Use of s,s-diacyl dithioacetals for enhancing mood in a subject
Patent Information
- Application Number
- PCT/EP2026/054720
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2025-02-20
- Filing Date
- 2026-02-20
- Publication Date
- 2026-08-27
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Abstract
Description
[0001] Use of S,S-diacyl dithioacetals for enhancing mood in a subject
[0002] This application claims the benefit of European Patent Application EP25382162 filed 20 February 2025.
[0003] Technical Field
[0004] The present invention primarily relates to the use of bis(acetylthio) methane (BATM) alone or in combination with S,S-ethylidene dithioacetate (SSEDT) for enhancing the mood of a subject, preferably a human, as well as the use of a perfumed consumer product or a flavoured foodstuff / beverages containing the same for such use.
[0005] Background Art
[0006] Senses serve as our primary interface with the environment, integrating inputs from smell, sight, hearing, taste, and touch to shape mood and emotion. Research has demonstrated that sensory cortices are tightly linked with emotional processing (see D. M. H. Thomson et al. ; “ Linking sensory characteristics to emotions: an example using dark chocolate” Food Quality and Preference, 2010, vol. 21. pp. 1117-1125; or Anais Lemercier-Talbot et al.; “Measuring automatic associations between relaxing / energizing feelings and odors”, Food Quality and Preference, 2019, vol. 77, pp. 21-31), while the direct neural connection between the olfactory bulb and limbic system highlights the potent influence of scent on mood. In this context, taste and olfaction, particularly through fragrance delivery, play crucial roles in evoking and reinforcing positive emotions, even though taste is less commonly exploited as a mood enhancer compared to olfaction.
[0007] Fresh sensory experiences have also been correlated with positive mood states. Frasnelli et al. “Perception of specific trigeminal chemosensory agonists” Neuroscience, 2011, vol.
[0008] 189, pp. 377-383 showed that the simultaneous activation of different trigeminal receptors, specifically TRPM8, which elicits cooling sensations, and Transient Receptor Potential Ankyrin 1 (TRPA1), which evokes a tingly sensation, results in an additive effect that enhances the overall sensory perception of freshness. This enhanced sensory input is believed to contribute to a more invigorating and alert state, thereby fostering a positive emotional response. In addition, the findings of H. Cao et al.; "A case study of air cleaner by the intelligent interaction and emotion” Journal of Physics: Conference Series, 2018, vol. 976, 012011 / 1-012011 / 5 provide further evidence of the beneficial impact of freshness on mood. Their work illustrates that exposure to pure and fresh air not only promotes physical health by removing harmful gases, bacteria, and viruses but also plays a significant role in alleviating stress and inducing relaxation.The relationship between the trigeminal receptor TRPA1 (Transient Receptor Potential cation channel subfamily Ankyrin, member 1), with the generation of some somatosensory sensations in the nose and mouth, for instance tingling or pungency is known (see Nilius, Bernd; Flockerzi, Veit . (2014). [Handbook of Experimental Pharmacology] Mammalian Transient Receptor Potential (TRP) Cation Channels Volume 223 || TRPs in Taste and Chemesthesis (Chapters), 827-871).
[0009] Several studies in the art collectively suggest that enhancing the activity of transient receptor potential ankyrin 1 (TRPA1) within specific neuronal populations may serve as a promising strategy for improving mood and stress resilience. For example, R. Pellegrino et al.; in Bimodal odor processing with a trigeminal component at sub and suprathreshold levels, Neuroscience 363, 2017, vol. 363, pp. 43-49; and E. H. Kim et al.; in “Subthreshold chemesthetic stimulation can enhance flavour lastingness of a soft chewable candy”, Food Research International, 2021, vol. 140 , p. 109883 found that activation of trigeminal nerves, even at sub-threshold levels, can significantly improve odor perception in terms of both intensity and pleasantness.
[0010] L. Lieder et al.; in “Structure-Dependent effects of Cinnamaldehyde Derivatives on TRPA1-lnduced Serotonin Release in Human Intestinal Cell Models” J. Agric. Food Chem. 2020, vol. 68, 3924-3932 disclosed that activation of the TRPA1 receptor by cinnamaldehyde in human intestinal cell models leads to the stimulation of serotonin release, a neurotransmitter directly involved in mood modulation. Given that low levels of serotonin are associated with depression, the ability to enhance serotonin release via TRPA1 activation supports the concept of improving mood through targeted modulation of this receptor.
[0011] Finally, Kormos et al. in “Peptidergic neurons of the Edinger-Westphal nucleus express TRPA1 ion channel that is downregulated both upon chronic variable mid stress in male mice and in humans who died by suicide”, H. Psychiatry Neurosci 2022, vol. 4: 47(3), further revealed that enhanced TRPA1 expression in mood-regulating neurons correlates with better stress adaptation and reduced depression-like behaviour, while diminished TRPA1 expression is associated with poorer mood outcomes. This suggests that enhancing TRPA1 function within these neurons may be a valuable strategy for improving resilience to stress and overall mood.
[0012] Collectively, these studies provide a robust foundation for the present disclosure, supporting the concept that enhancing TRPA1 function within specific neuronal populations can lead to improved mood, enhanced stress resilience, and potential therapeutic benefits in the treatment of mood disorders.Currently, several fragrances have been evaluated for their direct effect in eliciting a specific mood benefit. As a way of example, WO2023222753A1 discloses the use of a composition comprising various fragrance ingredients to convey a positive mood in a subject, in particular an attractive, protective, fresh, energizing, joyful, relaxing, sensual, self-confident or well-being mood. Likewise, EP3621577B1 describes compositions comprising various fragrance ingredients specifically designed to induce feelings of wellbeing and happiness through inhalation. Despite these innovations, few fragrances have been tested for their capacity to directly induce a specific mood-boosting benefit, such as happiness or euphoria.
[0013] Given the current state of the art, there remains a clear and ongoing need for the development of further compounds specifically designed to enhance positive mood.
[0014] Summary of Invention
[0015] Inventors have found that bis(acetylthio) methane (BATM) either alone or in combination with S,S-ethylidene dithioacetate (SSEDT) may be used for enhancing / reinforcing mood of a mammal, including a human, particularly positive mood. These compounds have a remarkably refreshing profile reinforced by the activation of the trigeminal nerve and have noticeable sensorial effects. Furthermore, when they are combined with either fragrance ingredients known for eliciting positive emotions or fragrances comprising these ingredients impressively increase their intensity. They may act as a booster of the freshness attribute of these known ingredients, enhancing their intensity and amplifying the emotional moods associated with them.
[0016] Bis(acetylthio) methane is known from the production of polymers, and it has also been used in the field of flavours, (see EP1090557A1). S,S-ethylidene dithioacetate is known as an active perfuming ingredient and as a flavouring agent for various products such as foodstuffs, beverages, chewing gum, toothpastes, or pharmaceutical preparations (see US5871721A). Both compounds are S,S-diacyl dithioacetals. As far as the inventors know, the boosting / enhancing effect that these compounds have by themselves in mood, and their effect in other substances known for eliciting positive emotions have not been disclosed in the prior art.
[0017] The use of bis(acetylthio) methane is especially advantageous because it has a very low odor threshold and, most importantly, still has a sensory effect when applied to fragrances, i.e. , this means that fragrance benefits are perceived when the compound is incorporated in a fragrance at very low dosage. It can also be used at very low dosage in flavoured food stuffs. Furthermore, its use at very low dosage is advantageous because ofthe less volume and because the product can be used as a concentrate that later can be reformulated.
[0018] Thus, a first aspect of the present invention relates to the use of bis(acetylthio) methane of formula (I) for enhancing mood of a mammal, including a human, specifically, it relates to the use of bis(acetylthio) methane of formula (I) above for enhancing mood of a mammal, including a human, wherein the mood is a positive mood.
[0019]
[0020] (I).
[0021] The use of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate of formula (II) for enhancing mood of a mammal, including a human is also part of the invention. This use comprises either using an ingredient comprising both components altogether or, using two separate ingredients for each single component. Specifically, the mood is a positive mood.
[0022]
[0023] Another aspect of the present invention relates to a product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes, tobacco, and vaping inhaled products comprising an effective amount for enhancing mood of a subject of either bis(acetylthio) methane, or of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate.
[0024] Finally, another aspect of the present invention relates to a method for enhancing the mood of a mammal, including a human, comprising the following steps: a) providing a product selected from the group consisting of a perfumed consumer product comprising an effective amount for enhancing mood in a mammal of the bis(acetylthio) methane, or the combination bis(acetylthio) methane with S,S-ethylidene dithioacetate; or a product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes, tobacco, and vaping inhaled products comprising an effective amount for enhancing mood of a mammal, including a human, of either bis(acetylthio) methane, or of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate; and b) adding either theperfumed product or the food stuff in an amount sufficient to enhance the mood of the mammal, including a human.
[0025] Brief Description of Drawings
[0026] FIG. 1 shows the curve dose-response of receptor TRPA1 and the mock. It represents the variation of the fluorescence signal (activation of the receptor) when the concentration of BATM increases in the media. ForTRPAI ECso= 4.2pm and Emax from 11.7 pm.
[0027] Detailed description of the invention
[0028] All terms as used herein in this application, unless otherwise stated, shall be understood in their ordinary meaning as known in the art. Other more specific definitions for certain terms as used in the present application are as set forth below and are intended to apply throughout the description and claims.
[0029] The word “comprise” for the purposes of the present invention encompasses the case of “consisting of”.
[0030] In connection with the present invention, "mood enhancing" effects may be determined as illustrated in the Examples below. Mood enhancing effects may include an enhancement on a plurality of well-being attributes such as not anxious, not sad, not restless, not frustrated, not stressed, happy, optimistic, excited, satisfied, motivated, invigorated, interested, not bored, not fatigued, mentally alert, calm, relaxed, and patient, among others.
[0031] The term “mood” described herein is considered an emotional mood and refers to either positive mood or calming mood.
[0032] Positive moods generally are moods which convey an active stimulus, preferably activating the sympathetic nervous system of the subject. It describes emotional states that are generally associated with feelings of contentment, satisfaction, and well-being. They can enhance a person's perception of the world, promote creative thinking, increase resilience, and improve social interactions.
[0033] Positive mood may include, for instance, focus mood, confidence mood, balance mood, joy mood, euphoria mood, fresh mood, well-being mood, and calming mood.
[0034] “Focus mood” in terms of the present invention is characterized by a high level of concentration and engagement with a task or activity. When someone is focused, they arefully absorbed and attentive, minimizing distractions and maximizing cognitive efficiency. Specific concepts defining this mood include clarity, reset, or renewal (see example 5). “Confidence mood” in terms of the present invention refers to a mood of self-assurance arises from experiencing a sense of cleanliness and purity. In this state, an individual develops a positive view of their own abilities and qualities, feeling capable and empowered to achieve tasks or perform in specific contexts. The sensation of being “clean and pure” free from unpleasant odors or any sensory cues associated with impurity is directly linked to the enhancement of self-confidence. -Specific concepts defining this mood include clean or pure (see example 5).
[0035] “Balance mood” in the context of the present invention refers to a state of emotional stability where a person feels calm and centered. This mood involves managing stress effectively and maintaining a harmonious state of mind, despite external pressures.
[0036] Specific concepts defining this mood include calmness, relaxation, peace, comfort, or wellness (see example 5).
[0037] “Joy mood” in the context of the present invention refers to a profound state of happiness and delight, often arising from experiences of pleasure, success, or fulfilment. It is a more intense and often shorter-lived feeling compared to general happiness. -Specific concepts defining this mood include happiness, good vibes, or cheerful (see example 5).
[0038] “Euphoria mood” in the context of the present invention describes a mood of intense excitement and happiness, often beyond what is normally expected from everyday experiences. It can feel like an overwhelming sense of well-being or bliss. Specific concepts defining this mood include energy, vitality, revitalizing, uplifting, activation, or empowering (see example 5).
[0039] “Fresh mood” in terms of the present invention describes a stimulus that triggers the sensation of being refreshed and invigorated and feeling youthful and lively.
[0040] “Well-being mood” in terms of the present invention describes a general stimulus conveying happiness, comfort, mental and physical health.
[0041] Calming mood is a mood which may convey a passive stimulus and thus have an impact on the parasympathetic nervous system. This passive stimulus may be configured to promote activity of the parasympathetic nervous system of a subject. It is associated with physiological responses indicative of increased parasympathetic nervous system influence, including reduced heart rate and increased heart rate variability. Calming moods may include, for instance, relaxing mood, and sensual mood.“Relaxing mood” in terms of the present invention, describes the degree to which the sensory stimulus is lacking in arousal but is pleasurable. It may also have a beneficial effect on the sleeping quality of a subject.
[0042] “Sensual mood” in terms of the present invention, describes a stimulus that arouses sexual instinct by increasing pleasure, desire of performance in a subject.
[0043] The term “positive emotions” in the context of the present invention refers to a spectrum of affective states that are characterized by pleasurable, satisfying, or uplifting feelings. These may include, but are not limited to, emotions such as happiness, joy, contentment, optimism, delight, and calmness, and that can be induced or augmented by exposure to fragrance ingredients.
[0044] The term "effective amount" refers to the amount of the compound which is needed to create the desired response in a subject. Most importantly, the user must be able to perceive the effect when administering the compound according to its typical usage instructions.
[0045] The term “subject” in the context of the present invention refers to a mammal, including a human.
[0046] As mentioned above, the use of bis(acetylthio) methane for enhancing mood of a mammal, including a human is part of the invention, Specifically, the mood is a positive mood. In a particular embodiment of the use, the positive mood is defined as a mood that conveys an active stimulus, configured to activate the sympathetic nervous system of a subject. An enhancement of positive mood may be assessed following the methods illustrated in the examples.
[0047] In a particular embodiment of this use, in combinations with any of the embodiments above or below, the bis(acetylthio) methane forms part of a product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes, tobacco, and vaping inhaled products.
[0048] In this context, the distinction between active stimulus and passive stimulus is about the arousal level of the stimulus and its autonomic effect: active stimulus increases arousal and sympathetic engagement, and passive stimulus reduces arousal and favors parasympathetic dominance. Thus, active stimulus refers to a stimulus having characteristics configured to induce a state of increased arousal in a subject, thereby promoting activation of the sympathetic nervous system and / or reducing parasympathetic dominance. Such characteristics may include increased intensity, dynamic variation, rapidtemporal changes, or high informational content, resulting in heightened alertness, focus, or energization. Passive stimulus refers to a stimulus having characteristics configured to induce a state of reduced arousal in a subject, thereby promoting parasympathetic nervous system activity and / or reducing sympathetic dominance. Such characteristics may include lower intensity, gradual or minimal variation, slow temporal dynamics, or low informational load, resulting in relaxation, calmness, or physiological recovery.
[0049] In a particular embodiment of the use as defined above, the positive mood is selected from the group consisting of focus mood, confidence mood, balance mood, joy mood, euphoria mood, well-being mood, and calming mood.
[0050] In another particular embodiment of the use, the mood is calming mood and is selected from the group consisting of relaxing mood and sensual mood; the relaxing mood is defined as the degree to which the sensory stimulus is lacking in arousal but is pleasurable; and the sensual mood is defined as a stimulus that arouses sexual instinct by increasing pleasure, desire of performance in a subject. The enhancement of the relaxing mood comprises increasing a sensory stimulus lacking in arousal but is pleasurable; and the enhancement of sensual mood comprises increasing a stimulus that arouses sexual instinct by increasing pleasure, desire of performance in a subject.
[0051] The use of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate (SSEDT) for enhancing mood of a mammal, including a human is also part of the invention, this use comprises either using an ingredient comprising both components altogether, or using two separate ingredients for each single component.
[0052] In a particular embodiment of this use according to the invention, the enhancement of mood refers to enhancement of positive mood. In another particular of the use according to the invention, the enhancement of positive mood refers to an enhancement on focus mood, confidence mood, balance mood, joy mood, euphoria mood, , and well-being mood. In another more particular embodiment, the enhancement of positive mood refers to an enhancement on focus, confidence, balance, joy, and / or euphoria moods.
[0053] In a particular embodiment of the use according to the invention, the enhancement of mood refers to enhancement of calming mood such as relaxing mood.
[0054] In a particular embodiment of the use according to the present invention, in combination with any of the embodiments below, the ingredients, bis(acetylthio) methane or its combination with S,S-ethylidene dithioacetate are encapsulated. Encapsulation can be used to protect ingredients from interactions with other ingredients in the product e.g.,bleaches or to control the delivery of fragrances so that consumers have a better experience from using a product. Capsules containing the ingredient may be prepared by any of the commonly known techniques such as spray drying as described in WO2014118354A1, interfacial reaction such as amine aldehyde polycondensation reactions as described in US6261483B1, or free radical polymerization as described in EP2234712A2, or coacervation of oppositely charged polymers as described in US2800457A.
[0055] Bis(acetylthio) methane or its combination with S,S-ethylidene dithioacetate have very advantageous perfuming and flavouring properties and they develop, at high dilution, very useful odor notes for both perfumed products and flavoured consumer products. Any solvent applicable in perfumery may be suitable for making the dilutions at the required concentration to dose it properly. Example of such solvents are triethyl citrate, dipropyleneglycol, dipropyleneglycol methyl ether, diethyl phthalate, benzyl benzoate, ethanol, isopropanol, isopropyl myristate.
[0056] As illustrated in the examples, bis(acetylthio)methane (BATM), and in particular, its combination with S,S-ethylidene dithioacetate has the ability to activate trigeminal nerves. These nerves transmit somatosensory information from the face, including mouth and nasal cavities, to the brain. They are responsible for detecting sensations such as temperature, texture, or pain. These receptors can be activated by chemical compounds, this is known as chemesthesis or chemical touch which can significantly contribute to the overall smell experience.
[0057] Specifically, the molecule has the ability to activate the trigeminal receptor TRPA1 (Transient Receptor Potential cation channel subfamily Ankyrin, member 1. The compound can modulate the olfactory signal changing the smell experience. Besides, the compound has high specificity and potency for TRPA1, with no off-target effects observed This indicates that BATM activate the trigeminal receptor TRPA1 related to tingly sensations in the nose (See Example 1). The ability to activate trigeminal nerves may be evaluated as illustrated in Example 1. Thus, in a particular embodiment of the use of the invention, in combination with any of the embodiments above or below, the bis(acetylthio) methane enhances positive mood by activating the trigeminal receptor TRPA1 related to tingly sensations in the nose.
[0058] In a particular embodiment of the use according to the present invention, in combination with any of the embodiments above or below, the bis(acetylthio) methane and the S,S-ethylidene dithioacetate are in weight ratio ranging from 19:1 to 1:19. In another particular embodiment, the bis(acetylthio) methane and the S,S-ethylidene dithioacetate are in aweight ratio ranging from 7.5:1 to 1:7.5. In another particular embodiment, the bis(acetylthio) methane and the S,S-ethylidene dithioacetate are in a weight ratio ranging from 7.5:1 to 1:6. In another particular embodiment, the bis(acetylthio) methane and the S,S-ethylidene dithioacetate are in a weight ratio ranging from 7.5:1 to 1:1. In another particular embodiment, the bis(acetylthio) methane and the S,S-ethylidene dithioacetate are in weight ratio ranging from 6:1 to 1:1. In another particular embodiment, the bis(acetylthio) methane and S,S-ethylidene dithioacetate are in a weight ratio of 8:1. In another particular embodiment, the bis(acetylthio) methane and the S,S-ethylidene dithioacetate are in a weight ratio ranging from 7.5.1. In another particular embodiment, the bis(acetylthio) methane and the S,S-ethylidene dithioacetate are in a weight ratio 1:1.
[0059] In another particular embodiment of the use according to the present invention, in combination with any of the embodiments above or below, the enhancement effect on positive mood comprises increasing one or more emotions selected from the group consisting of focus, confidence, balance, joy, and euphoria.
[0060] The bis(acetylthio) methane alone or in combination with S,S-ethylidene dithioacetate may also exert other positive emotions such as refreshed, energized, good spirits, relieved, optimistic, and / or comforted, alone or in combination with one or more emotions selected from the group consisting of focus, confidence, balance, joy, and euphoria, Thus, in a particular embodiment of the use, bis(acetylthio) methane alone or in combination with S,S-ethylidene dithioacetate is uses for enhancing positive mood in a mammal where the enhancement comprises increasing one or more emotions selected from refreshed, energized, good spirits, relieved, optimistic, and comforted.
[0061] As used herein, the term “refreshed” refers to a subjective state of renewed mental and / or physical freshness, which may be characterized by reduced perceived fatigue and an increased sense of clarity, alertness, or readiness.
[0062] As used herein, the term “energized” refers to a subjective state of increased perceived energy or vigor, which may be characterized by increased motivation, increased readiness for activity, and / or reduced perceived lethargy.
[0063] As used herein, the phrase “in good spirits” refers to subjective state, which may be characterized by cheerfulness, and a tendency toward positive appraisal of experiences.
[0064] As used herein, the term “relieved” refers to a subjective state associated with a reduction in negative affect following a perceived reduction or removal of stress, discomfort, worry, or burden.As used herein, the term “optimistic” refers to a subjective state characterized by positive expectation regarding future outcomes, including anticipation of favorable results and / or a reduced tendency to expect negative outcomes.
[0065] As used herein, the term “comforted” refers to a subjective state of increased emotional ease or reassurance, which may be characterized by feeling soothed, supported, secure, and / or less distressed.
[0066] In another particular embodiment of the use according to the present invention, in combination with any of the embodiments above or below, the bis(acetylthio) methane alone or in combination with S,S-ethylidene dithioacetate produces the enhancing effect on mood, in particular positive mood by increasing the effect of either other fragrance ingredients known for eliciting positive emotions or fragrances comprising these other ingredients. This is a boosting effect. For instance, as illustrated in the examples, the smell intensity of the tested raw material or fragrance composition (e.g. lemon) is higher in presence of the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate used, indicating a boosting effect for the specific character of the tested raw material or fragrance composition. Sensory tests as it is illustrated in the examples can be used to assess the boosting effect of BATM on the perception of freshness of other odorous materials.
[0067] Bis(acetylthio) methane or its combination with S,S-ethylidene dithioacetate exert an enhancement on freshness given by the smell of some fragrance materials already considered fresh. This is a synergistic effect. Thus, in a particular embodiment of the use according to the present invention, in combination with any of the embodiments above or below, the effect on either other fragrance ingredients known for eliciting positive emotions or fragrances comprising these other ingredients comprises enhancing the freshness given by the smell of odours materials already considered fresh, thereby enhancing and amplifying the mood associated with this attribute, in particular positive mood (see also Example 5).
[0068] In a particular embodiment of the previous use, the weight ratio of fragrance materials already considered fresh / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 1:1. to 10,000,000:1. In another particular embodiment of the use, the weight ratio of fragrance materials already considered fresh / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 1 ,000:1 to 5,000,000: 1. In another particular embodiment of the use, the weight ratio of fragrance materials already considered fresh / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 20,000:1 to 1,000,000:1. In another particularembodiment of the use, the weight ratio of fragrance materials already considered fresh / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 20,000:1 to 100,000:1. As it is illustrated in the examples, very small amounts of bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate are enough to have this synergistic effect increase in freshness of such substances.
[0069] BATM also enhances the olfactory perception (intensity and longevity) of some other fragrance materials, for instance, lemon , spearmint, ginger, and cardamon which are known for eliciting positive emotions. Thus, in another particular embodiment of the uses of the present invention, in combination with any of the embodiments below, the bis(acetylthio) methane alone or in combination with S,S-ethylidene dithioacetate further produces an enhancing effect on odor intensity and on longevity of either other fragrance ingredients known for eliciting positive emotions or fragrances comprising these other ingredients, i.e. there is an increased perception..
[0070] The examples also illustrate that very small amounts of bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate are sufficient to have this significance increase in odor intensity and longevity of such substances.
[0071] In a particular embodiment of the use when comprising an enhancing effect on odor intensity and on longevity of either other fragrance ingredients known for eliciting positive emotions or fragrances comprising these other ingredients, the weight ration of such ingredients / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 1 : 1. to 10,000,000: 1. In another particular embodiment of this use, the weight ratio of these other ingredients / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 1,000:1 to 5,000,000:1. In another particular embodiment of the use, the weight ratio of these other ingredients / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 20,000:1 to 1,000,000:1. In another particular embodiment of the use, the weight ratio of fragrance materials already considered fresh / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate may be of from 20,000:1 to 200,000:1.
[0072] Preferred weight ratio for lemon / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate is from 200,000:1 to 20,000:1. Preferred weight ratio for spearmint bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate is from 1,000,000:1 to 20,000:1. Preferred weight ratio for ginger / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate is from 200,000:1 to
[0073] 20,000:1 Preferred weight ratio for cardamon / bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate is from 200,000:1 to 20,000:1. BATM can also extendthe duration of the odorant effect of some fragrances.
[0074] While the compound demonstrates significant fragrance benefits when incorporated at very low dosages in fragrances, and similar benefits at low dosages in a product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes, tobacco, and vaping inhaled products, it should be noted that higher dosages of this compound can also be utilized. Although using the compound at very low dosages is advantageous due to reduced volume requirements and the potential for the product to be used as a concentrate that can be reformulated, the efficacy and functional properties of the compound are maintained at higher dosages.
[0075] These other fragrance ingredients known for enhancing mood, in particular for eliciting positive emotions, in particular, fragrance raw materials and their effect on mood are those disclosed by Sonia Corazza in Aromacologia, uma ciencia de muitos cheiros, Publisher: Senac, 3rd Edition (2010), pp 143-254, 277, 296-297, 299, 316, 318.
[0076] Specifically, in the context of the present invention, these ingredients known for eliciting positive emotions are olfactive active compounds, which refers to compounds that provide a desirable smell. The term olfactive active compounds as used herein is synonymous of “perfuming active compound” or “odor active compound”. Some of these ingredients are also known for producing an effect on freshness.
[0077] The ingredients known for enhancing mood may be fragrance raw materials, particularly, they may be either essential oils or synthetic fragrance ingredients. The ingredients may also be forming part of fragrances.
[0078] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, the other fragrance ingredients known for enhancing mood, in particular for eliciting positive emotions are materials selected from the group consisting of citrus, aromatic / mint (herbal), spicy, green, fruity, aldehydic, floral, terpenic, sulphurous, Gourmand, ozonic, marine, woody, woody ambery, leather, balsamic, salicylic, ambergris, musk, animalic and mossy.
[0079] Examples of citrus raw materials are bergamot oil, lemon oil, orange oil, mandarin oil, grapefruit oil, linalool, litsea cubeba oil, petitgrain oil, linalyl acetate, octanal, nonanal, decanal, citronelyl nitrile, citral, citronella, dihydromyrcenol, and tetrahydrolinalool, tetrahydromyrcenol, methyl pamplemousse, lemonile, lime oxide, limetol, citronitrile, citrathal, limediene, terpinolene, and valencene.
[0080] Examples of aromatic / mint raw materials are eucalyptus oil, thyme oil, artemisia oil, aniseoil, cedar leaf oil, estragon oil, lavandin oil, peppermint oil, spearmint oil, rosemary oil, rosemary absolute, clary sage oil, cistus oil, tea tree oil, lavender oil, lavender abs, anisic alcohol, estragole, eucapyptol, isomenthone, carvacrol, menthone, methyl salicylate, fenchyl acetate, heptyl acetate, methyl nonyl ketone, thymol, anethol, and laevo carvone.
[0081] Examples of spicy raw materials are, clove bud oil, clove leaf oil, coriander oil, ginger oil, ginger extract CO2, red berry CO2, juniper, elemi oil, nutmeg oil, cumin oil, laurel leaf oil, mace oil, cinnamon bark oil, black pepper oil, cardamom oil, eugenol isoeugenol, methyl eugenol, dihydro eugenol, cuminic aldehyde, cuminic alcohol, cinnamic aldehyde, cinnamic alcohol, and safranal.
[0082] Examples of green raw materials are galbanum, birch leaf, cyclal, c, neobutenone alpha, hexanol, octanol, cyclovertal, cis-3-hexenol, E-2-hexenal, E-2-hexenol, vertocitral, hexanal, allyl amyl glycolate, cis-3-hexenyl propionate, cis-3-hexenyl caproate, cis-3-hexeny acetate, cyclogalbanate, sytralyl alcohol, liffarome, spiroxide, dynascone, perilla alcohol, florhydral, trifernal, udecavertol, 2-isopropyl-3-methoxy pyrazine, sec-butyl methoxy pyrazine, and isobutyl methoxy pyrazine.
[0083] Examples of fruity raw materials are fructalate, styrallyl acetate, isoamyl acetate, benzyl butyrate, isoamyl butyrate, ethyl caproate, allyl enanthate, hexyl acetate, isoamyl isovalerate, verdox, ethyl 2-methylbutyrate, phenyrat, rhubofix, rhubafuran, veloutone, manzanate, nectarate, melonal, benzaldehyde, decalactone gamma, undecalactone delta, undecalactone gamma, nonalactone gamma, octalactone delta, octalactone gamma, davana oil, and carrot seed oil
[0084] Examples of aldehydic raw materials are aldehyde C-12 lauric, aldehyde C-12 mna, aldehyce C-11, isovalerianic aldehyde, farenal, mandarinal, intreleven aldehyde, vernaldehyde, E-2-decenal, E-2-undecenal, 9-decenal, and aldehyce supra.
[0085] Examples of floral raw materials are ylang ylang oil, tuberose, tagette oil, orange flower absolute, neroli oil, jasmin absolute, rose absolute, rose oil, violet leaf absolute, pink lotus absolute, geranium oil, hedione, benzyl acetate, methyl anthranilate, bourgeonal, citronellol, geraniol, hydroxycitronellal, ionone alpha, ionone beta, methyl ionone, nerol, nerolidol, rose oxide, dupical, rosalva, jasmolactone, damascene alpha, cyclamen aldehyde, beta damascenone, irisnitrile, and mayol.
[0086] Examples of terpenic raw materials are pine needle oil, turpentine oil, anisic aldehyde, terpenyl acetate, neononyl acetate, borneol, camphene, para-cymene, myrcene, pinene alpha, pinene beta, terpinen-4-ol, ocineme, terpinene alpha, and dihydroterpineol,Examples of sulfurous raw materials are black currant bud absolute buchu oil, thiocineole, dimethyl sulfide, thiomenthone, furfuryl mercaptan, oxane, , benzothiazole, 2-acetylthiazole, grapefruit mercaptan, and sauvignone 100.
[0087] Examples of gourmand raw materials are coffee extract CO2, sesame absolute, cocoa absolute, nootkatone, phenylacetic acid, benzyl phenylacetate, furaneol, furfuraldehyde, beeswax abs. acetoin, creosol, rhumacetal, 4-ethylguaiacol, bamboo ketone, whisky lactone, 2,3,5-trimethyl pyrazine, 2,3-dimethyl pyrazine, and 2-acetyl pyrazine.
[0088] Examples of ozonic raw materials are floralozone, melozone, and scentenal.
[0089] Examples of marine raw materials are calone, algenone, oceanol, cascalone, and methoxymelonal.
[0090] Examples of woody raw materials are amyris oil, patchouli oil vetiver oil, birch tar oil, cedarwood oil, sandalwood oil, blue cypress oil, gurjum oil, cedryl acetate, cedramber, cedrol, guaiacol, vetiverol, iso e super, bacdanol, sandalore, isobornyl propionate, osyrol, caryophyllene oxide, polysantol, firsantol, mysoral, ebanol, javanol, clearwood, and dartanol.
[0091] Examples of woody ambery, raw materials are timbersilk, ambermax, trimofix, norlimbanol, trisamber, vertofix coeur, amber core, kephalis, amberketal, cashmeran, and amber xtreme.
[0092] Examples of leather raw materials are amyl benzoate, sec-butyl quinoline, isobutyl quinoline, para-cresol, safraleine, para-cresyl isobutyrate, and suederal.
[0093] Examples of balsamic raw materials arelabdanum absolute, benjoin absolute, labdanum resinoid, tonka resinoid, tonka absolute, olibanum oil, olibanum resinoid, peru balsam, opoponax oil, styrax oil, tolu resinoid, myrrh oil, ambreine, ultravanil 80, coumarin, maltol, ethyl maltol, benzoic acid, heliotropin, vanillin, coumarin, and benzyl cinnamate.
[0094] Examples of salicylic raw materials are amyl salicylate, benzyl salicylate, hexyl salicylate, cis-3-hexenyl salicylate, phenylethyl salicylate, isoamyl salicylate, prenyl salicylate.
[0095] Examples of ambergris raw materials are abroad, ambrinol, ambrofix, cetalox, and polyambrol.Examples of musk raw materials are Romandolide, galaxolide, musk ketone, ethylene brassylate, fixolide, traseolide, helvetolide, muscone, habanolide, ambretone, and exaltone.
[0096] Examples of animalic raw materials are para-cresyl acetate, para-cresyl caprylate, indole, costus oliffac, scatol, civettone, pelargonic acid, agarwood oil, castoreum absolute, and 3-phenylpropionic acid.
[0097] Examples of mossy raw materials are evernyl, oakmoss absolute, and orcinyle.
[0098] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, the other fragrance ingredients known for eliciting positive emotions are materials selected from the group consisting of citrus, aromatic / mint and spicy.
[0099] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, the other fragrance ingredients known for eliciting positive emotions are selected from the group consisting of cardamom, ginger, bergamot, grapefruit, cinnamon, geranium, cypress, rose, ylang ylang, vetiver, tuberose, juniper, lavender, petitgrain, patchouli, clary sage, cedarwood, chamomile, olibanum, neroli, sandalwood .vanilla, lemon, spearmint, bergamot, orange, jasmin, citronella, lavandin, thyme, benjoin, nutmeg, peru balsam, elemi and violet.
[0100] In another particular embodiment, of the use according to the invention, in combination with any of the embodiments below, the fragrance ingredients known for eliciting positive emotions are selected from the group consisting of lemon , ginger, spearmint, and cardamom. They may be in the form of natural oils.
[0101] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, the other fragrance ingredients known for eliciting positive emotions are selected form the group consisting of rose, ylang ylang, vetiver, jasmin, tuberose, juniper, and the positive emotion is confidence.
[0102] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, the other fragrance ingredients known for eliciting positive emotions are selected form the group consisting of lavender, petitgrain, patchouli, clary sage, cedarwood, chamomile, olibanum, and the positive emotion is balance.
[0103] In another particular embodiment of the use of the present invention, in combination withany of the embodiments below, the other fragrance ingredients known for eliciting positive emotions are selected form the group consisting of cardamom, ginger, bergamot, grapefruit, cinnamon, geranium, cypress, and the positive emotion is focus.
[0104] In another particular embodiment of the use, of the present invention, in combination with any of the embodiments below the other fragrance ingredients for eliciting positive emotions are selected form the group consisting of neroli, sandalwood, vanilla, and the positive emotion is joy.
[0105] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, the other fragrance ingredients known for eliciting positive emotions are selected form the group consisting of lemon, spearmint, bergamot, orange, and jasmin, and the positive emotion is euphoria.
[0106] In a particular embodiment of the use of the present invention, in combination with any of the embodiments below, either the bis(acetylthio) methane, or the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate are fragrance ingredients. In another particular embodiment of the use according to the invention, the fragrance ingredient is that where the bis(acetylthio) methane is in a range from 5 to 95% of the total weight of the fragrance ingredient. In another particular embodiment of the use, the fragrance ingredient is that where S,S-ethylidene dithioacetate is present in a range from 5 to 95% of the total weight of the fragrance ingredient.
[0107] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, either the bis(acetylthio) methane, or the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate form part of a perfumed consumer product.
[0108] As used herein, “perfumed product” or "consumer product" means products intended to be used or consumed in the form as sold, and not for its subsequent modification of commercial manufacture or resale. The perfumed product according to the invention may be fine fragrances, air care products, cosmetic products, personal care products such as body sprays, detergents and laundry conditioners, carpet cleaners, air fresheners, textiles and soft furnishings, deodorizing or odor-removing products, odor control products, or scented items.
[0109] In a particular embodiment, of the use of the present invention, in combination with any of the embodiments below, the consumer product is a fragrance. The terms "fragrance" and "perfume" are used interchangeably herein, and they refer to a mixture of olfactively activecompounds and, if desired, it may include auxiliary substances, such as additives or carriers.
[0110] The fragrances for the purposes of the present invention may comprise further olfactively active compounds. A wide variety of olfactively active compounds are known for perfumery use, including an extensive range of natural and synthetic products currently available such as alcohols, aldehydes, ketones, essential oils, ethers and acetals, esters, lactones, macrocycles, heterocycles, alkenes, ethers, nitriles, amines, oximes, ketals, thiols, thioketones, imines, etc. and mixtures thereof.
[0111] Without wishing to be limited, the chemical compounds comprising the ingredients of the perfume, generally have molecular weights of less than 325 atomic mass units, preferably less than 300 atomic mass units and more preferably less than 275 atomic mass units to ensure sufficient volatility to be noticeable. Furthermore, the compounds have molecular weights greater than 75 atomic mass units, preferably greater than 100 atomic mass units as lower masses may be too volatile. It may further be preferred that each perfume ingredient has a boiling point in the range 80-400° C, such as in the range 100-350° C., when measured at 760 mm Hg. Ingredients of the fragrance do not contain strongly ionizing functional groups such as sulphonates, sulphates, or quaternary ammonium ions, nor halogen atoms.
[0112] Fragrances for the purposes of the present invention may optionally contain other natural extracts, such as essential oils. Natural extracts are produced by subjecting suitable natural materials such as plant components: leaves, flowers, seeds, roots or stems to an extraction process. The extraction processes are well known to those skilled in the art. Essential oils can undergo additional processes to rectify and purify the oils for example by removing the terpene components via a "head cut" and / or removing the wax components via a "tail cut". Such natural extracts include but are not limited to those obtained from citrus species such as: lemons, oranges, mandarin, grapefruit, ugly fruit; from spices such as anise, cinnamon clove, herbs such as basil, mint, lavender, lavandin, thyme, rosemary, or many varieties of plants such as geranium, various roses, citronella, cypress, eucalyptus, Peru balsam, camphor, sandalwood, ylang, cedarwood, and mixtures thereof.
[0113] Perfumes can be relatively simple in their composition with a minimum of two fragrance ingredients, or they can comprise highly complex mixtures of natural and synthetic chemical compounds, chosen to provide any desired odor. For creativity it is preferred if the perfume composition contains more than 5 perfume ingredients, more preferable thatperfume compositions contain more than 10 perfume ingredients. Perfume ingredients are well known in the art.
[0114] Without limitation examples of perfume ingredients include: hydrocarbons such as 3-carene; a-pinene; pp-pinene; a-terpinene; y-terpinene; p-cymol; bisabolene; camphene; caryophyllene; cedrene; farnesene; limonene; longifolene; myrcene; ocimene; valencene; or (E,Z)-1,3,5-undecatriene; aliphatic alcohols, such as hexanol; octanol; 3-octanol; 2,6-dimethylheptanol; 2-methylheptanol, 2-methyloctanol; (E)-2-hexenol; (E)- and (Z)-3-hexenol; 1-octen-3-ol; mixture of 3,4,5,6,6-pentamethyl-3 / 4-hepten-2-ol and 3, 5,6,6-tetramethyl-4-methyleneheptan-2-ol; (E,Z)-2,6-nonadienol; 3,7-dimethyl-7-methoxyoctan-2-ol; 9-decenol; 10-undecenol; 4-methyl-3-decen-5-ol; aliphatic aldehydes and acetals thereof such as hexanal; heptanal; octanal; nonanal; decanal; undecanal; dodecanal; tridecanal; 2-methyloctanal; 2-methylnonanal; (E)-2-hexenal; (Z)-4-heptenal; 2,6-dimethyl-5-heptenal; 10-undecenal; (E)-4-decenal; 2-dodecenal; 2,6,10-trimethyl-5,9-undecadienal; heptanal diethyl acetal; 1,1-dimethoxy-2,2,5-trimethyl-4-hexene; citronellyloxyacetaldehyde; aliphatic ketones and oximes thereof such as 2-heptanone; 2-octanone; 3-octanone; 2-nonanone; 5-methyl-3-heptanone; 5-methyl-3-heptanonoxime; 2.4.4.7-tetramethyl-6-octen-3-one; aliphatic sulphur-containing compounds such as 3-methylthiohexanol; 3-methylthiohexyl acetate; 3-mercaptohexanol; 3-mercaptohexyl acetate; 3-mercaptohexyl butyrate; 3-acetylthiohexyl acetate; 1-menthene-8-thiol; aliphatic nitriles such as 2-nonenonitrile; 2-tridecenonitrile; 2,12-tri-decenonitrile; 3,7-dimethyl-2,6-octadienonitrile; 3,7-dimethyl-6-octenenitrile; aliphatic carboxylic acids and esters thereof such as (E)- and (Z)-3-hexenyl formate; ethyl acetoacetate; isoamyl acetate; hexyl acetate; 3,5,5-trimethylhexyl acetate; 3-methyl-2-butenyl acetate; (E)-2-hexenyl acetate; (E)- and (Z)-3-hexenyl acetate; octyl acetate; 3-octyl acetate; 1-octen-3-yl acetate; ethyl butyrate; butyl butyrate; isoamyl butyrate; hexyl butyrate; (E)- and (Z)-3-hexenyl isobutyrate; hexyl crotonate; ethyl isovalerate; ethyl-2-methyl pentanoate; ethyl hexanoate; allyl hexanoate; ethyl heptanoate; allyl heptanoate; ethyl octanoate; ethyl (E,Z)-2,4-decadienoate; methyl 2-octynoate; methyl 2-nonynoate; allyl 2-isoamyl oxyacetate; methyl 3,7-dimethyl-2,6-octadienoate; terpene alcohols such as citronellol; geraniol; nerol; linalool; lavadulol; nerolidol; farnesol; tetrahydrolinalool; tetrahydrogeraniol; 2,6-dimethyl-7-octen-2-ol; 2,6-dimethyloctan-2-ol; 2-methyl-6-methylene-7-octen-2-ol; 2,6-dimethyl-5,7-octadien-2-ol; 2,6-dimethyl-3,5-octadien-2-ol; 3.7-dimethyl-4,6-octadien-3-ol; 3,7-dimethyl-1 ,5,7-octatrien-3-ol; 2,6-dimethyl-2,5,7-octatrien-1-ol; and formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglates, and 3-methyl-2-butenoates thereof; terpene aldehydes and ketones such as geranial; neral; citronellal; 7-hydroxy-3,7-dimethyloctanal; 7-methoxy-3,7-dimethyloctanal; 2,6,10-trimethyl-9-undecenal; geranyl acetone; and the dimethyl and diethyl acetals of geranial, neral, and 7-hydroxy-3,7-dimethyloctanal; cyclic terpene alcohols such as menthol; isopulegol; a-terpineol; terpinenol-4; menthan-8-ol; menthan-1-ol; menthan-7-ol; borneol; isoborneol; linalool oxide; nopol; cedrol; ambrinol; vetiverol; guaiol; and their formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglates, and 3-methyl-2-butenoates; cyclic terpene aldehydes and ketones such as menthone; isomenthone; 8-mercaptomenthan-3-one; carvone; camphor; fenchone; a-ionone; [3-ionone; a-n-methylionone; [3-ethylionone; a-isomethylionone; [3-isomethylionone; a-irone; a-damascone; [3-damascone; -[3-damascenone; y-damascone; b-damascone; 1 -(2,4,4-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one; 1,3, 4,6,7, 8a-hexahydro-1 , 1,5, 5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-one; nootkatone; dihydronootkatone; a-sinensal; beta-sinensal; methyl cedryl ketone; cyclic alcohols such as 4-tert-butylcyclohexanol; 3,3,5-trimethylcyclohexanol; 3-isocamphylcyclohexanol; 2,6,9-trimethyl-(Z2,Z5,E9)-cyclododecatrien-1-ol; 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol; from the group of the cycloaliphatic alcohols for example a,3,3-trimethyl-cyclohexyl methanol; 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)butanol; 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol; 2-ethyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol; 3-methyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-pentan-2-ol; 3-methyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol; 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol; 1 -(2,2,6-trimethylcyclohexyl)pentan-3-ol; 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol; cyclic ethers such as cineol; cedryl methyl ether; cyclododecyl methyl ether;
[0115] (ethoxymethoxy)cyclododecane; a-cedrene epoxide; 3a, 6, 6,9a-tetramethyldodecahydronaphtho[2,1-b]furan; 3a-ethyl-6,6,9a-trimethyldodecahydronaph-tho[2,1-b]furan; 1,5,9-trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene; rose oxide; 2-(2,4-dimethyl-3-cyclohexen-1-yl)-5-methyl-5-(1-methylpropyl)-1,3-dioxane; cyclic ketones such as 4-tert-butylcyclohexa none; 2,2,5-tri methyl-5-pentylcyclo-pentanone; 2-heptylcyclopentanone; 2-pentylcyclopentanone; 2-hydroxy-3-methyl-2-cyclopenten-1-one; 3-methyl-cis-2-penten-1-yl-2-cyclopenten-1-one; 3-methyl-2-pentyl-2-cyclopenten-1-one; 3-methyl-4-cyclopentadecenone; 3-methyl-5-cyclopentadecenone; 3-methylcyclopentadecanone; 4-(1-ethoxyvinyl)-3,3,5,5-tetra methylcyclohexanone; 4-tert-pentylcyclohexanone; 5-cyclohexadecen-1-one; 6,7-dihydro-1 ,1 ,2,3,3-pentamethyl-4(5H)-indanone; 9-cycloheptadecen-1-one; cyclopentadecanone; cyclohexadecanone; cycloaliphatic aldehydes such as 2,4-dimethyl-3-cyclohexenecarbaldehyde; 2-methyl-4-(2,2,6-tri methylcyclohexen-1-yl)-2-butenal; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexenecarbaldehyde; 4-(4-methyl-3-penten-1-yl)-3-cyclohexenecarbaldehyde; cycloaliphatic ketones such as 1-(3,3-dimethylcyclohexyl)-4-penten-1-one; 1 -(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; 2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octa-hydro-2-naphthalenyl methyl ketone; methyl 2,6,10-trimethyl-2,5,9-cyclododecatrienyl ketone; tert-butyl 2,4-dimethyl-3-cyclohexen-1-yl ketone; esters of cyclic alcohols such as 2-tert-butylcyclohexyl acetate; 4-tert-butylcyclo-hexylacetate; 2-tert-pentylcyclohexylacetate; 4-tert-pentylcyclohexyl acetate; decahydro-2-naphthylacetate; 3-pentyltetrahydro-2H-pyran-4-yl acetate; decahydro-2, 5, 5, 8a-tetramethyl-2-naphthyl acetate; 4,7-methano-3a,4,5,6,7,7a-hexahydro-5- or-6-indenyl acetate; 4,7-methano-3a,4,5,6,7,7a-hexahydro-5- or-6-indenyl propionate; 4,7-methano-3a,4,5,6,7,7a-hexahydro-5- or-6-indenyl isobutyrate; 4,7-methanooctahydro-5- or-6-indenyl acetate; esters of cycloaliphatic carboxylic acids such as allyl 3-cyclohexyl propionate; allyl cyclohexyloxyacetate; methyl dihydrojasmonate; methyl jasmonate; methyl 2-hexyl-3-oxocyclopentanecarboxylate; ethyl 2-ethyl-6,6-dimethyl-2-cyclohexenecarboxylate; ethyl 2,3,6,6-tetramethyl-2-cyclohexenecarboxylate; ethyl 2-methyl-1,3-dioxolane-2-acetate; aromatic hydrocarbons such as styrene and diphenylmethane; araliphatic alcohols such as benzyl alcohol; 1-phenethyl alcohol; 2-phenethyl alcohol; 3-phenylpropanol; 2-phenylpropanol; 2-phenoxyethanol; 2,2-dimethyl-3-phenylpropanol; 2,2-dimethyl-3-(3-methylphenyl)propanol; 1,1-dimethyl-2-phenethyl alcohol; 1,1-dimethyl-3-phenylpropanol; 1 -ethyl-1 -methyl-3-phenylpropanol ; 2-methyl-5-phenylpentanol ; 3-methyl-5-phenylpentanol; 3-phenyl-2-propen-1-ol; 4-methoxybenzyl alcohol; 1-(4-isopropylphenyl)ethanol; esters of araliphatic alcohols and aliphatic carboxylic acids such as benzyl acetate; benzyl propionate; benzyl isobutyrate; benzyl isovalerate; 2-phenethyl acetate; 2-phenethyl propionate; 2-phenethyl isobutyrate; 2-phenethyl isovalerate; 1-phenethyl acetate; a-trichloromethylbenzyl acetate; a, a-dimethylphenethyl acetate; a,a-dimethyl-phenethyl butyrate; cinnamyl acetate; 2-phenoxyethyl isobutyrate; 4-methoxybenzyl acetate; araliphatic ethers such as 2-phenethyl methyl ether; 2-phenethyl isoamyl ether; 2-phenethyl 1 -ethoxyethyl ether; phenylacetaldehyde dimethyl acetal; phenylacetaldehyde diethyl acetal; hydratropic aldehyde dimethyl acetal; phenylacetaldehyde glycerol acetal; 2,4,6-trimethyl-4-phenyl-1,3-dioxane; 4, 4a, 5,9b-tetrahyd roindeno[1,2-c1]-m-dioxin; 4,4a,5,9b-tetrahyd ro-2,4-dimethylindeno[1,2-d]-m-dioxin; aromatic and araliphatic aldehydes such as benzaldehyde; phenylacetaldehyde; 3-phenylpropanal; hydratropic aldehyde; 4-methylbenzaldehyde; 4-methylphenyl-acetaldehyde; 3-(4-ethylphenyl)-2,2-dimethylpropanal; 2-methyl-3-(4-isopropylphenyl)-propanal; 2-methyl-3-(4-tert-butylphenyl)propanal; 3-(4-tert-butylphenyl)propanal; cinnamaldehyde; a-butylcinnamaldehyde; a-amylcinnamaldehyde; a-hexylcinnamaldehyde; 3-methyl-5-phenylpentanal; 4-methoxybenzaldehyde; 4-hydroxy-3-methoxybenzaldehyde; 4-hydroxy-3-ethoxybenzaldehyde; 3,4-methylenedioxybenzaldehyde; 3,4-dimethoxybenzaldehyde; 2-methyl-3-(4-methoxyphenyl)propanal; 2-methyl-3-(4-methylenedioxyphenyl)propanal; aromatic and araliphatic ketones such as acetophenone; 4-methylacetophenone; 4-methoxyacetophenone; 4-tert-butyl-2,6-dimethylacetophenone; 4-phenyl-2-butanone; 4-(4-hydroxyphenyl)-2-butanone; 1-(2-naphthalenyl)ethanone; benzophenone; 1, 1,2, 3,3,6-hexamethyl-5-indanyl methyl ketone; 6-tert-butyl-1,1-dimethyl-4-indanyl methyl ketone; 142,3-dihydro-1 ,1 ,2,6-tetramethyl-3-(1-methylethyl)-1 H-5-indenyllethanone; 5', 6', 7', 8'-tetrahydro-3', 5', 5', 6', 8', 8'-hexamethyl-2-acetonaphthone; aromatic and araliphatic carboxylic acids and esters thereof such as benzoic acid; phenylacetic acid; methyl benzoate; ethyl benzoate; hexyl benzoate; benzyl benzoate; methylphenyl acetate; ethylphenyl acetate; geranyl phenyl acetate; phenethyl phenylacetate; methyl cinnamate; ethyl cinnamate; benzyl cinnamate; phenylethyl cinnamate; cinnamyl cinnamate; allyl phenoxyacetate; methyl salicylate; isoamyl salicylate; hexyl salicylate; cyclohexyl salicylate; cis-3-hexenyl salicylate; benzyl salicylate; phenylethyl salicylate; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; ethyl 3-phenylglycidate; ethyl 3-methyl-3-phenylglycidate; nitrogen-containing aromatic compounds such as 2,4,6-trinitro-1 ,3-dimethyl-5-tert-butylbenzene; 3,5-dinitro-2,6-dimethyl-4-tert-butylacetophenone; cinnamonitrile; 5-phenyl-3-methyl-2-pentenonitrile; 5-phenyl-3-methylpentanonitrile; methyl anthranilate; methyl N-methylanthranilate; Schiff bases of methyl anthranilate with 7-hydroxy-3,7-dimethyloctanal, 2-methyl-3-(4-tert-butylphenyl)propanal or 2,4-dimethyl-3-cyclohexene-carbaldehyde; 6-isopropylquinoline; 6-isobutylquinoline; 6-sec-butylquinoline; indole; skatole; 2-methoxy-3-isopropylpyrazine; 2-isobutyl-3-methoxypyrazine; 4-(4,8-dimethyl-3,7-nonadienyl)pyridine; phenols, phenyl ethers and phenyl esters such as estragole; anethole; eugenol; eugenyl methyl ether; isoeugenol; isoeugenyl methyl ether; thymol; carvacrol; diphenyl ether; (3-naphthyl methyl ether; [3-methyl ethyl ether; (3-naphtyl isobutyl ether; 1,4-dimethoxybenzene; eugenyl acetate; 2-methoxy-4-methylphenol; 2-ethoxy-5-(1-propenyl)phenol; p-cresyl phenyl acetate; from the group of the heterocyclic compounds, for example 2,5-dimethyl-4-hydroxy-2H-furan-3-one; 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one; 3-hydroxy-2-methyl-4H-pyran-4-one; 2-ethyl-3-hydroxy-4H-pyran-4-one; lactones such as 1,4-octanolide; 3-methyl-1,4-octanolide; 1,4-nonanolide; 1,4-decanolide; 8-decen-1 ,4-olide; 1,4-undecanolide; 1,4-dodecanolide; 1,5-decanolide; 1,5-dodecanolide; 1,15-pentadecanolide; cis- and trans- 11-pentadecen-1, 15-olide; cis- and trans-12-pentadecen-1, 15-olide; 1,16-hexadecanolide; 9-hexadecen-1, 16-olide; 10-oxa-1 , 16-hexadecanolide; 11 -oxa-1 , 16-hexadecanolide; 12-oxa-1 , 16-hexadecanolide; ethylene-1, 12-dodecandioate; ethylene-1, 13-tridecandioate; coumarin; 2,3-dihydrocoumarin; or octahydrocoumarin.
[0116] In another particular embodiment of the use of the present invention, in combination with any of the embodiments below, the fragrance further comprises appropriate carriers or additives. Appropriate carriers or additives refer to conventional additives or carriers used in fragrances. Examples of additives are surfactants, UV stabilizers, or antioxidants.
[0117] Examples of surfactants used to solubilize perfumes into some products include alcohol ethoxylates, sugar ethers and sugar esters, alkyl glycerides and amine oxides.Examples of UV stabilisers include butyl methoxy dibenzoyl methane; bis ethylhexyloxyphenolmethoxyphenyl triazine; those sold under the Uvinol (registered trademark) trade name such as Uvinul D50 [bis(2,4-dihydroxyphenyl)-methanone], Uvinul MC80 (ethylhexyl methoxycinnamate) and Uvinul M40 (benzophenone-3); those sold under the Parsol (registered trademark) trade name, such as Parsol (registered trademark) MCX (same product as Uvinul MC80) and Parsol (registered trademark) 1789 (butyl methoxydibenzoylmethane); and those sold under the Tinogard (registered trademark) trade name, such as Tinogard (registered trademark) TT (pentaerythrityl tetra di-t-butyl hydroxyhydrocinnamate).
[0118] Examples of antioxidants include hindered phenols such as butylated hydroxy toluene, butylated hydoxyanisole, tocopherol and its derivatives such as a tocopheryl acetate (vitamin E) alkyl gallates such as propyl gallate, 3,5- ditertiary butyl-4-hydroxycinnamic esters.
[0119] Examples of appropriate carriers are solvents, for instance, alcohols such as ethanol, propanol, isopropanol, butanol, dipropylene glycol, diethyl phthalate, benzyl benzoate, isopropyl myristate, triacetin, and triethyl citrate (TEC). Other examples of suitable solvents include hydrocarbons such as those sold under the trade name Isopar (registered trademark); ethers such as those sold under the Dowanol (registered trademark) trade name: benzyl benzoate; isopropyl myristate; dialkyl adipates; dialkyl succinates; dialkyl glutarates such as the dimethyl esters sold under the trade name Flexisolv (registered trademark); citrate esters, such as triethyl citrate and acetyl tributyl citrate; diethyl phthalate; diethylene glycol monoethyl ether; 3-methoxy-3-methyl-1-butanol; dipropylene glycol; and iso-propylidene glycerol sold under the Augeo (registered trademark) Clean Multi brand name.
[0120] These solvents may be used solely or in combination. Typically, the solvents have no or very low odor and make little contribution to the overall odor of the fragrance.
[0121] In a particular embodiment of the use according to the invention, in combination with any of the embodiments above or below, the (bis(acetylthio) methane alone or further comprising S,S-ethylidene dithioacetate in the perfumed product is present in an amount equal to or lower than 10 ppm. In another particular embodiment of the use, the (bis(acetylthio) methane alone or further comprising S,S-ethylidene dithioacetate in the perfumed product is present in an amount equal to or lower than 5 ppm. In another particular embodiment, of the use, the (bis(acetylthio) methane alone or further comprising S,S-ethylidene dithioacetate in the perfumed product is present in an amount equal to or lower than 1 ppm. In another particular embodiment, the (bis(acetylthio) methane alone orfurther comprising S,S-ethylidene dithioacetate in the perfumed product is present in an amount from 0.005 ppm to 10 ppm, particularly, 0.01-5 ppm. These amounts are effective amounts to provide the desired enhancement on positive mood.
[0122] Examples of perfumed products include but are not limited to fine fragrances such as Eau De Parfum, colognes; household cleaning products; air care products; cosmetic products; personal care products; detergents and laundry conditioners; carpet cleaners; air fresheners such as plug-in air fresheners, aerosol products; textiles and soft furnishings; deodorizing or olfactively removing products; odor control products; and scented items.
[0123] A fine fragrance comprises fragrance ingredients in a solvent and is often applied to the skin or fabric by some form of spray applicator. More concentrated solutions of fine fragrance are termed Eau de Parfum which typically contains up to 20% of the fragrance composition. Eau de toilette typically contains up to 15% of the fragrance composition and body sprays typically contain up to 10%.
[0124] Specific examples or perfumed products are products for and / or methods relating to treating hair (human, dog, and / or cat), including, bleaching, colouring, dyeing, conditioning, shampooing, styling; products applied to skin including Eau de Parfum Eau de Toilette, colognes, body sprays, deodorants and antiperspirants; personal cleansing products such as bar soaps, liquid soap, shower gels, body washes and scrubs; leave on cosmetic products for skin care including application of creams, lotions, colouring cosmetics and other topically applied products; and shaving products.
[0125] Specific examples of personal care products are for instance shampoos, and hair conditioners, shower gels, body wash as exemplified), liquid soap, soap bars, deodorant spray, roll-on and stick deodorants as exemplified, moist wipes including baby wipes, flushable moist toilet tissues, skin cleansing or refreshing wipes. Formulations and ingredients of personal care products in which fragrances of the invention may be used are well known to those skilled in the art.
[0126] Fabric products include those for laundry detergency and garment care products such as powder, liquid and unit dose detergents, wash additives, fabric softeners, tumble drier sheets, ironing sprays, liquid or solid scent boosters and fabric fresheners; products for treating domestic soft furnishings such as carpet cleaners and malodour removers.
[0127] Products for hard surfaces include manual and machine dishwashing products, hard surface cleaners for floors, walls, bathroom, kitchen, windows and mirrors and lavatory cleaners.Specific examples of laundry detergents and conditioners include detergent powders, tablets, non-soap detergent bars and hard soap bars, concentrated detergent powders, liquid detergents, concentrated liquid detergents, non-aqueous liquid detergents and unit dosing liquid detergent sachets. Other post wash fabric treatments include tumble drier sheets or ironing waters. The formulation of laundry products is familiar to those skilled in the art.
[0128] Specific examples of household cleaners include liquid and spray hard surface cleaners which may be used directly on surfaces, liquids which can be diluted e.g., for floor cleaning or cleaning crockery and cooking utensils. Unit dosed solid or liquid sachet or tableted products such as for machine dishwashing and specialist cleaners for glass and mirrors. These products are available in a variety of product forms such as sprays, mousses, liquids, liquids containing suspended solids, impregnated wipes, sachets multicompartment sachets and unit dose devices. Bathroom sanitaryware cleaners include limescale cleaners, cistern blocks, rim blocks, liquid rim blocks and hybrid products.
[0129] Specific examples of air Care products to introduce fragrance to the ambient air in enclosed spaces such as rooms, vehicles, wardrobes, chests, drawers etc., may typically be in the form of sprays, candles, gels, membrane permeation devices, plug-in electrical devices, battery operated devices or liquid wick devices. Sprays may be aqueous or nonaqueous, pressurized with compressed gas or pump action. Candles and gels may be opaque, translucent or transparent and may be moulded or packaged or contain additional ingredients to enhance their appearance. The plug-in and battery-operated devices may include devices that vaporize the fragrance by heat, evaporation, or nebulization.
[0130] Other products for freshening or fragrancing general ambient air countering malodours or repelling insects include devices which have no power source and work by diffusion e.g., through a polymeric membrane, or by electrical heating a wick in contact with a liquid reservoir so that the rate of fragrance can be controlled. Such devices can be electrically powered, so-called plug-in fresheners or battery powered so portable or for use in a motor vehicle.
[0131] Specific examples of carpet cleaners come in several forms: powders, liquids, foams and spray spot treatments. Many of these products have to be used in conjunction with a specific cleaning machine especially if large areas are to be treated. However, a desirable attribute of cleaning a carpet is to reduce malodours and leave a pleasant smell, such products generally contain a fragrance. Malodour reducing fragrances of the present invention are both suitable and desirable for application in carpet cleaning products.In another particular embodiment of the use of the present invention, either the bis(acetylthio) methane, or the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate form part of a product selected from the group consisting of foodstuffs, beverages, chewing gum, and toothpastes.
[0132] Such products may include other flavours such as spice oleoresins derived from allspice, basil, capsicum, cinnamon, cloves, cumin, dill, garlic, marjoram, nutmeg, paprika, black pepper, rosemary, and turmeric, essential oils, anise oil, caraway oil, clove oil, eucalyptus oil, fennel oil, garlic oil, ginger oil, peppermint oil, onion oil, pepper oil, rosemary oil, spearmint oil, citrus oil, orange oil, lemon oil, bitter orange oil, tangerine oil, alliaceous flavours, garlic, leek, chive, and onion, botanical extracts, arnica flower extract, chamomile flower extract, hops extract, marigold extract, botanical flavour extracts, blackberry, chicory root, cocoa, coffee, kola, licorice root, rose hips, sarsaparilla root, sassafras bark, tamarind and vanilla extracts, protein hydrolysates, hydrolyzed vegetable proteins, meat protein hydrolyses, milk protein hydrolysates and compounded flavours both natural and artificial.
[0133] The foodstuff includes ice creams, dessert whips and mousses, yoghurts, milk products in general, confectionery, cakes and pastries, cordials or syrups, boiled sweets, jams or soups and stock, extracts for the preparation of soups and sauces, sauces in general, spices, meat products and ready-cooked meals. Cocktail snacks, crisps and the like could also be mentioned.
[0134] A product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes tobacco, and vaping inhaled products .comprising an effective amount for enhancing positive mood or calming mood of a subject of either bis(acetylthio) methane, or of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate is also part of the invention. All the specific embodiments mentioned above for the use concerning the features of the mood and the types of moods are also specific embodiments of the product.
[0135] A method for enhancing the mood of a mammal, including a human, wherein the mood is positive mood is also part of the invention, such method comprising the following steps: a) providing a product selected from the group consisting of a perfumed consumer product comprising an effective amount for enhancing mood, particularly positive mood, of the bis(acetylthio) methane, or the combination bis(acetylthio) methane with S,S-ethylidene dithioacetate; or a product selected from the group consisting of foodstuffs, beverages, chewing gum, and toothpastes comprising an effective amount for enhancing positive mood of a subject of either bis(acetylthio) methane, or of a combination of bis(acetylthio)methane and S,S-ethylidene dithioacetate; and b) adding either the perfumed product or the food stuff in an amount sufficient to enhance the mood of the subject. All the specific embodiments mentioned above for the use concerning the features of the mood and the types of moods are also specific embodiments of the method.
[0136] All the particular embodiments mentioned above for the use of the bis(acetylthio) methane, or the combination bis(acetylthio) methane with S,S-ethylidene dithioacetate are also particular embodiments for the method for enhancing the mood using them.
[0137] Bis(acetylthio) methane is a known compound that can be prepared for instance by reaction of diiodomethane with potassium thioacetate. An example for its preparation is disclosed in Example 1 of EP1090557.
[0138] S,S-ethylidene dithioacetate was originally found in blood oranges. The compound may be prepared by a condensation reaction between thioacetic acid and acetaldehyde. This synthesis is for instance described by L. Sternson in “1,1-Bis(acylthio)alkanes Formed by Bae-Catalyzed Condensation of Thiol Acids”, J. Org. Chem., 1978, vol. 43, No.23 where the condensation reaction between thioacetic acid and acetaldehyde is conducted in ether containing triethylamine or pyridine (see experimental section of the document).
[0139] The fragrance containing both bis(acetylthio) methane and S,S-ethylidene dithioacetate, as well as the perfumed product may be prepared by common techniques. The fragrance comprising both active compounds can be prepared by admixing these compounds and, optionally, with other additives or carriers.
[0140] For the preparation of the perfumed product, bis(acetylthio) methane, can be incorporated in the perfumed product by admixing them with the rest of the components of the perfumed product. When the perfumed product comprises both fragrances (bis(acetylthio) methane, and S,S-ethylidene dithioacetate), it can also be prepared by incorporating the fragrance ingredient comprising both bis(acetylthio) methane and S,S-ethylidene dithioacetate.
[0141] Finally, bis(acetylthio) methane alone or in combination with S,S-ethylidene dithioacetate are incorporated in the foods, beverages, chewing gum, toothpastes, tobacco, or vaping inhaled products by the methods which are customary in the art, either on its own or mixed with other natural or synthetic flavouring ingredients. It can be used neat or in solution in one of the conventional edible solvents such as triacetin, ethyl alcohol or propylene glycol or mixed on a solid substrate such as a dextrin or arabic gum.Throughout the description and claims the word "comprise" and variations of the word, are not intended to exclude other technical features, additives, components, or steps.
[0142] Furthermore, the word “comprise” encompasses the case of “consisting of”. Additional objects, advantages and features of the invention will become apparent to those skilled in the art upon examination of the description or may be learned by practice of the invention. The following examples are provided by way of illustration, and they are not intended to be limiting of the present invention. Furthermore, the present invention covers all possible combinations of particular and preferred embodiments described herein.
[0143] For reasons of completeness, various aspects of the invention are set out in the following numbered clauses:
[0144] Clause 1. Use of bis(acetylthio) methane of formula (I) for enhancing mood of a mammal, including a human.
[0145]
[0146] Clause 2. Use according to clause 1, wherein bis(acetylthio) methane is used in combination with S,S-ethylidene dithioacetate, wherein the use comprises either using an ingredient comprising both components altogether, or using two separate ingredients for each single component.
[0147] Clause 3. Use according to any of the clauses 1-2, wherein the bis(acetylthio) methane or its combination with S,S-ethylidene dithioacetate are encapsulated.
[0148] Clause 4. Use of a combination according to any of the clauses 2-3, wherein the bis(acetylthio) methane and S,S-ethylidene dithioacetate are in a weight ratio from 19:1: y to 1:19.
[0149] Clause 5. Use according to any of the clauses 1-4, wherein the mood is positive mood and the enhancement of mood comprises increasing one or more emotions selected from the group consisting of focus, confidence, balance, joy, and euphoria.
[0150] Clause 6. Use according to any of the clauses 1-5, wherein the bis(acetylthio) methane alone or in combination with S,S-ethylidene dithioacetate, produces the enhancing effect on positive mood by increasing the effect of either other fragrance ingredients known foreliciting positive emotions or fragrances comprising these other ingredients
[0151] Clause 7. Use according to clause 6, wherein the effect on other fragrance ingredients known for eliciting positive emotions comprises enhancing the freshness given by the smell of odours materials already considered fresh, thereby enhancing and amplifying the mood associated with this attribute.
[0152] Clause 8. Use according to clause 6, wherein the bis(acetylthio) methane further produces an enhancing effect on odor intensity and longevity of the other fragrance ingredients known for eliciting positive emotions.
[0153] Clause 9. Use according to any of the clauses 7-8, wherein the other fragrance ingredients known for eliciting positive emotions are materials selected from the group consisting of citrus, aromatic / mint, spicy, green, fruity, aldehydic, floral, terpenic, sulfurous, gourmand, ozonic, marine, woody, woody ambery, leather, balsamic, salicylic, ambergris, musk, animalicand mossy.
[0154] Clause 10. Use according to any of the clauses 7-8, wherein the other fragrance ingredients known for eliciting positive emotions are selected form the group consisting of cardamom, ginger, bergamot, grapefruit, cinnamon, geranium, cypress, rose, ylang ylang, vetiver, tuberose, juniper, lavender, petitgrain, patchouli, clary sage, cedarwood, chamomile, olibanum, neroli, sandalwood .vanilla, lemon, spearmint, bergamot, orange, jasmin, citronella, lavandin, thyme, benjoin, nutmeg, peru balsam, elemi and violet.
[0155] Clause 11. Use according to any of the clauses 1-10, wherein the in weight % ratio of the other fragrance ingredients known for eliciting positive emotions with respect to bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate is from 1:1. to 10,000,000:1.
[0156] Clause 12. Use according to any of the clauses 1-11, wherein either the bis(acetylthio) methane, or the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate form part of a perfumed consumer product.
[0157] Clause. 13. Use according to any of the clauses 1-11, wherein either the bis(acetylthio) methane, or the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate form part of a product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes, tobacco, and vaping inhaled products.
[0158] Clause 14. A product selected from the group consisting of foodstuffs, beverages,chewing gum, toothpastes, tobacco, and vaping inhaled products comprising an effective amount for enhancing positive mood of a mammal, including a human, of either bis(acetylthio) methane, or of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate.
[0159] Clause 15. A method for enhancing the mood of a subject, comprising the following steps:
[0160] a) providing a product selected from the group consisting of a perfumed consumer product comprising an effective amount for enhancing mood of the bis(acetylthio) methane; or the combination bis(acetylthio) methane with S,S-ethylidene dithioacetate; ora product selected from the group consisting of foodstuffs, beverages, chewing gum, and toothpastes, comprising an effective amount for enhancing mood of a subject of either bis(acetylthio) methane, or of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate; and
[0161] b) adding either the perfumed product or the food stuff in an amount sufficient to enhance the mood of the subject.
[0162] Examples
[0163] Example 1: Trigeminal nerves activation by bis(acetylthio)methane
[0164] Bis(acetylthio)methane (BATM) molecule was tested regarding its ability to activate trigeminal nerves. Specifically, the molecule was tested for its ability to activate the trigeminal receptor TRPA1 (Transient Receptor Potential cation channel subfamily A, member 1), whose relationship with the generation of some somatosensory sensations in the nose and mouth, for instance tingling or pungency, has been described.
[0165] This in-vitro assay was carried out by the laboratory Axxam (Milan, Italy). The measurement of receptor activation is based on imaging technique by using calciumsensitive dyes and changes in fluorescence measurements.
[0166] HEK293 cells were transiently transfected with TRPA1 plasmid DNA or with a plasmid that didn't contain the sequence being tested. The last one, referred to as “mock” was a control to discard any effect of the substance in the experimental measurement different from the activation of the receptor. The transfection was done using Lipofectamine™ 2000 (Thermo Fisher Scientific) and then both groups of cells were seeded into 384-well plates. Cells were loaded with the calcium-sensitive dye Cal-520® AM (AAT Bioquest) and incubated at room temperature in the dark for 4 hours. Fluorescence responses wererecorded using a FLIPR Penta plate reader following the injection of BATM. Data were analysed by calculating the maximum and minimum fluorescence values, normalizing to baseline fluorescence (AF / FO), and generating dose-response (D / R) curves for the TRPA1 receptor and the mock or control.
[0167] Results: The curve dose-response of receptor TRPA1 and the mock are represented in FIG. 1. It represents the variation of the fluorescence signal (activation of the receptor) when the concentration of BATM increases in the media. The molecule BATM demonstrated strong, dose-dependent activation of TRPA1, with saturation observed between 3 mM and 10 pM in the media, being the half maximal effective concentration (EC50) of 4.2 pM. This value is close to the one generated by allyl isothiocyanate (4.2 pM), a molecule known for generating a strong tingly sensation in the nose when smelt or tasted. Importantly, no unspecific activation was detected in mock-transfected cells, even at the highest concentrations. This indicates the compound’s high specificity and potency for TRPA1, with no off-target effects observed. These results also indicate that BATM can activate the trigeminal receptor TRPA1 related to tingly sensations in the nose.
[0168] Example 2: Boosting effect of BATM on the perception of freshness of odorous materials
[0169] Sensory tests were carried out to confirm that the presence of BATM in an odorous mixture can boost the freshness sensation of the mixture.
[0170] Freshness is a very generic term in the field of perfumery. There have been studies addressing the definition of this descriptor (see M. Zarzo, “What is a Fresh Scent in Perfumery? Perceptual Freshness is Correlated with Substantivity” Sensors 2013, vol. 13, pp. 463-483). It is well known by perfumers that citrus and green notes are perceived as fresh. Also, some spicy notes can be considered fresh. Aquatic or aldehydic can also transmit a feeling of freshness. A special case is menthol (amongst others), with a smell usually considered fresh, that can give a cooling effect .
[0171] In this study, freshness was defined with the next concepts:
[0172] a cooling I refreshing effect
[0173] a fresh feeling derived from green I vegetal or citrus elements caused by the smell of the evaluated material
[0174] The study was done with two different sets: a composition of several fragrance materials and a single raw material, spearmint oil. The smell of both samples is considered as fresh by perfumers. The amount of BATM added was low enough in order to maintain the main olfactive character of the original composition unchanged.Samples:
[0175] “Spice 1”: A spicy-smell composition.
[0176] “Spice 2”: “Spice 1” (99.999%) + 0.001% of BATM
[0177] “Spearmint 1”: Spearmint essential oil
[0178] “Spearmint 2”: “Spearmint 1” (99.995%) + 0.005% of BATM
[0179] The composition of the samples was as follows (% w / w units):
[0180]
[0181] Each sample was diluted at 10% in ethanol 96% before the evaluation.
[0182] Evaluation method: Sniffing strips were wet in an ethanolic dilution of each sample and panellist smelt them just after wetting. A group of non-experts evaluated the four samples in two separate pairs. They smelt Spice 1 and Spice 2 compositions in one session and Spearmint 1 and Spearmint 2 in another session. For each pair, they were asked to answer this question: “What sample do you consider fresher?” (freshness defined in the “Introduction” section). They had the possibility to select a third option: “no differences I the same level of freshness”. A
[0183]
[0184] test was applied to determine if a significant enhancement was caused by the presence of BATM.
[0185] Results: The results for the “Spice” compositions were:
[0186]
[0187] These results show that the addition of 0.001% (10ppm) of BATM to the composition enhances the freshness feeling perceived by the panellists with a significance greater than 95%.
[0188] The results for the “Spearmint” compositions were:
[0189]
[0190] These results show that the addition of 0.005% (50ppm) of BATM to the spearmint oil enhances the freshness feeling perceived by the panellists with a significance greater than 95%.
[0191] Conclusions: The study showed BATM can exert an enhancement of freshness given by the smell of some fragrance materials already considered fresh.
[0192] Example 3: Synergistic effect of BATM on the olfactive intensity of odorous materials
[0193] Sensory tests were carried out which show that the presence of BATM boost the intensity of the other materials.
[0194] The study was done by combining BATM with four different fragrance materials (lemon oil, ginger oil, cardamom oil, spearmint oil) and a fragrance composition. The amount of BATM added was optimized for each material to maximize the effect but keeping it low enough to maintain the main olfactive character of the tested fragrance material unchanged, always considering if samples were going to be evaluated by a group of experts or non-experts.
[0195] Samples:
[0196] Lemon 1: 100% lemon oil
[0197] Lemon 2: Lemon 1 + 0.001% BATM
[0198] Lemon 3: Lemon 1 + 0.005% BATM
[0199] Ginger 1: 100% ginger oil
[0200] Ginger 2: Ginger 1 + 0.001% BATMCardamom 1: 100% cardamom oil
[0201] Cardamom 2: Cardamom 1 + 0.001% BATM
[0202] Spearmint 1: 100% spearmint oil
[0203] Spearmint 2: Spearmint 1 + 0.00025% of BATM
[0204] - Spearmint 3: Spearmint 1 + 0.0025% of BATM
[0205] Fragrance composition 1: Cologne-type composition
[0206] Fragrance composition 2: Fragrance composition 1 + 0.0003% of BATM
[0207] The composition of the fragrance compositions used was as follows (% w / w units):
[0208]
[0209] * BATM dilution is a dilution of BATM at 0,1% in triethyl citrate.
[0210] To adjust intensity of smell, each sample was diluted at 1% (ginger oil, cardamom oil, and fragrance composition) or 10% (lemon oil and spearmint oil) in triethyl citrate before the evaluation.Evaluation method: Sniffing strips were wet in the dilution of each sample and panellist smelt them directly after wetting. A group of experts evaluated the samples in separated pairs, Lemon 1 vs. Lemon 2, Ginger 1 vs. Ginger 2, Cardamom 1 vs. Cardamom 2, Spearmint 1 vs. Spearmint 2, and Fragrance composition 1 vs. Fragrance composition 2. Each pair was smelt in a different session. For each pair, they were asked to answer this guestion: “What sample do you consider more intense?" They had the possibility to select a third option: “the same level of intensity’. A x2test was applied to determine if a significant intensity boost was caused by the presence of BATM.
[0211] With the aim of validating the results at consumer level perception, some samples were evaluated by a group of non-expert panellists. The amount of BATM in samples was reoptimized considering the type of panelists and following the same evaluation method, they compared the samples in separate pairs Lemon 1 vs. Lemon 3 and Spearmint 1 vs. Spearmint 3.
[0212] Results:
[0213] Evaluation with group of experts
[0214] The results for the “lemon” were:
[0215]
[0216] *1 panellist didn’t find different intensity between samples
[0217] These results show that, at expert level, the addition of 0.001% (10ppm) of BATM to the composition increases the intensity of lemon oil with a significance of 95%.
[0218] The results for the “ginger” were:
[0219]
[0220] *AI I panellists found different intensity between samples
[0221] These results show that, at expert level, the addition of 0.001% (10ppm) of BATM to the composition increases the intensity of ginger oil with a significance of 95%.
[0222] The results for the “cardamom” were:
[0223]
[0224] All panellists found different intensity between samples
[0225] These results show that, at expert level, the addition of 0.001% (10ppm) of BATM to the composition increases the intensity of cardamom oil with a significance of 95%.
[0226] The results for the “spearmint” were:
[0227]
[0228] *1 panellist didn’t find different intensity between samples
[0229] These results show that, at expert level, the addition of 0.00025% (2,5ppm) of BATM to the composition increases the intensity of spearmint oil with a significance greater than 95%.
[0230] The results for the fragrance compositions were:
[0231]
[0232]
[0233] *AII panelists found different intensity between samples
[0234] These results show that, at expert level, the addition of 0.0003% (3ppm) of BATM to the composition increases the intensity of cologne-type fragrance composition with a significance greater than 95%.
[0235] Evaluation with group of non-experts
[0236] The results for the “lemon” were:
[0237]
[0238] *1 panellist didn’t find different intensity between samples
[0239] These results show that, at consumer level, the addition of 0.005% (50ppm) of BATM to the composition increases the intensity of lemon oil with a significance of 95%.
[0240] The results for the “spearmint” were:
[0241]
[0242] *4 panellists didn’t find different intensity between samples
[0243] These results show that, at consumer level, the addition of 0.0025% (25ppm) of BATM to the composition increases the intensity of spearmint oil with a significance greater than 95%.Conclusions: The study showed that BATM exerts a boost of the olfactive intensity of some fragrance raw materials such as lemon, ginger, cardamom and spearmint and some fragrance compositions such as a cologne-type, both at expert and consumer level, without modifying the main olfactive character of the tested fragrance material or composition.
[0244] Example 4: Synergistic effect of BATM in the olfactive longevity of odorous materials
[0245] An enhancement effect exerted by Bis(acetylthio)methane on the olfactive longevity of different odorous materials was detected in previous perfumery research. To confirm this observation, sensory tests were carried out. The objective was to confirm that the presence of BATM can increase the longevity of the other materials.
[0246] The study was done by combining BATM with four different fragrance materials: lemon oil, ginger oil, cardamom oil and spearmint oil. The amount of BATM added was optimized for each material to maximize the effect but keeping it low enough to maintain the main olfactive character of the tested fragrance material unchanged.
[0247] Samples:
[0248] Lemon 1: 100% lemon oil
[0249] Lemon 2: Lemon 1 + 0.001% BATM
[0250] Ginger 1: 100% ginger oil
[0251] Ginger 2: Ginger 1 + 0.002% BATM
[0252] Cardamom 1: 100% cardamom oil
[0253] Cardamom 2: Cardamom 1 + 0.002% BATM
[0254] Spearmint 1: 100% spearmint oil
[0255] Spearmint 2: Spearmint 1 + 0.0025% of BATM
[0256] To adjust intensity of smell, each sample was diluted at 1% (ginger oil and cardamom oil) or 10% (lemon oil and spearmint oil) in triethyl citrate before the evaluation.
[0257] Evaluation method: Sniffing strips were wet in the dilution of each sample and panellist smelt them 4 hours after wetting. A group of non-experts evaluated the samples in separated pairs, Lemon 1 vs. Lemon 2, Ginger 1 vs. Ginger 2, Cardamom 1 vs.
[0258] Cardamom 2 and Spearmint 1 vs. Spearmint 2. Each pair was smelt in a different session. For each pair, they were asked to answer this guestion: “What sample do you consider more intense?" They had the possibility to select a third option: “the same level of intensity’. A x2test was applied to determine if a significant intensity boost was caused by the presence of BATM.The results for the “lemon” were:
[0259]
[0260] *4 panellists didn’t find different intensity between samples
[0261] These results show that the addition of 0.001% (10ppm) of BATM to the composition enhances the longevity of lemon oil with a significance of 95%.
[0262] The results for the “ginger” were:
[0263]
[0264] *5 panellists didn’t find different intensity between samples
[0265] These results show that the addition of 0.002% (20ppm) of BATM to the composition enhances the longevity of ginger oil with a significance of 95%.
[0266] The results for the “cardamom” were:
[0267]
[0268] *4 panellists didn’t find different intensity between samples
[0269] These results show that the addition of 0.002% (20ppm) of BATM to the composition enhances the longevity of cardamom oil with a significance of 95%.The results for the “spearmint” were:
[0270]
[0271] *1 panellist didn’t find different intensity between samples
[0272] These results show that the addition of 0.0025% (25ppm) of BATM to the composition enhances the longevity of spearmint oil with a significance greater than 95%.
[0273] Conclusions: The study showed that BATM can exert an enhancement of the olfactive longevity of some fragrance raw materials such as lemon, ginger, cardamom and spearmint oils, without modifying the main olfactive character of the tested fragrance material.
[0274] Example 5: Connection between olfactive perception of freshness and positive moods
[0275] Perception of specific olfactive attributes such as freshness might have a specific effect on mood. A survey was conducted to understand the relationship between freshness and moods.
[0276] In this study, freshness was defined with the next concepts:
[0277] • a cooling I refreshing effect.
[0278] • a fresh feeling derived from green I vegetal or citrus elements caused by the smell of the evaluated material.
[0279] After setting the previous definition, a specific question was asked to a group of people to relate the concept of freshness and its effect on moods.
[0280] Experimental work: A survey to 82 participants was conducted.
[0281] First, the concept of “freshness” was defined as described above. Then, the following open question was asked: “What feeling does freshness bring to you?’’. The participants had no guidelines to answer it, the answer was completely free and open.Data treatment consisted of grouping concepts found in individual answers with a similar meaning in general mood terms. Then, the number of concepts assigned to each mood was counted to identify the strongest relationships with freshness.
[0282] Results: Specific concepts extracted from the answers were grouped in the following 5 moods: euphoria, focus, balance, confidence and joy. Below there is a table that recaps some examples of specific concepts found in answers that were included in each group (“Specific Concepts”) and the frequency which individual responses referred to a generic mood concept with (“Frequency”).
[0283]
[0284] The interpretation of the answers led to clear evidence that links “freshness” concept and positive moods, although the question did not suggest the participants to leave the negative moods apart while answering. However, there did not appear any answers that represented a negative feeling.
[0285] Among all the answers, a wide representation of all positive moods was found; from more active moods such as “euphoria” to more restrained ones such as “balance”, but still, all positive.
[0286] Conclusions: The study revealed a clear relationship between the concept “freshness” and positive moods such as “balance”, “euphoria”, “confidence”, “joy” and “focus”. The links, from stronger to less strong, were made with “balance”, “euphoria” and “confidence”, leaving “joy” and “focus” at the end of the queue with less representation. Moreover, the study did not identify any link between “freshness” and negative moods.
[0287] Example 6: Effect on mood of different fresh fragrances and the role of the molecule BATM
[0288] An olfactory evaluation was carried out with volunteers to study the effect on mood of fragrances, some of them containing BATMA fragrance composition containing BATM was evaluated by Naive consumers in terms of impact on mood attributes. Results were compared against a similar fragrance without BATM but maintaining a similar level of freshness type.
[0289] An emotional test was conducted with two fragrances previously matched in the intensity of the freshness attribute. Based on the olfactory assessment by an experts panel, thymol at 3% applied within the citrus-minty fragrance composition allows to approximate the freshness sensation induced by BATM when added in the same fragrance composition at an optimized concentration (0.0005%).
[0290] Therefore, for the emotional assessment, two samples were prepared:
[0291] Sample A: “Citrus-minty” fragrance + 0.0005% BATM
[0292] Sample B: “Citrus-minty” fragrance + 3% thymol
[0293] Emotional responses were evaluated using an adapted version of the GEOS (Geneva Emotion and Odor Scale), a validated tool widely used in fragrance sensory research for quantifying odor-evoked emotions. GEOS relies on a structured set of verbal emotional descriptors enabling the discrimination of affective states elicited by different odors.
[0294] The adapted version preserved the conceptual structure and discriminative capacity of the original questionnaire and included terms representative of positive emotions relevant to refreshing fragrances: refreshed, energized, in good spirits, relieved, optimistic, or comforted,
[0295] Each item was rated on a 5-point Likert scale, where 1 = “Does not make me feel this way at all”; 2 = “Makes me feel this way slightly”; 3 = “Makes me feel this way moderately”; 4 = “Makes me feel this way strongly”; and 5 = “Makes me feel this very intensely.”
[0296] The test was administered to a naive panel (n = 82) composed of participants without prior training in sensory evaluation. Participants were recruited among internal staff and collaborators, meeting basic criteria for olfactory health.
[0297] Participants arrived at a dedicated testing room under controlled temperature and ventilation conditions. Upon arrival, they completed the registration process and subsequently evaluated the emotions elicited by the fragrances. The fragrances were presented in standardized bakelite containers. Each container held a cotton pad of identical size impregnated with 0.1g of the corresponding fragrance (sample A), while an equivalent container (prepared under the same conditions) held 0.1g of the alternativefragrance (sample B). Multiple bakelite containers for each sample were prepared to ensure that freshness intensity was not diminished by repeated opening and closing.
[0298] Samples were presented in a randomized order to minimize sequence effects. Each participant first evaluated one sample and completed the adapted GEOS questionnaire. After a 2 minute break to reduce olfactory adaptation, participants evaluated the second sample following the same protocol. Environmental conditions (temperature, ventilation, and absence of background odors) were strictly controlled throughout the experiment.
[0299] Results
[0300] For each fragrance, individual scores were obtained for the six selected emotional descriptors. These scores enabled comparison of both emotional valence and emotional activation across formulations. Table 1 shows average scores of emotional responses elicited by the two fragrance samples.
[0301] Table 1.- Scores of the emotions perceived after smelling the different fragrances. A = citrus-minty accord + BATM sample, and B = citrus-minty accord + thymol sample.
[0302]
[0303] As shown in Table 1, several emotions exhibited significant variations depending on the fragrance smelled. Specifically, the emotion “energized” increased by approximately 23% following exposure to Sample A compared with Sample B, whereas “refreshed” increased by 22% under the same conditions. Significant increases were also observed for “optimistic”, and “in good spirits”, with approximate increases of 15%, and 13%, respectively, for Sample A relative to Sample B. A slight increase in the fragrance with BATM for the moods “comforted” and “relieved” is also observed.These results show that the presence of BATM in a fragrance is able to increase positive mood. The composition containing the molecule is more effective in giving this effect than a similar composition without it.
[0304] Citation List
[0305] Patent Literature
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[0310] - WQ2014118354A1
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[0312] - EP2234712A2
[0313] - US2800457A
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Claims
Claims1. Use of bis(acetylthio) methane of formula (I) for enhancing positive mood of a mammal, including a human,(I).
2. Use according to claim 1, wherein the enhancement of positive mood comprises increasing one or more emotions selected from the group consisting of focus, confidence, balance, joy, and euphoria.
3. Use according to any of the claims 1-2, wherein the positive mood is selected from the group consisting of focus mood, confidence mood, balance mood, joy mood, euphoria mood, well-being mood, and calming mood.
4. Use according to claim 3, wherein the mood is calming mood and is selected from the group consisting of relaxing mood and sensual mood;the relaxing mood is defined as the degree to which the sensory stimulus is lacking in arousal but is pleasurable; andthe sensual mood is defined as a stimulus that arouses sexual instinct by increasing pleasure, desire of performance in a subject.
5. Use according to any of the claims 1-2, wherein the enhancement of positive mood comprises increasing one or more emotions selected from the group consisting of refreshed, energized, good spirits, relieved, optimistic, and comforted.
6. Use according to any of the claims 1-5, wherein bis(acetylthio) methane is used in combination with S,S-ethylidene dithioacetate, wherein the use comprises either using an ingredient comprising both components altogether, or using two separate ingredients for each single component.
7. Use according to any of the claims 1-6, wherein the bis(acetylthio) methane or its combination with S,S-ethylidene dithioacetate are encapsulated.
8. Use of a combination according to any of the claims 5-7, wherein the bis(acetylthio) methane and S,S-ethylidene dithioacetate are in a weight ratio from 19:1: y to 1:19.
9. Use according to any of the claims 1-8, wherein the bis(acetylthio) methane alone or in combination with S,S-ethylidene dithioacetate, produces the enhancing effect on positive mood by increasing the effect of either other fragrance ingredients known for eliciting positive emotions or fragrances comprising these other ingredients.
10. Use according to claim 9, wherein the effect on other fragrance ingredients known for eliciting positive emotions comprises enhancing the freshness given by the smell of odours materials already considered fresh, thereby enhancing and amplifying the mood associated with this attribute.
11. Use according to claim 10, wherein the bis(acetylthio) methane further produces an enhancing effect on odor intensity and longevity of the other fragrance ingredients known for eliciting positive emotions.
12. Use according to any of the claims 9-11 , wherein the other fragrance ingredients known for eliciting positive emotions are materials selected from the group consisting of citrus, aromatic / mint, spicy, green, fruity, aldehydic, floral, terpenic, sulfurous, gourmand, ozonic, marine, woody, woody ambery, leather, balsamic, salicylic, ambergris, musk, animalic and mossy.
13. Use according to any of the claims 9-12, wherein the other fragrance ingredients known for eliciting positive emotions are selected form the group consisting of cardamom, ginger, bergamot, grapefruit, cinnamon, geranium, cypress, rose, ylang ylang, vetiver, tuberose, juniper, lavender, petitgrain, patchouli, clary sage, cedarwood, chamomile, olibanum, neroli, sandalwood .vanilla, lemon, spearmint, bergamot, orange, jasmin, citronella, lavandin, thyme, benjoin, nutmeg, peru balsam, elemi and violet.
14. Use according to any of the claims 1-13, wherein the in weight % ratio of the other fragrance ingredients known for eliciting positive emotions with respect to bis(acetylthio) methane or of its combination with S,S-ethylidene dithioacetate is from 1:
1. to 10,000,000:1.
15. Use according to any of the claims 1-14, wherein either the bis(acetylthio) methane, or the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate form part of a perfumed consumer product.
16. Use according to any of the claims 1-15, wherein either the bis(acetylthio) methane, or the combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate form part of a product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes, tobacco, and vaping inhaled products.
17. A product selected from the group consisting of foodstuffs, beverages, chewing gum, toothpastes, tobacco, and vaping inhaled products comprising an effective amount for enhancing positive mood of a mammal, including a human, of either bis(acetylthio) methane, or of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate18. A method for enhancing the mood of a mammal, including a human, wherein the mood is positive mood;comprising the following steps:a) providing a product selected from the group consisting of a perfumed consumer product comprising an effective amount for enhancing mood of the bis(acetylthio) methane; or the combination bis(acetylthio) methane with S,S-ethylidene dithioacetate; ora product selected from the group consisting of foodstuffs, beverages, chewing gum, and toothpastes, comprising an effective amount for enhancing mood of a subject of either bis(acetylthio) methane, or of a combination of bis(acetylthio) methane and S,S-ethylidene dithioacetate; andb) adding either the perfumed product or the food stuff in an amount sufficient to enhance the mood of the subject.