tooth or Taraxacum), Nephrolepis, Vitex, Coffea, Paulownia, Theobroma, Asarum, Cucurbita or Tuberose, Serenoa repens (Saw Palmetto), Sophora flavescens, Pygeum africanum, Panicum, Cimicifuga, Glycine max, Syringa, Cotinus, Hibiscus, Camellia, Yerba mate, Isochrysis, Glycyrrhiza, Vitis, Malus, Hordeum or Hops or / and hydrolysates of rice and wheat.

[0253] Alternatively, the formulations and products may contain one or more hair growth inhibitors (as described above), i.e. agents that reduce or prevent hair growth. The hair growth inhibitor is preferably selected from the group consisting of: activins, activin derivatives or activin agonists; ornithine decarboxylase inhibitors, such as α-difluoromethylornithine or pentacyclic triterpenes such as, for example, ursolic acid, betulin, betulinic acid, oleanolic acid and their derivatives; 5α-reductase inhibitors, androgen receptor antagonists, S-adenosylmethionine decarboxylase inhibitors, γ-glutamyl transpeptidase inhibitors, transglutaminase inhibitors, soybean derived serine protease inhibitors, extracts from microorganisms, algae, different microalgae or plants and plant parts such as Leguminosae, Solanaceae, Gramineae, Asclepiadaceae or Cucurbitaceae, Chondrus, Hemerocallis, Ceropegia, Glycine max, Sanguisorba officinalis, Calendula, Hamamelis, Arnica, Salix alba, Hypericum perforatum or Gymnema sylvestre.

[0254] Anti-inflammatory Agents:

[0255] Suitable anti-inflammatory agents may be selected from the group consisting of:

[0256] (i) steroidal anti-inflammatory substances of the corticosteroid type, in particular hydrocortisone; hydrocortisone derivatives, such as hydrocortisone 17-butyrate; dexamethasone; dexamethasone phosphate; methylprednisolone or cortisone,

[0257] (ii) nonsteroidal anti-inflammatory substances, in particular oxicams such as piroxicam or tenoxicam; salicylates such as aspirin, disalicylate, sopreno or phentoxabal; acetic acid derivatives such as diclofenac, fenclofenac, indomethacin, sulindac, tolmetin or clindanic acid; fenamates such as mefenam, meclofenam, flufenam or niflumic acid; propionic acid derivatives such as ibuprofen, naproxen or benoxaprofen; pyrazoles such as phenylbutazone, oxyphenylbutazone, febraxone or azapropazone,

[0258] (iii) natural or naturally occurring anti-inflammatory substances or substances which reduce redness and / or itching, in particular extracts or fractions from chamomile, aloe, myrrh, madder, willow, willow herb, oats, calendula, arnica, St John's wort, honeysuckle, rosemary, passion flower, witch hazel, ginger or echinacea, or single active compounds thereof,

[0259] (iv) histamine receptor antagonists, serine protease inhibitors (e.g., soybean extracts), TRPV1 antagonists (e.g., 4-tert-butylcyclohexanol), NK1 antagonists (e.g., aprepitant, hydroxyphenylpropionamidobenzoic acid), cannabinoid receptor agonists (e.g., palmitoylethanolamine), and TRPV3 antagonists.

[0260] Antimicrobial Agents:

[0261] Suitable antimicrobial agents are in principle all substances which are effective against Gram-positive bacteria, such as 4-hydroxybenzoic acid and its salts and esters, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)urea, 2,4,4'-trichloro-2'-hydroxy-diphenyl ether (triclosan), 4-chloro-3,5-dimethyl-phenol, 2,2'-methylenebis(6-bromo-4-chlorophenol), 3-methyl-4-(1-methylethyl)phenol, 2-benzyl-4-chloro-phenol, 3-( 4-chlorophenoxy)-1,2-propanediol, 3-iodo-2-propynyl butylcarbamate, chlorhexidine, 3,4,4'-trichlorotoluidine (TTC), antibacterial fragrance, thymol, thyme oil, clove oil, clove oil, menthol, peppermint oil, farnesol, phenoxyethanol, glyceryl monocaprate, glyceryl monocaprylate, glyceryl monolaurate (GML), diglyceryl monocaprate (DMC); salicylic acid N-alkylamides, such as n-octyl salicylic acid amide or n-decyl salicylic acid amide.

[0262] Enzyme inhibitors:

[0263] Suitable enzyme inhibitors are, for example, esterase inhibitors. These are preferably trialkyl citrates, such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate, and in particular triethyl citrate (HydagenCAT). The substances inhibit enzyme activity, thereby reducing the formation of odors. Other substances that are suitable esterase inhibitors are sterol sulfates or phosphates, such as lanosterol, cholesterol, campesterol, stigmasterol and sitosterol sulfates or phosphates; dicarboxylic acids and their esters, such as glutaric acid, monoethyl glutarate, diethyl glutarate, adipic acid, monoethyl adipate, diethyl adipate, malonic acid and diethyl malonate; hydroxycarboxylic acids and their esters, such as citric acid, malic acid, tartaric acid or diethyl tartrate; and zinc glycinate.

[0264] Odor absorbers and antiperspirant actives:

[0265] Suitable odor absorbers are substances that can absorb and retain most of the odor-forming compounds. They reduce the partial pressure of the individual components, and therefore also reduce their diffusion rate. It is important that the perfume must remain undamaged in this process. Odor absorbers are ineffective against bacteria. For example, they contain complex zinc salts of ricinoleic acid or specific, largely odor-neutral spices such as extracts of rock rose or benzoin or certain abietic acid derivatives known to those skilled in the art as "fixatives" as main components. Odor masking agents are spices or perfume oils, which, in addition to their function as odor masking agents, also give the deodorant its own fragrance. Perfume oils that can be mentioned are, for example, mixtures of natural and synthetic spices. Natural spices are extracted from flowers, stems and leaves, fruits, peels, roots, wood, herbs and grasses, needles and branches, as well as resins and fragrant resins. Also suitable are animal products, such as civets and beavers. Typical synthetic perfume compounds are products of esters, ethers, aldehydes, ketones, alcohols and hydrocarbons. Ester fragrance compounds are, for example, benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, ethyl acetate, linalyl benzoate, benzyl formate, allyl cyclohexyl propionate, allyl propionate and benzyl salicylate. Ethers include, for example, benzyl ethyl ether, and aldehydes include, for example, straight-chain alkanes, citral, citronellal, citronelloloxy acetaldehyde, cyclamen aldehyde, hydroxycitronellal, lily aldehyde and pogihon aldehyde with 8 to 18 carbon atoms, ketones include, for example, ionone and methyl cedrone, alcohols include anethole, citronellol, eugenol, isoeugenol, geraniol, linolenyl alcohol, phenylethyl alcohol and terpineol, and hydrocarbons mainly include terpenes and fragrant resins. However, it is preferred to use a mixture of different spices, which together produce a pleasant fragrance. Essential oils of relatively low volatility that are used primarily as fragrance components are also suitable for use as perfume oils, for example, sage oil, chamomile oil, clove oil, lemon balm oil, peppermint oil, cinnamon leaf oil, linden flower oil, juniper berry oil, vetiver oil, frankincense oil, cuprum balsam oil, gum rose oil, and lavender oil. Preference is given to using bergamot oil, dihydromyrcenol, lily aldehyde, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, boisambrene forte, ambroxan, indole, methyl dihydrojasmonate, sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, cyclovertal, lavender oil, clary sage oil, β-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix coeur, iso-E-super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilat, irotyl and floramat, alone or in a mixture.

[0266] Suitable astringent antiperspirant active ingredients are primarily salts of aluminum, zirconium or zinc. Suitable water-resistant active ingredients of this type are, for example, aluminum chloride, aluminum chlorohydrate, aluminum chlorodihydrate, aluminum chlorosesquihydrate and their complexes, for example with 1,2-propylene glycol, aluminum hydroxyallantoate, aluminum chlorotartrate, aluminum zirconium chlorotrihydrate, aluminum zirconium chlorotetrahydrate, aluminum zirconium chloropentahydrate and their complexes, for example with amino acids such as glycine.

[0267] Film formers and anti-dandruff agents:

[0268] Standard film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid and its salts and similar compounds.

[0269] Suitable antidandruff agents are piroctone olamine (1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-(1H)-pyridone monoethanolamine salt), (Clinibazole), (4-acetyl-1-{4-[2-(2,4-dichlorophenyl) r-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolane-c-4-ylmethoxyphenyl}-piperazine, ketoconazole, elubiol, selenium disulfide, colloidal sulfur, sulfur polyethylene glycol sorbitan monooleate, sulfur ricinoleyl alcohol polyethoxylate, sulfur tar distillate, salicylic acid (or in combination with hexachlorophene), undecylenic acid, monoethanolamide sulfosuccinic acid sodium salt, UD (protein / undecylenic acid condensate), zinc pyrithione, aluminum pyrithione, and magnesium pyrithione / magnesium dipyrithione sulfate.

[0270] Carriers and Hydrotropes:

[0271] Preferred cosmetic carrier materials are solid or liquid (including highly viscous substances) at 25° C. and 1013 mbar, for example glycerol, 1,2-propylene glycol, 1,2-butylene glycol, 1,3-propylene glycol, 1,3-butylene glycol, ethanol, water and mixtures of two or more of said liquid carrier materials with water. Optionally, preservatives or solubilizers can be used to produce these preparations according to the invention. Other preferred liquid carrier substances that can be components of the preparations according to the invention are selected from the group consisting of oils such as vegetable oils, neutral oils and mineral oils.

[0272] Preferred solid carrier materials that can be a component of the formulations described herein are hydrocolloids such as starch, degraded starch, chemically or physically modified starch, dextrin, (powdered) maltodextrin (preferably with a dextrose equivalent value of 5 to 25, preferably 10-20), lactose, silicon dioxide, glucose, modified celluloses, gum arabic, gum ghatti, gum tragacanth, gum karaya, carrageenan, pullulan, curdlan, xanthan gum, gellan gum, guar gum powder, carob powder, alginates, agar, pectin and inulin and mixtures of two or more of these solids, in particular maltodextrin (preferably with a dextrose equivalent value of 15-20), lactose, silicon dioxide and / or glucose.

[0273] In addition, hydrotropes such as ethanol, isopropanol or polyols can be used to improve the flow behavior. Suitable polyols preferably contain 2 to 15 carbon atoms and at least two hydroxyl groups. The polyols may contain other functional groups, more especially amino groups, or may be modified with nitrogen.

[0274] Typical examples are:

[0275] glycerin;

[0276] Alkylene glycols having an average molecular weight of 100 to 1000 Daltons, such as ethylene glycol, diethylene glycol, propylene glycol, butanediol, hexanediol and polyethylene glycol;

[0277] Technical oligoglycerol mixtures having a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures having a diglycerol content of 40-50% by weight;

[0278] Methylol compounds, such as, in particular, trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;

[0279] Lower alkyl glucosides, especially those containing 1 to 8 carbon atoms in the alkyl group, such as methyl glucoside and butyl glucoside;

[0280] Sugar alcohols containing 5 to 12 carbon atoms, such as sorbitol or mannitol;

[0281] Sugars containing 5 to 12 carbon atoms, such as glucose or sucrose;

[0282] amino sugars, such as glucosamine;

[0283] A diolamine, such as diethanolamine or 2-aminopropane-1,3-diol.

[0284] Preservatives and / or product protectants:

[0285] Suitable preservatives are, for example, phenoxyethanol, sodium benzoate or sorbic acid, blends of said ingredients and other classes of compounds listed in Appendix 6, Parts A and B, of the Kosmetikverordnung ("Cosmetics Directive"). Alternative products which may improve product protection are, for example, 1,2-alkanediols, such as 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol, 1,2-dodecanediol and mixtures thereof, 4-hydroxyacetophenone.

[0286] dye:

[0287] Suitable dyes are any of the substances which are suitable and approved for cosmetic purposes, as disclosed, for example, in the publication "Kosmetische ". Examples include cochineal red A (CI16255), patent blue V (CI42051), indigo (CI73015), chlorophyll (CI75810), quinoline yellow (CI47005), titanium dioxide (CI77891), indanthrene blue RS (CI69800) and madder crimson (CI58000). Luminol may also be present as a luminescent dye. Advantageous colored pigments are, for example, titanium dioxide, mica, iron oxides (e.g., Fe2O3, Fe3O4, FeO(OH)) and / or tin oxide. Advantageous dyes are, for example, carmine, Berlin blue, chromium oxide green, ultramarine blue and / or manganese violet.

[0288] Preferred cosmetic preparations:

[0289] Preferred cosmetic preparations are selected from the group of products for treating, protecting, caring for and cleansing the skin and / or hair or as a make-up product, preferably as a leave-on product (meaning that the compound or compounds remain on the skin and / or hair for a longer period of time compared to rinse-off products).

[0290] Such preparations are preferably in the form of emulsions, for example W / O (water-in-oil), O / W (oil-in-water), W / O / W (water-in-oil-in-water), O / W / O (oil-in-water-in-oil) emulsions, PIT emulsions, Pickering emulsions, emulsions with low oil content, micro- or nanoemulsions, solutions, for example in oils (fatty oils or fatty acid esters, in particular C6-C32 fatty acid C2-C30 esters) or silicone oils, dispersions, suspensions, creams, lotions or milks, depending on the production method and ingredients; gels (including hydrogels, hydrodispersible gels, oleogels), sprays (for example pump sprays or sprays with propellants) or foams or impregnating solutions for cosmetic wipes; detergents, for example soaps, synthetic detergents, liquid washing liquids, shower and bath preparations, bath products (capsules, oils, tablets, salts, bath salts, soaps, etc.), effervescent preparations; skin care products, such as emulsions (as described above), ointments, pastes, gels (as described above), oils, perfumes, slurries, powders (e.g., face powders, body powders), perfumes, eau de toilette, aftershaves, masks, pens, sticks, roll-ons, pumps, aerosols (foaming, non-foaming or post-foaming), deodorants and / or antiperspirants, mouthwashes and mouth rinses, foot care products (including keratolytics, deodorants), insect repellents, sunscreens, after-sun preparations, shaving products, aftershave balms, pre-shave and aftershave lotions, depilatories; hair care products such as shampoos (including 2-in-1 shampoos, shampoo, anti-dandruff shampoo, baby shampoo, shampoo for dry scalp, concentrated shampoo), conditioner, hair tonic, shampoo, hair lotion, styling cream, pomade, perming and styling lotion, hair spray, styling aid (e.g. gel or wax), hair smoothing agent (detangling agent, detangling agent); hair dye, such as temporary direct color hair dye, semi-permanent hair dye, permanent hair dye; conditioner; hair mousse, eye care products, makeup, makeup remover or baby products.

[0291] Auxiliary substances and additives can be included in an amount of 5-99% bw, preferably 10-80% bw, based on the total weight of the preparation. The amount of cosmetic or dermatological auxiliaries and additives and perfumes used in each case can be easily determined by a person skilled in the art by simple trial and error, depending on the nature of the particular product.

[0292] The formulation may also contain up to 99 wt.-%, preferably about 5 wt.-% to about 80 wt.-% and more preferably about 10 wt.-% to about 50 wt.-% or about 60 wt.-% to about 80 wt.-% water, based on the total weight of the formulation.

[0293] Preferred oral compositions:

[0294] Typical examples of suitable oral compositions include (hard-boiled) candies, compressed tablets, chewing gum, toothpaste and mouthwash. The manufacture and composition of the oral composition are described below:

[0295] candy:

[0296] Preferred candies are so-called hard-boiled candies. Their matrix is ​​usually prepared from a mixture of sugar and other carbohydrates that remain in an amorphous or glassy state. This form can be considered as a solid syrup that usually has up to about 4.5% bw of sugar. Moisture, wherein about 0.5% bw to about 2.5% bw is preferred based on the weight of the candy matrix, and about 1.0% bw to about 1.5% bw is most preferred. Such materials usually contain up to 65% bw corn syrup, up to 80% bw sugar and 0.1% bw to 5.0% bw water. Generally speaking, the ratio of sugar (or other sweeteners suitable for candy formulations) to corn syrup is in the range of about 70:25 to about 45:55, wherein about 60:40 is preferred. The syrup component is usually prepared from corn syrup with a high fructose content, but other materials may be included. Other ingredients such as flavorings, sweeteners, acidulants, coloring agents, etc. may also be added.

[0297] Hard boiled candy bases can also be prepared from non-fermentable sugars such as sorbitol, mannitol, xylitol, maltitol, hydrogenated starch hydrolysates, hydrogenated corn syrups, and mixtures thereof. The candy base can contain up to about 95% sorbitol, a mixture of sorbitol and mannitol in a ratio of about 9.5:0.5 to about 7.5:2.5, and up to about 55% hydrogenated corn syrup of the syrup component.

[0298] Tableting:

[0299] According to the present invention, the oral composition may represent a compressed tablet comprising the liquid flavorant in an amount generally from about 0.1% bw to about 0.6% bw and preferably about 0.5% bw.

[0300] chewing gum:

[0301] Chewing gum generally consists of a water-insoluble vase component, a water-soluble component and additives to provide, for example, a specific flavor.

[0302] Water-insoluble matrix is ​​also referred to as "gum base", generally comprises natural or synthetic elastomer, resin, fat and oil, plasticizer, filler, softener, dye and optional wax.Matrix usually accounts for 5-95% by weight, preferably 10-50% by weight and more particularly 20-35% by weight of the whole composition.In a typical embodiment of the present invention, matrix is ​​made up of 20-60% by weight of synthetic elastomer, 0-30% by weight of natural elastomer, 5-55% by weight of plasticizer, 4-35% by weight of filler, 5-35% by weight of softener and a small amount of additives such as dye, antioxidant etc., with the prerequisite that they are soluble in water in small amounts at most.

[0303] Suitable synthetic elastomers are, for example, polyisobutylene having an average molecular weight (as measured by GPC) of 10,000 to 100,000 and preferably 50,000 to 80,000, isobutylene / isoprene copolymers ("butyl elastomers"), styrene / butadiene copolymers (styrene:butadiene ratio, for example 1:3 to 3:1), polyvinyl acetate having an average molecular weight (as measured by GPC) of 2,000 to 90,000 and preferably 10,000 to 65,000, polyisoprene, polyethylene, vinyl acetate / vinyl laurate copolymers, and mixtures thereof. Examples of suitable natural elastomers are rubbers, such as smoked or liquid latex or guayule; and natural gums, such as jelutong, lechi caspi, perillo, sorva, massaranduba balata, massaranduba chocolate, nispero, rosindinba, chicle, gutta hang kang; and mixtures thereof. The choice of synthetic and natural elastomers and their mixing ratios depend essentially on whether the chewing gum (bubble gum) produces bubbles or not. Preferably, an elastomer mixture containing jelutong, chicle, sorva and massaranduba is used.

[0304] In most cases, elastomers are too hard or lack plasticity to obtain satisfactory processing, so it has been found to be advantageous to use special plasticizers, which of course must also meet all requirements related to acceptability as a food additive. In this respect, suitable plasticizers are firstly esters of resin acids, such as esters of lower fatty alcohols or polyols with fully or partially hydrogenated monomeric or oligomeric resin acids. In particular, methyl esters, glycerides or pentaerythritol esters or mixtures thereof are used for this purpose. Alternatively, terpene resins that can be derived from α-pinene, β-pinene, δ-limonene or mixtures thereof can also be used.

[0305] Suitable fillers or texturizing agents are magnesium or calcium carbonate, ground pumice, silicates (especially magnesium or aluminum silicates), clays, alumina, talc, titanium dioxide, mono-, dicalcium and tricalcium phosphates and cellulosic polymers.

[0306] Suitable softeners or emulsifiers are tallow, hydrogenated tallow, hydrogenated or partially hydrogenated vegetable oils, cocoa butter, partial glycerides, lecithin, triacetin and saturated or unsaturated fatty acids containing 6 to 22 and preferably 12 to 18 carbon atoms and mixtures thereof.

[0307] Suitable dyes and whiteners are, for example, FD&C types, plant and fruit extracts approved for food coloring, and titanium dioxide.The gum base may also contain waxes or may be wax-free.

[0308] Except water-insoluble gum base, chewing gum preparation contains water-soluble component usually, and described component is for example formed by softener, sweetener, filler, flavoring agent, flavor enhancer, emulsifier, dye, acidulant, antioxidant etc., and prerequisite is that described composition has at least enough water solubility.Therefore, depending on the water solubility of special representative scheme, separate component both can belong to water-insoluble phase, also can belong to water-soluble phase.But, also can use combination, for example the combination of water-soluble emulsifier and water-insoluble emulsifier, in this case, separate representative scheme is present in different phases.Water-insoluble component accounts for 5-95 % by weight and preferred 20-80 % by weight of preparation usually.

[0309] Water-soluble softeners or plasticizers are added to chewing gum compositions to improve chewiness and chewing feel, and are generally present in the mixture in an amount of 0.5-15% by weight. Typical examples are glycerin, lecithin and sorbitol aqueous solutions, hydrogenated starch hydrolysates or corn syrup.

[0310] Fillers are particularly suitable for the production of low-calorie chewing gums and may be selected from, for example, polydextrose, raftilose, raftilin, fructooligosaccharides (NutraFlora), palatinose oligosaccharides, guar gum hydrolysate (Sun Fiber) and dextrins.

[0311] Chewing gums may additionally contain adjuvants and additives suitable, for example, for dental care, more particularly for controlling plaque and gingivitis, such as chlorhexidine, CPC or triclosan. They may also contain pH regulators (e.g. buffers or urea), anticaries (e.g. phosphates or fluorides), agents of biological origin (antibodies, enzymes, caffeine, plant extracts), provided that these substances are approved for use in foods and do not interact undesirably with each other.

[0312] Preferred toothpaste and mouthwash:

[0313] Toothpaste (toothpaste / tooth cream) is generally understood to be a paste preparation of water, thickeners, wetting agents, abrasives or polishing agents, surfactants, sweeteners, flavoring agents, deodorants and agents effective for oral and dental diseases. In the toothpaste according to the present invention, any commonly used polishing agent can be used, such as chalk, dicalcium phosphate, insoluble sodium metaphosphate, aluminum silicate, calcium pyrophosphate, fine-grained synthetic resins, silicon dioxide, aluminum oxide and trihydrated aluminum oxide. The particularly suitable polishing agent for the toothpaste according to the present invention is fine-grained dry gel silica, hydrogel silica, precipitated silica, trihydrated aluminum oxide and fine-grained alpha-alumina or a mixture of these polishing agents. The amount of such polishing agents is preferably about 15-40% by weight of the toothpaste. The preferred wetting agent for the toothpaste according to the present invention includes low molecular weight polyethylene glycol, glycerol, sorbitol or a mixture thereof in an amount of up to about 50% by weight of the toothpaste. Among the known thickeners used with the toothpaste according to the present invention, particularly preferred are fine particle gel silica and nonionic hydrophilic colloids of thickening, such as hydroxyethylcellulose, hydroxypropyl guar gum, hydroxyethyl starch, polyvinyl pyrrolidone, high molecular weight polyethylene glycol and vegetable gums, such as tragacanth, agar, carrageenan, gum arabic and xanthan gum. The flavor and fragrance expected by the preparation according to the present invention can be obtained by adding component (a) and / or component (b) and optionally also adding (c). It is also advantageous to add a caries inhibitor to the oral preparation in the form of an alkaline salt of, for example, alkaline fluoride, alkaline monofluorophosphate or organic phosphonic acid. In addition, the oral preparation according to the present invention can contain other standard auxiliaries, such as dyes, preservatives and sunscreens, for example titanium dioxide. For mouthwash, the oral composition according to the present invention can be easily combined with an alcohol aqueous solution containing different amounts of ether oils, emulsifiers, astringents and toning drug extracts, caries inhibition additives and flavor correctors.

[0314] Preferred additives (preferably for oral compositions):

[0315] The oral composition may also include additional additives, such as sweeteners or vitamins, for example in an amount of about 0.1% bw to about 10% bw, some of which are described below.

[0316] Sweetener:

[0317] Suitable sweetening substances include natural sources of these substances, such as sweet carbohydrates or sugars (e.g., sucrose (synonymous with saccharose), trehalose, lactose, maltose, melezitose, raffinose, palatinose, lactulose, D-fructose, D-glucose, D-galactose, L-rhamnose, D-sorbose, D-mannose, D-tagatose, D-arabinose, L-arabinose, D-ribose, D-glyceraldehyde, maltodextrin) or plant preparations containing mainly these carbohydrates (e.g., from sugar beets (Beta vulgaris ssp.), sugar fractions, syrups, molasses), from sugar cane (Saccharum officinarum ssp., e.g., molasses, syrups), from sugar maple (Acer spp.), for example, syrups, syrups, ssp.)), from agave (agave concentrate), synthetic / enzymatic hydrolysates of starch or sucrose (e.g. invert syrup, highly concentrated fructose syrup made from corn starch), fruit concentrates (e.g. from apples or pears, apple syrup, pear syrup), sugar alcohols (e.g. erythritol, threitol, arabitol, ribitol, xylitol, sorbitol, mannitol, dulcitol, lactitol), proteins (e.g. miraculin, monellin, thaumatin, curculin, brazzein), sweeteners (magap, sodium cyclamate, acesulfame K, neohesperidin dihydrochalcone, saccharin sodium salt, Super aspartame, neotame, alitame, sucralose, stevioside, rebaudioside, N-(4-cyanophenyl)-N-(2,3-methylenedioxybenzyl)guanidineacetic acid (lugduname), carrelame, sucrononate, sucrooctate, monatin, licorice), certain sweet amino acids (glycine, D-leucine, D-threonine, D-asparagine, D-phenylalanine, D-tryptophan, L-proline), other sweet low molecular weight substances (e.g. hernandulcin, dihydrochalcone glycosides, glycyrrhizin, ammonium glycyrrhetinic acid or other glycyrrhetinic acid derivatives), liquorice extract (Glycyrrhizza glabrassp.), sweet oregano extract, extracts or individual substances of the Momordica charantia (particularly Momordicagrosvenori / Luo Han Guo) and mogrosides obtained therefrom), hydrangea or stevia (e.g. Stevia rebaudiana) rebaudiana)) extract or individual substance.

[0318] Vitamins:

[0319] Vitamins have diverse biochemical functions. Some have hormone-like functions, acting as regulators of mineral metabolism (e.g., vitamin D) or regulators of cell and tissue growth and differentiation (e.g., certain forms of vitamin A). Others act as antioxidants (e.g., vitamin E and sometimes vitamin C). The largest amounts of vitamins (e.g., B complex vitamins) act as precursors of enzyme cofactors, helping enzymes to function as catalysts in metabolism. In this role, vitamins can be tightly bound to enzymes as part of a cofactor: for example, biotin is part of an enzyme involved in making fatty acids. Vitamins may also be less tightly bound to enzyme catalysts, since coenzymes are separable molecules whose function is to carry chemical groups or electrons between molecules. For example, folic acid carries various forms of carbon groups—methyl, formyl, and methylene—in cells. Although these roles in assisting enzyme-substrate reactions are the most well-known functions of vitamins, other vitamin functions are equally important. In the process of the present invention, suitable vitamins are selected from the group consisting of:

[0320] Vitamin A (retinol, retinal, beta carotene), vitamin B1 (thiamine), vitamin B2 (riboflavin), vitamin B3 (niacin, niacinamide), vitamin B5 (pantothenic acid), vitamin B6 (pyridoxine, pyridoxamine, paridoxal), vitamin B7 (biotin), vitamin B9 (folic acid, folinic acid), vitamin B12 (cyanocobalamin, hydroxycobalamin, methylcobalamin), vitamin C (ascorbic acid), vitamin D (cholecalciferol), vitamin E (tocopherols, tocotrienols), and vitamin K (phylloquinone, menaquinone).

[0321] Preferred vitamins are ascorbic acid and tocopherol.The vitamins may be present in the food composition in an amount of about 0.1% bw to about 5% bw and preferably about 0.5% bw to about 1% bw.

[0322] Preferred food compositions:

[0323] Food compositions are suitable for consumption and for nutritional or enjoyment purposes and are generally products intended to be introduced into the oral cavity of a human or animal, to remain there for a certain time and then to be eaten (e.g. ready-to-eat foods or feeding foods, see also below) or to be removed from the oral cavity again (e.g. chewing gum). Such products include any substance or product that is to be ingested by a human or animal in a processed, partially processed or unprocessed state. This also includes substances that are added to orally edible products during their manufacture, preparation or processing and are intended to be introduced into the oral cavity of a human or animal.

[0324] Food compositions also include substances that are swallowed by humans or animals and then digested in an unchanged, processed or prepared state; in this regard, orally edible products also include shells, coatings or other packages that are to be swallowed at the same time or that may be expected to be swallowed. The expression "orally edible products" covers ready-to-eat foods and feeding foods, that is, foods or feeding foods that are already complete with respect to substances that are important for taste. The expressions "ready-to-eat foods" and "ready-to-eat feeding foods" also include beverages and solid or semi-solid ready-to-eat foods or feeding foods. Examples that can be mentioned are frozen products that must be thawed and heated to the eating temperature before consumption. Products such as yogurt or ice cream and chewing gum or hard caramel are also included in ready-to-eat foods or feeding foods.

[0325] Preferred food compositions also include "semi-finished products". In the present context, semi-finished products are to be understood as orally edible products which are not suitable for use as ready-to-eat orally edible products (in particular foods or feeding foods) due to a very high content of flavouring substances and flavour-imparting substances. The semi-finished product is converted into a ready-to-eat orally edible product (in particular foods or feeding foods) only by mixing with at least one other ingredient (for example by reducing the concentration of the flavouring substance and flavour-imparting substance in question) and optionally further process steps (for example heating, freezing). Examples of semi-finished products which may be mentioned here are:

[0326] The food composition preferably comprises one or more preparations for nutritional or hedonic purposes. These include in particular (low-calorie) baked goods (e.g. bread, dry biscuits, cakes, other baked goods), sweets (e.g. chocolate, chocolate bars, other products in bar form, fruit gels, dragees, hard and soft caramels, chewing gum), non-alcoholic beverages (e.g. cocoa, coffee, green tea, black tea, (green, black) tea beverages enriched with (green, black) tea extracts, rooibos tea, other herbal teas, fruit-containing soft drinks, isotonic drinks, energizing drinks, nectars, fruit and vegetable juices, fruit or vegetable juice preparations), Instant beverages (e.g. instant cocoa drinks, instant tea drinks, instant coffee drinks), meat products (e.g. ham, fresh sausage or raw sausage preparations, spiced or cured fresh or salted meat products), eggs or egg products (dried eggs, egg whites, egg yolks), cereal products (e.g. breakfast cereals, muesli, precooked ready-to-eat rice products), dairy products (e.g. full-fat or low-fat or skimmed milk drinks, rice pudding, yogurt, kefir, cream cheese, soft cheese, hard cheese, milk powder, whey, butter, buttermilk, or fully hydrolyzed milk protein), products made from soy protein or other soy fractions (e.g. soy milk and products produced therefrom, beverages containing isolated or enzyme-treated soy protein, beverages containing soy flour, preparations containing soy lecithin, fermented products such as tofu or tempeh or products produced therefrom and mixtures with fruit preparations and optionally flavourings), fruit preparations (e.g. jams, sorbets, fruit spreads, fruit fillings), vegetable preparations (e.g. ketchup, sauces, dried vegetables, frozen vegetables, precooked vegetables, boiled vegetables), snacks (e.g. baked or fried potato chips or potato dough products, corn or peanut-based extrudates), fat and oil-based products or their emulsions (e.g. mayonnaise, dressings, seasonings, in each case full-fat or low-fat), other ready-made dishes and soups (e.g. dry soups, instant soups, precooked soups), spices, spice mixtures, in particular for use, for example, in the snack sector; sweetener preparations, tablets or sachets, other preparations for sweetening or whitening beverages or other foods. The preparations within the scope of the invention may also be used in the form of semi-finished products to produce other preparations for nutritional or hedonic purposes. The preparations within the scope of the invention may also be in the form of capsules, tablets (uncoated and coated tablets, e.g. enteric coated), dragees, granules, pills, solid mixtures, dispersions in a liquid phase, in the form of emulsions, in the form of powders, in the form of solutions, in the form of pastes or in the form of other preparations that can be swallowed or chewed and in the form of food supplements.

[0327] The preparations can also be in the form of capsules, tablets (uncoated and coated tablets, e.g. enteric coating), dragees, granules, pills, solid mixtures, dispersions in a liquid phase, in the form of an emulsion, in the form of a powder, in the form of a solution, in the form of a paste or in the form of other preparations that can be swallowed or chewed, for example in the form of a food supplement.

[0328] Semi-finished products are often used to produce ready-to-use or ready-to-eat preparations for nutritional or hedonic purposes.

[0329] Other ingredients of the ready-to-eat preparations or semi-finished products for nutritional or hedonic purposes may be conventional basic substances, auxiliary substances and additives for foods or hedonic foods, such as water, mixtures of fresh or processed, vegetable or animal based or unprocessed substances (e.g. raw, roasted, dried, fermented, smoked and / or boiled meat, bones, cartilage, fish, vegetables, herbs, nuts, vegetable juices, vegetable pastes or mixtures thereof), digestible or indigestible carbohydrates (e.g. sucrose, maltose, fructose, glucose, dextrin, amylose, amylopectin, inulin, xylan, cellulose, tagatose), sugar alcohols (e.g. sorbitol, erythritol), natural or hardened fats (e.g. tallow, lard, palm oil, cocoa butter, hardened vegetable fats), oils (e.g. sunflower oil, peanut oil, corn germ oil, olive oil, fish oil, soybean oil, sesame oil), fatty acids or their salts (e.g. potassium stearate), protein or non-protein amino acids and related compounds (e.g. gamma-aminobutyric acid, taurine), peptides (e.g. glutathione), natural or processed proteins (e.g. gelatin), enzymes (e.g. peptidases), nucleic acids, nucleotides, taste correctors for unpleasant taste impressions, other taste modifiers for other, usually not unpleasant taste impressions, other taste modifiers (e.g. phosphoinositides, nucleotides such as guanosine monophosphate, adenosine monophosphate or other substances such as sodium glutamate or 2-phenoxypropionic acid), emulsifiers (e.g. lecithin, diacylglycerol, gum arabic), stabilizers (e.g. carrageenan, alginates), preservatives (e.g. benzoic acid and its salts, sorbic acid and its salts), antioxidants (e.g. tocopherols, ascorbic acid), chelating agents (e.g. citric acid), organic or inorganic acidulants (e.g. acetic acid, phosphoric acid), additional bitter substances (e.g. quinine, caffeine, limonene, amarogentin, humulone, lupulone, catechols, tannins), substances that prevent enzymatic browning (e.g. sulfites, ascorbic acid), aromatic oils (ethereal oil), plant extracts, natural or synthetic colorants or color pigments (such as carotenoids, flavonoids, anthocyanins, chlorophyll and their derivatives), flavorings, trigeminally active substances or plant extracts containing such trigeminally active substances, synthetic, natural or nature-identical flavoring substances or odorants, and odor correctors.

[0330] Food compositions, such as those in the form of preparations or semi-finished products, preferably contain a flavor composition in order to improve and improve the taste and / or smell. The preparation may contain a solid carrier and a flavor composition as ingredients. Suitable flavor compositions include, for example, synthetic, natural or nature-identical flavoring substances, odorants and flavor-imparting substances, reaction flavoring substances, smoked flavoring substances or other flavor-imparting preparations (e.g., protein (partial) hydrolysates, preferably protein (partial) hydrolysates with a high arginine content, barbecue flavoring substances, plant extracts, spices, spice preparations, vegetables and / or vegetable preparations) and suitable auxiliary substances and carriers. Particularly suitable here are flavor compositions or ingredients thereof which produce roasted, meaty (especially chicken, fish, seafood, beef, pork, lamb, mutton, goat), vegetable-like (especially tomatoes, onions, garlic, celery, leeks, mushrooms, eggplant, seaweed), spicy (especially black and white pepper, cardamom, nutmeg, sweet pepper, mustard and mustard products), fried, yeasty, boiled, fatty, salty and / or pungent flavor impressions and can thus intensify spicy impressions. The flavor composition usually contains more than one of the ingredients mentioned.

[0331] The food composition is preferably selected from the group comprising:

[0332] sweets, preferably low-calorie or no-calorie sweets, preferably selected from the group comprising cereal bar products, fruit gums, dragees, hard caramels and chewing gums,

[0333] non-alcoholic beverages, preferably selected from the group consisting of green tea, black tea, (green, black) tea beverages enriched with (green, black) tea extracts, rooibos tea, other herbal teas, low-sugar or sugar-free soft drinks containing fruits, isotonic beverages, nectars, fruit and vegetable juices, fruit and vegetable juice preparations,

[0334] Instant beverages, preferably selected from the group comprising instant (green, red, rooibos, herbal) tea beverages,

[0335] A cereal product, preferably selected from the group comprising low-sugar and sugar-free breakfast cereals and muesli bars,

[0336] a dairy product, which is preferably selected from the group comprising low-fat and fat-free dairy drinks, yoghurt, kefir, whey, buttermilk and ice cream,

[0337] Products made from soy protein or other soy fractions, preferably selected from the group comprising soy milk, products derived from soy milk, beverages containing isolated or enzyme-treated soy protein, beverages containing soy flour, preparations containing soy lecithin, products derived from preparations containing soy lecithin and mixtures with fruit preparations and optionally flavorings,

[0338] Sweetener preparations, tablets and sachets,

[0339] Sugar-free dragees,

[0340] Ice cream, with or without a milk-based component, preferably sugar-free.

[0341] Preferred sweeteners, especially for use in (preferred) food compositions:

[0342] The term "sweetener" here means a substance having a relative sweetening power of at least 25, based on the sweetening power of sucrose, which correspondingly has a sweetening power of 1. The sweetener (a) used in the orally edible product according to the invention, in particular a food, a feeding food or a medicament, is preferably non-cariogenic and / or has an energy content of not more than 5 kcal / gram of orally edible product.

[0343] Advantageous sweeteners in preferred orally edible products, in particular foods, feeding foods or medicaments, are selected from the group consisting of:

[0344] (a) naturally occurring sweeteners, preferably selected from the group comprising miraculin, monellin, mabinin, thaumatin, curculin, brazilin, pentadin, D-phenylalanine, D-tryptophan and extracts or fractions obtained from natural sources, comprising those amino acids and / or proteins and physiologically acceptable salts of those amino acids and / or proteins, in particular sodium, potassium, calcium or ammonium salts; neohesperidin dihydrochalcone, naringin dihydrochalcone, stevioside, steviolbioside; rebaudioside , especially rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudioside E, rebaudioside F, rebaudioside G, rebaudioside H; dulcoside and rubusoside, glucosinolate A, glucosinolate B, glucosinolate G, glucosinolate H, glucosinolate I, glucosinolate J, baiyun ginsenoside 1, baiyun ginsenoside 2, pseudo-qinaside 1, pseudo-qinaside 2, pseudo-qinaside 3 and pseudo-qinaside 4, abrinus triterpenoid glycoside A, abrinus triterpenoid glycoside B, abrinus triterpenoid glycoside C, abrinus triterpenoid glycoside D, rubusoside A and rubusoside I, polypodium saccharide, polypodioside A, strogin 1, strogin 2, strogin 4, seligian A, dihydroquercetin 3-acetate, cyperidin, tuberoseside A15, brazilicyrrhizin IV, terecaside, rutin, mukuroziocide, trans-anethole, trans-cinnamaldehyde, bryoside, bryonoside, bryonodulcoside, caryophyllacetin, scandenoside, gypenosaphin, trilobatin, phloridzin, dihydroflavanols, hematoxylin, anthocyanins, chlorogenic acid, albiziasaponin, telosmoside, gaudichaudioside, mogroside, mogroside V, hernandulcin, monatin, licorice; glycyrrhetinic acid and its derivatives, in particular its glycosides, such as glycyrrhizin; and physiologically acceptable salts of those compounds, in particular the sodium, potassium, calcium or ammonium salts; and

[0345] Extracts or concentrated fractions of extracts selected from the group comprising kiwifruit extract (katamfe plant), stevia extract (especially stevia), swingle extract (bitter melon or monk fruit, monk fruit), liquorice extract (especially licorice), Rubus ssp extract (especially Rubus suavissimus), citrus extract and oregano extract;

[0346] (b) synthetic sweeteners, which are preferably selected from the group comprising: magap, sodium cyclamate or other physiologically acceptable salts of cyclamate, acesulfame K or other physiologically acceptable salts of acesulfame K, neohesperidin dihydrochalcone, naringin dihydrochalcone, saccharin, saccharin sodium salt, aspartame, super aspartame, neotame, alitame, advantame, perilla, sucralose, N-(4-cyanophenyl)-N-(2,3-methylenedioxybenzyl)guanidineacetic acid (lugduname), carrelame, sucrononate and sucrooctate.

[0347] Thickener:

[0348] Advantageous thickeners in preferred orally edible products, in particular foods, feeds or medicaments, are selected from the group comprising cross-linked polyacrylic acid and derivatives thereof; polysaccharides and derivatives thereof, such as xanthan gum, agar, alginates or tylose; cellulose derivatives, for example carboxymethylcellulose or hydroxycarboxymethylcellulose; fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinylpyrrolidone.

[0349] According to the invention, preferred are orally edible products, in particular food or feeding foods, comprising milk thickened with lactic acid bacteria and / or cream thickened with lactic acid bacteria, and preferably selected from the group comprising yogurt, kefir and quark.

[0350] The food composition comprising milk thickened with lactic acid bacteria and / or cream thickened with lactic acid bacteria is advantageously an orally edible product comprising probiotics, wherein the probiotics are preferably selected from the group comprising: Bifidobacterium animalis subsp. lactis BB-12, Bifidobacterium animalis subsp. lactis DN-173010, Bifidobacterium animalis subsp. lactis HN019, Lactobacillus acidophilus LA5, Lactobacillus acidophilus NCFM, Lactobacillus johnsonii La1, Lactobacillus casei immune / defense strain, Lactobacillus casei Shirota strain (DSM 20312), Lactobacillus casei CRL431, Lactobacillus reuteri (ATCC55730) and Lactobacillus rhamnosus (ATCC 53013).

[0351] Preferred additives for chewing gum:

[0352] Particularly preferred are orally edible products (particularly foods, feeding foods or medicaments) that are chewing gums and comprise a chewing gum base. The chewing gum base is preferably selected from the group comprising a chewing gum base or a bubble gum base. The latter is softer and can therefore also be used to form chewing gum bubbles. In addition to the conventionally used natural resins or natural latexes, preferred chewing gum bases according to the invention also comprise elastomers, such as polyvinyl acetate (PVA), polyethylene, (low or medium molecular weight) polyisobutylene (PIB), polybutadiene, isobutylene-isoprene copolymers (butyl rubber), polyvinyl ethyl ether (PVE), polyvinyl butyl ether, copolymers of vinyl esters and vinyl ethers, styrene-butadiene copolymers (styrene-butadiene rubber, SBR); or vinyl elastomers, for example based on vinyl acetate / vinyl laurate, vinyl acetate / vinyl stearate or ethylene / vinyl acetate, and mixtures of said elastomers, as described, for example, in EP 0 242 325, US 4,518,615, US 5,093,136, US 5,266,336, US 5,601,858 or US 6,986,709. In addition, the chewing gum base preferably used according to the invention preferably contains other ingredients, such as (mineral) fillers, plasticizers, emulsifiers, antioxidants, waxes; fats or fatty oils, such as hardened (hydrogenated) vegetable or animal fats; monoglycerides, diglycerides or triglycerides. Suitable (mineral) fillers are, for example, calcium carbonate, titanium dioxide, silicon dioxide, talc, aluminum oxide, dicalcium phosphate, tricalcium phosphate, magnesium hydroxide and mixtures thereof. Suitable plasticizers or agents for preventing adhesion (anti-adhesives) are, for example, lanolin, stearic acid, sodium stearate, ethyl acetate, diacetin (diacetin), triacetin (triacetin), triethyl citrate. Suitable waxes are, for example, paraffin, candelilla wax, carnauba wax, microcrystalline wax and polyethylene wax. Suitable emulsifiers are, for example, phospholipids, such as lecithin; monoglycerides and diglycerides of fatty acids, for example glyceryl monostearate.

[0353] The chewing gum, in particular as disclosed above, preferably comprises ingredients such as different types of sugar, sugar substitutes, other sweetening substances, sugar alcohols (in particular sorbitol, xylitol, mannitol), ingredients with a cooling effect, taste correctors for unpleasant taste impressions, other taste-modifying substances (e.g. phosphoinositides, nucleotides such as guanosine monophosphate, adenosine monophosphate or other substances such as sodium glutamate or 2-phenoxypropionic acid), humectants, thickeners, emulsifiers, stabilizers, odor correctors and flavors (e.g. eucalyptus menthol, cherry, strawberry, grapefruit, vanilla, banana, citrus, peach, black currant, tropical fruit, ginger, coffee, cinnamon, combinations of (the mentioned flavors) with mint flavors as well as spearmint and peppermint by themselves). Of particular interest are, among other things, combinations of flavors with other substances having cooling, warming and / or mouth-watering properties.

[0354] As is apparent from the present invention, compounds a) and / or compounds b) as defined herein and mixtures - or any specific products as defined above and comprising such compounds / mixtures - can also be suitably used in therapeutic methods for modulating the TRPM8 receptor (see, for example, PCT / EP2018 / 073486).

[0355] Hereinafter, the present invention is further described by means of selected examples (which, of course, should not be construed as limiting the present invention). DETAILED DESCRIPTION

[0356] General Synthesis Description:

[0357] As described in WO 2019043164, (2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide can be easily synthesized:

[0358]

[0359] N-phenyltetrahydrofuran-3-amine is synthesized by reductive amination (A) of dihydrofuran-3(2H)-one and aniline. This is achieved using stoichiometric amounts of lithium aluminum hydride, sodium borohydride or other organoborohydrides or via catalytic reduction with hydrogen using a metal catalyst. Commonly used metal-based catalysts such as palladium, platinum, ruthenium, rhodium, iridium, nickel or other Raney / Urushihara metal catalysts (both heterogeneous and homogeneous) are all more or less effective for this transformation. It should be understood that enantiomeric excess can be generated at this point by specific catalysts and / or additives known to those skilled in the art.

[0360]

[0361] In the next step B, (2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide is synthesized by reacting N-phenyltetrahydrofuran-3-amine and (2E)-3-(1,3-benzodioxol-5-yl)-2-acryl chloride. The acid chloride is generated from (2E)-3-(1,3-benzodioxol-5-yl)-2-acrylic acid, which can be achieved, for example, by reaction with thionyl chloride or the like.

[0362] (2E)-3-(1,3-Benzodioxin-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide can also be synthesized directly from (2E)-3-(1,3-benzodioxol-5-yl)-2-propenoic acid and N-phenyltetrahydrofuran-3-amine using standard amide coupling reagents.

[0363] N--phenyltetrahydrofuran--3--amine:

[0364] 242.82 g of dihydrofuran-3(2H)-one (2.82 mol, 1.2 eq.) and 219 g of aniline (2.35 mol, 1 eq.) were added to 4300 ml of toluene in a 6 L reactor equipped with a mechanical stirrer, a thermometer and an argon inlet. The reaction mixture was cooled in ice and 598 g of sodium tri(acetoxy)borohydride (2.82 mol, 1.2 eq.) was added in 6 portions, maintaining the temperature at about 15-17° C. After complete addition of the borohydride, the cooling was removed and the reaction mixture was stirred at 24° C. for 16 hours and TLC analysis showed virtually no traces of aniline (ninhydrin test). The organic layer was washed with 2000 ml of 15% aqueous Na2CO3 (a small amount of concentrated NaOH was added to obtain a better phase separation), then separated, dried over Na2SO4 and evaporated to obtain 390 g of a dark orange residue. The residue was distilled under vacuum (114-115° C., 0.17 mbar) to afford 355 g (93%) of the product as a lemon yellow liquid.

[0365] (2E)--3--(1,3--Benzodioxole--5-yl)--2--acryloyl chloride:

[0366] 500g of (2E)-3-(1,3-benzodioxol-5-yl)-2-acrylic acid (2.6mol, 1 equivalent) was added to 2500ml of toluene placed in a 6L reactor equipped with a mechanical stirrer and a thermometer, followed by 379.6ml of SOCl2 (5.2mol, 2 equivalents) and 0.5ml of DMF (no exotherm). The resulting mixture was slowly heated to 95°C for 1.5 hours (at about 55°C, the reaction was observed by the evolution of gas). When the reaction mixture was cooled to room temperature, the acyl chloride precipitated. The solid was filtered off, washed with hexane, and vacuum dried to give 450.8g (82.3%) of the desired product as a yellow solid.

[0367] (2E)--3--(1,3--Benzodioxol--5-yl)--N--phenyl--N--(tetrahydro--3--furyl)--2--acrylamide:

[0368] N-(3-tetrahydrofuranyl)-aniline (333.65 g, 2.04 mol, 1 eq.) was added to 3337 ml of pyridine placed in a 6 L reactor equipped with a mechanical stirrer and a thermometer and an argon inlet, and the mixture was cooled to 5 ° C in ice. Then, (2E)-3-(1,3-benzodioxol-5-yl)-2-acryloyl chloride (516.63 g, 2.45 mol, 1.2 eq.) was added in portions (during the addition temperature increased to about 15 ° C.). The reaction mixture was stirred at 10-15 ° C for 20 minutes. Afterwards, the cooling was removed and the reaction mixture was stirred at 24 ° C for 16 hours (overnight).

[0369] Pyridine was evaporated in vacuo and the residue was distributed between ethyl acetate (5000 ml) and 1M HCl aqueous solution (4000 ml). The phases were separated (both contained undissolved solids) and the organic layer was washed with saturated NaHCO3 aqueous solution (1×4000 ml, 1×2000 ml), brine (2000 ml), then dried over MgSO4, filtered and concentrated to a semi-solid. The residue was treated with MTBE (1200 ml) and stirred at 50° C. until solids precipitated. The mixture was diluted with another portion of MTBE (500 ml) and immersed under reflux for 1 hour. It was then cooled to 15° C. and the solids were filtered off.

[0370] The dried solid was suspended in isopropanol (1500 ml) and stirred at room temperature for 1 hour, then poured into a filter funnel and washed with isopropanol at 24° C. until all the product was dissolved (TLC control). The initial filtrate and washings were concentrated to about 3000 ml, and the first batch of product was filtered off, washed with MTBE (500 ml), and dried in vacuo to give 381 g (55%).

[0371] All filtrates from the previous step were collected and concentrated again to about 500 ml, and the solid formed was filtered off, washed with MTBE (50 ml) and dried under vacuum to give another crop of product in a yield of 96.8 g. The combined total yield of this reaction was, for example, 477.8 g (69%).

[0372] 1H NMR (500MHz, CDCI3) δ7.56 (d, J = 15.4Hz, 1H); 7.50–7.38 (m, 3H); 7.22–7.12 (m, 2 H); 6.81 (dd, J=8.2, 1.6Hz, 1H); 6.71 (d, J=8, 0Hz, 1H); 6.67 (d, J=1.6Hz, 1H); 5. 96–5.85(m,3H);5.29(dq,J=8.3,5.5Hz,1H);4.04(dd,J=9.3,6.7Hz,1H);3.79( dd,J=9.3,5.1Hz,1H);3.74-3.53(m,2H);2.20-2.12(m,1H);1.96-1.77(m,1H).

[0373] LCMS: [M + ]=337m / z

[0374] Separation of enantiomers:

[0375] The synthesized (2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide was determined to be a racemic mixture (within the instrument error) by chiral supercritical fluid chromatography (SFC) using CO2 as the mobile phase. In the next step, racemic-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide was separated into (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (99.2% ee) and (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (100% ee) by preparative chiral HPLC. The distribution of (+) and (-) was determined by measuring a solution of either compound in ethanol at 589.44 nm with a polarimeter.

[0376] Attached Figure 1 The results of analysis of rac-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide by chiral supercritical fluid chromatography (SFC) are shown. Detection was performed by a UV detector at 320 nm.

[0377] Attached Figure 2The results of analysis of (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (sample after preparative chiral HPLC) by chiral supercritical fluid chromatography (SFC) are shown. Detection was performed by a UV detector at 320 nm.

[0378] Attached Figure 3 The results of analysis of (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (sample after preparative chiral HPLC) by chiral supercritical fluid chromatography (SFC) are shown. Detection was performed by a UV detector at 320 nm.

[0379] Application examples:

[0380] The following examples in Tables F1 to F61 show various exemplary formulations. "Composition 1" represents compound a) and / or compound b) or a mixture comprising or consisting of compound a) and / or compound b) and optionally other components as defined herein, in particular as defined in the patent claims.

[0381] Table F1

[0382] Liquid soap; transparent (amount in % bw)

[0383]

[0384]

[0385] Table F2

[0386] Synthetic detergent soap; liquid (amount in % bw)

[0387]

[0388] Table F3

[0389] Cosmetic lotion for bathing (amount in % bw)

[0390]

[0391]

[0392] Table F4

[0393] Cosmetic lotions for shower gels containing triclosan (amount in % bw)

[0394]

[0395] Table F5

[0396] Private wash (amount in % bw)

[0397]

[0398] Table F6

[0399] Liquid soap (amount in % bw)

[0400]

[0401] Table F7

[0402] Shampoo (amount in % bw)

[0403]

[0404] Table F8

[0405] 2 in 1 Shampoo (amount in % bw)

[0406]

[0407]

[0408] Table F9

[0409] Anti-dandruff shampoo (amount in % bw)

[0410]

[0411] Table F10

[0412] Conditioner containing Crinipan. Rinse-off (amount in % bw)

[0413]

[0414] Table F11

[0415] Sprayable conditioner containing zinc pyrithione. Leave-in (amount in % bw)

[0416]

[0417] Table F12

[0418] Conditioner with UV protection (amount in % bw)

[0419]

[0420]

[0421] Table F13

[0422] Shower gel (amount in % bw)

[0423]

[0424] Table F14

[0425] Shaving foam (amount in % bw)

[0426]

[0427]

[0428] Table F15

[0429] Depilatory cream (amount in % bw)

[0430]

[0431] Table F16

[0432] Aftershave lotion (amount in % bw)

[0433]

[0434] Table F17

[0435] Deodorant preparation in roll-on gel form (amount in % bw)

[0436]

[0437]

[0438] Table F18

[0439] Clear deo roll-on antiperspirant (amount in % bw)

[0440]

[0441] Table F19

[0442] Deodorant sticks (amount in % bw)

[0443]

[0444]

[0445] Table F20

[0446] Zirconium suspension antiperspirant stick (amount in % bw)

[0447]

[0448] Table F21

[0449] Deodorant Pump Spray with SymClariol (amount in % bw)

[0450]

[0451]

[0452] Table F22

[0453] Antiperspirant preparation (amount in % bw)

[0454]

[0455] Table F23

[0456] Deodorant spray containing triclosan (amount in % bw)

[0457]

[0458] Table F24

[0459] Oil-in-water lotion (amount in % bw)

[0460]

[0461] Table F25

[0462] Body lotion (amount in % bw)

[0463]

[0464] Table F26

[0465] Cream (amount in % bw)

[0466]

[0467]

[0468] Table F27

[0469] Cream (amount in % bw)

[0470]

[0471] Table F28

[0472] Hand creams and body lotions (amount in % bw)

[0473]

[0474] Table F29

[0475] Face cream (amount in % bw)

[0476]

[0477]

[0478] Table F30

[0479] Moisturizing skin cream (amount in % bw)

[0480]

[0481]

[0482] Table F31

[0483] Anti-wrinkle cream (amount in % bw)

[0484]

[0485] Table F32

[0486] Functional skin care oil for disinfection (amount in % bw)

[0487]

[0488] Table F33

[0489] Toxic wound cream (amount in % bw)

[0490]

[0491]

[0492] Table F34

[0493] Moisturizing and disinfecting face masks (amount in % bw)

[0494]

[0495] Table F35

[0496] Disinfectant spray gel (amount in % bw)

[0497]

[0498] Table F36

[0499] Mineral wash and cleansing gel (amount in % bw)

[0500]

[0501]

[0502] Table F37

[0503] Anti-acne facial cleanser (amount in % bw)

[0504]

[0505] Table F38

[0506] Cosmetic sunscreen composition (amount in % bw)

[0507]

[0508] Table F39

[0509] Sunscreen spray (amount in % bw)

[0510]

[0511]

[0512] Table F40

[0513] Oil-in-water sunscreen spray. SPE 15-20 (amount in % bw)

[0514]

[0515]

[0516] Table F41

[0517] Sunscreen soft cream (water-in-oil type). SPF 40 (amount in % bw)

[0518]

[0519]

[0520] Table F42

[0521] Sunscreen lotion (water-in-oil type) (amount in % bw)

[0522]

[0523]

[0524] Table F43

[0525] After-sun gel (amount in % bw)

[0526]

[0527] Table F44

[0528] After-sun lotion (amount in % bw)

[0529]

[0530]

[0531] Table F45

[0532] Hair spray (amount in % bw)

[0533]

[0534] Table F46

[0535] Silicone emulsion (amount in % bw)

[0536]

[0537]

[0538] Table F47

[0539] Microemulsion gel (amount in % bw)

[0540]

[0541] Table F48

[0542] Air freshener in gel form (amount in % bw)

[0543]

[0544] Table F49

[0545] Cleaner. APC liquid. Alkaline pH 8-10 (amount in % bw)

[0546]

[0547] Table F50

[0548] Fabric softener (amount in % bw)

[0549]

[0550]

[0551] Table F51

[0552] Liquid detergent (amount in % bw)

[0553]

[0554] Table F52

[0555] Liquid detergent concentrate (amount in % bw)

[0556]

[0557]

[0558] Table F53

[0559] Toilet cleaner (amount in % bw)

[0560]

[0561] Table F54

[0562] Dishwashing detergent concentrate (amount in % bw)

[0563]

[0564]

[0565] Table F55

[0566] Dishwashing detergent concentrate (amount in % bw)

[0567]

[0568] Table F56

[0569] Solution for wet wipes (amount in % bw)

[0570]

[0571]

[0572] Table F57

[0573] Sugar-free chewing gum; all quantities are in % bw

[0574] Table F58

[0575] Toothpaste; all quantities are in % bw

[0576]

[0577] Table F59

[0578] Mouthwash concentrate; all quantities are in % bw

[0579] Table F60

[0580] Sugar-free hard candies; all quantities are in % bw

[0581]

[0582] Table F61

[0583] Hard candies; all quantities are in % bw

Claims

1. A mixture, It consists of or includes the following: a) (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide, and b) (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide, wherein the total amount of compound a) in the mixture is different from the total amount of compound b), preferably wherein the ratio of the total amount of compound a) in the mixture to the total amount of compound b) is greater than 50:50, preferably greater than 75:25, preferably greater than 90:10, more preferably greater than 95:5, more preferably greater than 98:2, or A mixture comprising: (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (compound a)), wherein the mixture does not contain (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (compound b)), or A (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (Compound a)).

2. Use of the compound a) according to claim 1 or the mixture according to claim 1 as a coolant.

3. The use according to claim 2, for regulating the cold menthol receptor TRPM8 in vitro and / or in vivo, preferably as a TRPM8 receptor agonist.

4. Use according to claim 2 or 3 for inducing a sensation of cold in humans and / or animals.

5. Use according to any one of claims 2 to 4, wherein the cooling agent is used to achieve a cooling effect on the skin or mucous membranes.

6. The use according to claim 5, wherein the cooling effect of the coolant - a cooling effect which is greater than that of a composition of the same composition in which compound a) and, if present, compound b) have been replaced by a racemic mixture of compound a) and compound b) in the same total concentration, and / or - providing a faster onset of cooling compared to the cooling effect of a composition of the same composition in which compound a) and, if present, compound b) have been replaced by a racemic mixture of compound a) and compound b) at the same total concentration.

7. Use of the compound a) according to claim 1 or the mixture according to claim 1 as a irritant agent.

8. Use of a mixture, the mixture consisting of or comprising: a) (+)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide, and b) (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furyl)-2-acrylamide, wherein the ratio of the total amount of compound b) to the total amount of compound a) in the mixture is greater than 50:50, preferably greater than 75:25, preferably greater than 90:10, more preferably greater than 95:5, more preferably greater than 98:2, or Use of a mixture comprising compound b), wherein the mixture does not contain compound a), or Use of (-)-(2E)-3-(1,3-benzodioxol-5-yl)-N-phenyl-N-(tetrahydro-3-furanyl)-2-acrylamide (compound b)). It is used as a coolant, Preferably For use in regulating the cold menthol receptor TRPM8 in vitro and / or in vivo, preferably as a TRPM8 receptor agonist, and / or For inducing a sensation of cold in humans and / or animals, and / or For use in applications where a cooling effect is achieved on the skin or mucous membranes.

9. The use according to claim 8, for achieving a cooling effect on the skin or mucous membrane, wherein the cooling effect of the coolant - a cooling effect that is weaker than that of a composition of the same composition in which compound b) and, if present, compound a) have been replaced by a racemic mixture of compound a) and compound b) in the same total concentration, and / or - providing a slower onset of cooling compared to the cooling effect of a composition of the same composition in which compound b) and, if present, compound a) have been replaced by a racemic mixture of compound a) and compound b) in the same total concentration.

10. Use of the compound b) according to claim 8 or the mixture according to claim 8 as a flavoring agent for providing or adjusting, in particular increasing, a fruity flavor.

11. The method according to claim 2, wherein the compound a) or the compound b) or the mixture is used in a fragrance mixture or a preparation for obtaining nutrition, oral hygiene or pleasure or a cosmetic preparation, and / or wherein compound a) or individually compound b) or individually the mixture is used in a composition selected from the group consisting of: a) food, preferably ice cream, mousse, cream, beverages and desserts, b) oral care products, preferably toothpaste, mouthwash and chewing gum, c) personal care products, preferably skin care or hair care products, such as sunscreens, sunburn creams, lotions and shampoos, and patches, d) Foams and gels.

12. A fragrance mixture or a preparation for obtaining nutrition, oral hygiene or pleasure or a cosmetic preparation or a composition selected from the group consisting of: a) food, preferably ice cream, mousse, cream, beverages and desserts, b) oral care products, preferably toothpaste, mouthwash and chewing gum, c) personal care products, preferably skin care or hair care products, such as sunscreens, sunburn creams, lotions and shampoos, and patches, d) Foams and gels, wherein the aromatic mixture, the formulation or the composition comprises the mixture according to claim 1 or the compound a according to claim 1 (but not compound b)) or the mixture according to claim 8 or the compound b according to claim 8 (but not compound a)).

13. A fragrance mixture, formulation or composition according to claim 12, wherein the total amount of compound a) and / or compound b) contained therein is sufficient to provide a cool sensation, and / or A feeling of irritation, and / or Fruity, or enough to adjust, especially to increase the fruity taste.

14. Use of a mixture according to claim 1 or a mixture according to claim 8 or a fragrant mixture, preparation or composition according to claim 12 or 13 or a mixture as defined in claim 1 or a mixture as defined in claim 8 according to any one of claims 2 to 11, wherein the mixture or individually the fragrant mixture, preparation or composition further comprises (1) one or more other substances having a physiological cooling effect, wherein the other substance or one, more than one or all of the other substances (i) cause a flavoring effect or (ii) do not cause a flavoring effect, and / or (2) One or more aromatic substances that do not have a physiological cooling effect and / or (3) One or more substances having a trigeminal or salivating effect without a physiological cooling effect and / or (4) (iii) one compound or (iv) two or more compounds which, independently or, in the case of (iv), together, additionally elicit a flavor modulating effect and / or a trigeminal and / or salivating stimulation.

15. A mixture according to claim 1 or a mixture according to claim 8 or a fragrance mixture, preparation or composition according to claim 12 or 13 for use in a therapeutic method for modulating TRPM8 receptors.

Citation Information

Patent Citations

  • medium WITH PHYSIOLOGICAL COOLING EFFECT

    DE2608226A1

  • means with a physiological cooling effect and effective compounds suitable for these means

    DE4226043A1

  • Prepn. of solid esterquat used as hair care compsn. by quaternising fatty acid tri:ethanolamine ester - with alkylating agent, in presence of fatty alcohol, fatty acid mono:glyceride or di:alkyl ether as dispersant and opt. emulsifier

    DE4308794C1

  • Polyvinylacetate bubble gum base composition

    EP0242325A2

  • Compositions with physiological cooling effect and active compounds suitable for such compositions

    EP0507190A1

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