Consumables for aerosolizable formulations
By combining warming agents, sweeteners, and emulsifiers in aerosolizable formulations, the sensory experience of aerosol delivery devices is enhanced to better replicate the smoking experience of a conventional cigarette, addressing the gap in existing devices.
Patent Information
- Application Number
- JP2025527044
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2022-11-16
- Filing Date
- 2023-11-16
- Publication Date
- 2025-11-20
Smart Images

Figure 2025537767000001_ABST
Abstract
Description
[Technical Field]
[0001]
[0001] This disclosure relates to consumables for aerosolizable formulations, particularly aerosolizable formulations suitable for use with electronic aerosol delivery systems such as electronic cigarettes. This disclosure also relates to uses of the consumables, containers containing the formulations, and methods of generating aerosols using the formulations. [Background technology]
[0002]
[0002] Devices have been developed that allow users to recreate some of the smoking experience without having to use a traditional cigarette. In particular, devices such as electronic cigarettes have been developed that allow users to generate an artificial aerosol that can then be inhaled to recreate the smoking experience. The aerosol is typically generated by vaporizing a liquid containing nicotine and aerosol-forming ingredients, such as glycerol. Vaporization is achieved by a heater (or other atomization means) powered by a power source, such as a battery.
[0003]
[0003] Other devices are available that attempt to recreate the smoking experience without the need for a traditional cigarette. These devices are sometimes referred to as tobacco heating devices because they generally have the ability to heat tobacco but do not combust the tobacco.
[0004] Collectively, electronic cigarettes and tobacco heating devices are sometimes referred to as aerosol delivery devices or aerosol delivery systems. However, one potential drawback with such devices or systems, particularly electronic cigarettes, is that they may not fully replicate the sensory experience typically associated with smoking a conventional cigarette, which users of conventional cigarettes may find less desirable.
[0005]
[0005] Consequently, it would be desirable to provide a means for improving the sensory experience provided by an aerosol delivery device / aerosol delivery system so as to more closely replicate the sensory experience of smoking a cigarette. This may be achieved by improving one or more of the sensory characteristics of the aerosolizable formulation within the device so as to replicate smoking a conventional cigarette. Summary of the Invention
[0006]
[0006] The present disclosure relates to combinations of ingredients that can be used in aerosolizable formulations to improve at least one sensory characteristic of the aerosolizable formulation. In particular, the combination of one or more warming agents, sweeteners, and emulsifiers (e.g., triacetin) provides a consumable product that can improve at least one sensory characteristic of the aerosolizable formulation so that the formulation, when inhaled by a user, more closely replicates smoking a conventional cigarette. Thus, the improved sensory characteristic can be relative to a formulation that does not include the combination of one or more warming agents, sweeteners, and emulsifiers (e.g., triacetin), and the sensory characteristic can be selected from taste, mouthfeel, and / or smoking experience. In one embodiment, the emulsifier of claim 1 is triacetin. However, the present disclosure is not limited to triacetin.
[0007] According to some embodiments described herein, a food product is provided that includes: (i) one or more warming agents, at least one of which is a warming agent or a tingling agent; (ii) a sweetener; and (iii) an emulsifier, the sweetener being selected from the group consisting of C4 to C6. 38 Hydrocarbyl esters, C4-C 38 and at least one compound that is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester. In some embodiments, compound (iii) has a boiling point of at least 200° C. at atmospheric pressure (760 mmHg, 101,325 Pa). In some embodiments, (ii) and (iii) are different.
[0008]
[0008] According to some embodiments described herein, a consumable product is provided for an aerosolizable formulation comprising one or more sensation-inducing agents, at least one of which is a warming or tingling agent, a sweetener, and triacetin, optionally with a weight ratio of the sensation-inducing agent(s) to the sweetener(s) being greater than about 1:1 to about 3:1.
[0009]
[0009] According to some embodiments described herein, an aerosolizable formulation for an aerosol delivery system is provided, comprising a consumable as defined herein, a carrier, and optionally nicotine.
[0010]
[0010] According to some embodiments described herein, an aerosolizable formulation or aerosol generating system is provided that includes a consumable as defined herein, an aerosol former material, one or more binders, and optionally, plant material.
[0011]
[0011] According to some embodiments described herein, there is provided an aerosolizable formulation for an aerosol delivery system comprising a consumable product as defined herein, the formulation comprising from about 0.0001% by weight to about 5% by weight of one or more sensation-inducing agents and from greater than about 1% by weight to less than about 35% by weight of an emulsifier (e.g., triacetin).
[0012]
[0012] According to some embodiments described herein, there is provided an aerosolizable formulation for an aerosol delivery system comprising a consumable product as defined herein, the formulation comprising from about 0.001% by weight to about 1% by weight of one or more sensation-inducing agents and from greater than about 5% by weight to less than about 20% by weight of an emulsifier (e.g., triacetin).
[0013] According to some embodiments described herein, there is provided an article comprising an aerosolizable formulation as defined herein.
[0014] According to some embodiments described herein, there is provided an aerosol delivery system comprising an aerosol delivery device as defined herein and an article.
[0015]
[0015] According to some embodiments described herein, there is provided a method for forming an aerosol, the method comprising the steps of providing an aerosolizable formulation as defined herein and aerosolizing the formulation.
[0016]
[0016] According to some embodiments described herein, there is provided a method for forming an aerosol, the method comprising the steps of providing an aerosol generation system or aerosol delivery system as defined herein and aerosolizing a formulation and / or consumables in the system.
[0017]
[0017] According to some embodiments described herein, there is provided a sealed container for containing an article defined herein, optionally wherein the container is sealed and formed from a material that inhibits or prevents the passage of ultraviolet light.
[0018]
[0018] According to some embodiments described herein, there is provided the use of about 0.0001% by weight to about 5% by weight of one or more sensation eliciting agents, wherein at least one of the sensation eliciting agents is a warming or tingling agent, in combination with a compound that is a sweetener and an emulsifier, and the compound has a boiling point of at least 200°C at atmospheric pressure, to modify at least one sensory characteristic of an aerosolizable formulation or aerosol generating system.
[0019] According to some embodiments described herein, the at least one sensory enhancer for modifying at least one sensory characteristic of the aerosolizable formulation or aerosol-generating system is a warming or tingling agent in combination with a compound that is a sweetener and an emulsifier, and is selected from the group consisting of C4-C6 38 Hydrocarbyl esters, C4-C 38Provided is the use of about 0.0001% to about 5% by weight of one or more warming agents that are hydrocarbyl polyols or polyoxyalkylene fatty acid esters.
[0020]
[0020] According to some embodiments described herein, there is provided the use of about 0.001% by weight to about 1% by weight of one or more sensation enhancers, wherein at least one of the sensation enhancers is a warming or tingling agent in combination with a sweetener and triacetin, to improve at least one sensory characteristic of an aerosolizable formulation.
[0021]
[0021] According to some embodiments, there is provided the use of an emulsifier to modify the mouthfeel of an aerosolizable formulation or aerosol generating system, wherein the emulsifier has a boiling point of at least about 200°C at atmospheric pressure, and the mouthfeel is modified to replicate one or more sensations of smoking a combustible tobacco product, preferably a cigarette.
[0022] According to some embodiments, there is provided a method for modifying the mouthfeel of an aerosolizable formulation or an aerosol generating system, the method comprising the steps of: 38 Hydrocarbyl esters, C4-C 38 There is provided a use in which the composition is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester, the mouthfeel of which is modified to replicate one or more sensations of smoking a combustible tobacco product, preferably a cigarette.
[0023]
[0023] According to some embodiments described herein, there is provided the use of about 0.0001% by weight to about 5% by weight of a warming or tingling agent in combination with a sweetener and an emulsifier compound in a tobacco-flavored aerosolizable formulation or aerosol generating system to modify the tobacco flavor intensity of the formulation or consumable in the system, wherein the emulsifier compound has a boiling point of at least about 200°C at atmospheric pressure.
[0024]
[0024] According to some embodiments described herein, there is provided the use of about 0.001% by weight to about 0.05% by weight of a warming or tingling agent in combination with a sweetener and triacetin in a tobacco-flavored aerosolizable formulation to modify the intensity of the tobacco flavor.
[0025] According to some embodiments described herein, the use of about 0.0001% to about 5% by weight of one or more warming agents in a tobacco-flavored aerosolizable formulation to modify the intensity of tobacco flavor, wherein at least one warming agent is a warming agent or a tingling agent, in combination with a sweetener and an emulsifier, wherein the emulsifier has a boiling point of at least about 200° C. at atmospheric pressure and / or is a C4-C6 38 Hydrocarbyl esters, C4-C 38 The polyoxyalkylene fatty acid ester is preferably a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester.
[0026]
[0026] According to some embodiments described herein, there is provided the use of about 0.001% by weight to about 1% by weight of one or more sensation eliciting agents in a tobacco-flavored aerosolizable formulation to modify the intensity of tobacco flavor, wherein at least one sensation eliciting agent is a warming or tingling agent in combination with a sweetener and triacetin.
[0027] These and other features, aspects, and advantages of the present disclosure will become apparent from the following detailed description and drawings. The present invention includes any combination of two, three, four, or more of the above-described embodiments, and any combination of two, three, four, or more features or elements described in this disclosure, regardless of whether such features or elements are explicitly combined in the description of a particular embodiment herein. The present disclosure is intended to be read as a whole such that any separable features or elements of the disclosed invention, in any of its various aspects and embodiments, should be considered as intended to be combinable unless the context clearly dictates otherwise.
[0028]
[0028] Having thus described aspects of the present disclosure in general terms above, reference is now made to the accompanying drawings, which are not necessarily drawn to scale, and which are illustrative only and should not be construed as limiting the disclosure. [Brief explanation of the drawings]
[0029] [Figure 1] FIG. 1 is a schematic diagram of an exemplary aerosol delivery system. [Figure 2] 10 is a plot from Experiment 3 showing product development test results. [Figure 3] 10 is a plot from Experiment 3 showing product development test results. DETAILED DESCRIPTION OF THE INVENTION
[0030]
[0032] It is to be understood that the invention is not limited to the particular configurations, method steps, and materials disclosed herein, as such configurations, method steps, and materials may vary slightly. It is also to be understood that the terminology used herein is used for the purpose of describing particular embodiments only, and is not intended to be limiting, since the scope of the invention will be limited only by the appended claims and their equivalents.
[0031]
[0033] As used in this specification and claims, the singular forms "a," "an," and "the" include plural referents unless the context clearly dictates otherwise. References to "dry weight %" or "dry weight basis" refer to weight based on dry ingredients (i.e., all ingredients excluding water or carrier). References to "wet weight" refer to the weight of the formulation or composition including water or carrier. Unless otherwise specified, references to "wt %" (or "wt %") of a formulation or composition reflect the total wet weight of the formulation or composition (i.e., including water / carrier).
[0032]
[0034] As used herein, unless otherwise specified, the term "about" modifying the amount of a component in a formulation or used in a method of the present invention refers to variations in numerical value that may occur due, for example, to typical measuring procedures and liquid handling procedures used to make the actual concentrate or use the solution, inadvertent errors in these procedures, differences in the manufacture, source, or purity of the components used to make the formulation or practice the method, etc. The term "about" also encompasses amounts that differ due to different equilibrium conditions for a formulation or composition resulting from a particular initial mixture. Whether modified by the term "about," the claims include equivalents of the quantities.
[0033]
[0035] As noted in the Background section above, aerosol delivery devices or systems typically allow a user to recreate part of the smoking experience without the need to use a traditional cigarette. Specifically, aerosol delivery systems are intended to generate an artificial aerosol that a user can inhale to recreate the smoking experience. However, the aerosol generated by such systems typically does not fully recreate the sensory experience associated with smoking a traditional cigarette.
[0034]
[0036] The "sensory gap" between the use of current aerosolizable formulations and smoking a conventional cigarette involves one or more of taste, mouthfeel, and smoking experience. Surprisingly, it has been found that the combination of compounds in the present claims, i.e., one or more sensation elicitors, at least one of which is a warming / tingling agent, an emulsifier (e.g., triacetin) as described in claim 1, and a sweetener, can modify, e.g., improve, at least one of these cigarette smoking sensations, thereby reducing this "sensory gap."
[0035]
[0037] As will be understood by those skilled in the art, an "aerosolizable formulation" is a formulation that can generate an aerosol when, for example, heated, irradiated, or energized in any other way. An "aerosolizable formulation," i.e., an aerosol-generating formulation, can be, for example, in the form of a solid, liquid, or semi-solid (such as a gel), which may or may not contain an active agent and / or flavoring(s). In preferred embodiments, the aerosolizable formulation is in the form of a liquid or a gel.
[0036]
[0038] In this specification, a cigarette is used as an example of a combustible tobacco product. Those skilled in the art will understand that the present disclosure is not limited to replicating one or more cigarette smoking sensation(s), but may equally be applied to replicating one or more sensation(s) of smoking other combustible tobacco products, such as cigars. The sensations may include taste, mouthfeel, smoking experience, or a combination thereof.
[0037]
[0039] Taste is the sensation and / or perception of flavors, and in vaporization, flavors are delivered primarily via aroma. When a user is inhaling an aerosol from a tobacco-flavored formulation (e.g., a tobacco-flavored e-liquid or gel), it is desirable that the aroma be tobacco-like and that the aroma provide a richness and complexity comparable to smoking a cigarette.
[0038]
[0040] Aerosol body and mouthfeel are the physical sensations experienced in the user's mouth during and after smoking a cigarette. Cigarette smoke is typically associated with a "fullness" in the mouth and leaves a perceived mouth coating after use. The aftertaste of smoking a cigarette may be described as lingering or tolerable. In this disclosure, the aerosolizable formulations and aerosol-generating systems defined herein provide an aerosol body and mouthfeel comparable to smoking a traditional cigarette. Mouthfeel may also include a tingling and / or throat hit, as well as mouth dryness and a mouthful of steam.
[0039]
[0041] The smoking experience includes the desired nicotine sensation in the smoke and a build-up sensation with each puff to a perceived level of saturation. Nicotine sensation includes the nicotine "hit" (i.e., the physiological response sometimes referred to as the "whew") and impact (i.e., the user experiences the tingle and taste) and is an integral part of the cigarette smoking experience. Sweeteners are indicated in the present disclosure to reduce / soften the nicotine sensation, while warming or tingling agents, such as Symheat, provide a build-up sensation that is raw and unpleasant. In contrast, the aerosolizable formulations of the present disclosure provide a smoking experience that replicates the cigarette smoke experience. The smoking experience may also include initial puff satisfaction and visible vapor.
[0040]
[0042] Surprisingly, the consumables of the present disclosure, when used in an aerosol delivery device, improve the sensory experience of aerosolizable formulations. Furthermore, the level of compounds in the consumables can be adjusted to tailor the flavor intensity to suit consumer preferences. This is beneficial because it maximizes the switchover and appeal of aerosol delivery systems as an alternative to cigarettes or other combustible tobacco products. Along with this range of cigarette smoking sensations, the consumables can be combined with a variety of flavors and substrates (e.g., e-liquids). The consumables can be used, for example, with tobacco-flavored e-liquids, or similarly with mint / menthol-flavored e-liquids, or with any botanical material, for example, in the form of a gel.
[0041]
[0043] For ease of reference, these and further aspects of the present invention are discussed herein under appropriate section headings. However, the teachings under each section are not necessarily limited to each particular section. In other words, particular sections of the description should not be read in isolation from other sections.
[0042]
[0044] The ranges provided herein relate to preferred amounts of each of the ingredients. Each of these ranges may be used alone or in combination with one or more other ingredient ranges to provide preferred embodiments of the present invention.
[0043]
[0045] Consumables for aerosolizable formulations Provided herein are consumables for aerosolizable formulations, i.e., consumables suitable for use in aerosolizable formulations. The consumables may be defined as set forth in claim 1. The consumables comprise (i) one or more warming agents, at least one of which is a warming agent or a tingling agent; (ii) a sweetener; and (iii) an emulsifier, wherein the warming agent is a C4-C6 warming agent. 38 Hydrocarbyl esters, C4-C 38 and at least one compound that is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester. Compound (iii) may have a boiling point at atmospheric pressure of at least about 200° C. The disclosure is not limited in this respect.
[0044]
[0046] Without being bound by theory, it is believed that the emulsifying properties of compound (iii) are important for providing one or more reproducible smoking sensations. The term "emulsifier" will be readily understood by those skilled in the art. An emulsifier refers to a compound that stabilizes an emulsion, i.e., a compound that promotes the suspension of one liquid in another. Emulsifiers are used in many consumer products, including foods, cosmetics, and pharmaceuticals.
[0045]
[0047] The basic structure of an emulsifier or emulsifying agent comprises a hydrophobic portion, usually a long-chain fatty acid, and a hydrophilic portion, which can be either charged or uncharged. The hydrophobic portion of the emulsifier dissolves in the oil phase, and the hydrophilic portion dissolves in the aqueous phase, forming a dispersion of small oil droplets. In the context of this disclosure, an emulsifier is defined as a C4-C 38 Hydrocarbyl esters, C4-C 38The emulsifying properties of these compounds may be beneficial in contributing to the observed modification of mouthfeel, so as to reproduce one or more sensations experienced when smoking a combustible tobacco product (e.g., a cigarette). The emulsifying compound (iii) may be, for example, a factor contributing to the perceived mouth coating and / or "fullness" in the mouth (i.e., the aerosol body) after use, each of which is modified to reproduce, for example, that of smoking a conventional cigarette. The emulsifying compound (iii) may also be a factor contributing to the impact or throat hit of the product.
[0046]
[0048] Also provided are consumables for aerosolizable formulations as described herein, comprising one or more warming agents, at least one of which is a warming or tingling agent, a sweetener, and triacetin, optionally with a weight ratio of the warming agent(s) to the sweetener(s) of greater than about 1:1 to about 3:1. In some embodiments, consumables are provided for aerosolizable formulations, comprising one or more warming agents, at least one of which is a warming or tingling agent, a sweetener, and triacetin, optionally with a weight ratio of the warming agent(s) to the sweetener(s) of greater than about 1:1 to about 3:1. The aerosolizable formulations are configured for use in an aerosol delivery system. Such systems are further described below.
[0047]
[0049] sensation elicitors The consumables of the present disclosure include one or more sensation eliciting agents, at least one of which is a warming or tingling agent. The terms "sensation eliciting agent" or "sensation eliciting compound," as used interchangeably herein, refer to a compound that elicits a sensation mediated by the trigeminal nerve in a user.
[0048]
[0050] The use of sensation-eliciting compounds is well documented in the food and pharmaceutical industries, and the sensations evoked include cooling, warming, and tingling. When used in an aerosolizable formulation, such sensations should be experienced in the user's oral cavity, nasal cavity, and / or skin. While sensations experienced in the oral cavity and / or nasal cavity are preferred, the disclosure is not limited in this regard. The terms "cooling," "warming," and "tingling" are well understood in the art.
[0049]
[0051] Cooling agents, warming agents, and tingling agents are typically small organic molecules that deliver a cooling, warming, or tingling sensation to the user upon contact with the oral cavity, nasal cavity, and / or skin, respectively. This sensation falls under the category of chemosensation and occurs because the small organic molecules activate specific receptors in the skin and / or mucous membranes. Thus, the experience of the cooling, warming, and / or tingling sensation depends on the user's chemesthesis. Chemosensation is typically mediated by the trigeminal nerve, is a component of the somatosensory system, and refers to a sense distinct from olfaction (sense of smell) and taste, and is therefore also referred to in the art as "general chemosensation" or trigeminal chemosensation.
[0050]
[0052] At least one warming or tingling agent in the consumable product of the present invention is a warming or tingling agent, which may be selected from the group consisting of vanilloid, sanshool, piperine, allyl isothiocyanate, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or the warming or tingling agent is an extract from at least one of horseradish oil, ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, Uzazi, or mustard oil.
[0051]
[0053] Vanilloids are compounds containing a vanillyl group, and some vanilloids bind to the transient receptor potential vanilloid type 1 (TRPV1) receptor, an ion channel that naturally responds to stimuli. Thus, TRPV1 is a component of the mammalian somatosensory system. Vanilloids include capsaicin (8-methyl-N-vanillyl-6-nonenamide) and nonivamide, as well as 3-phenylpropyl homovanillate, the main component of SymHeat PV used in the Examples herein. Other vanilloids include gingerol, zingerone, and shogaol, as well as vanillyl ethyl ether, vanillyl propyl ether, vanillyl butyl ether, and vanillyl butyl ether acetate. The chemical structures of capsaicin, 3-phenylpropyl homovanillate, gingerol, [6]-shogaol, and zingerone, along with vanillyl butyl ether, are shown in Appendix 1.
[0052]
[0054] Sanshool is exemplified by hydroxy-α-sanshool, the compound responsible for the numbing and tingling sensation caused by eating foods cooked with Szechuan peppercorn and uzazi. The term "sanshool" comes from the Japanese word for sansho and the suffix "ol," meaning "alcohol." Sanshool is an agonist of TRPV1 and TRPA1 (ion channels best known as pain, cold, and itch sensors in humans and other mammals), and its chemical structure is shown in Appendix 1.
[0053]
[0055] Cinnamyl phenylpropyl compounds share the common structural characteristics of aryl-substituted primary alcohols / aldehydes / esters. Cinnamyl phenylpropyl compounds include 3-phenylpropyl cinnamate and 3-phenyl-1-propanol, each of which has a pungent taste and balsamic odor, and 3-phenylpropyl isobutyrate, which has a fruity taste and odor. In some embodiments, the cinnamyl phenylpropyl compound is selected from 3-phenylpropyl cinnamate, 3-phenyl-1-propanol, and combinations thereof.
[0054]
[0056] In some embodiments, the warming or tingling agent is selected from the group consisting of vanilloids, sanshool, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or the warming or tingling agent is an extract from at least one of horseradish oil, mustard oil, ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, or Uzazi.
[0055]
[0057] In some embodiments, the warming or tingling agent is selected from the group consisting of vanilloids, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or the warming or tingling agent is an extract from at least one of ginger oil, black pepper, long pepper, or cayenne pepper.
[0056]
[0058] In some embodiments, the warming or tingling agent comprises a vanilloid, for example, the warming or tingling agent can comprise a combination of a vanilloid and a cinnamylphenylpropyl compound, hi some embodiments, the warming or tingling agent is a vanilloid, preferably 3-phenylpropyl homovanilate.
[0057]
[0059] In some embodiments, the warming or tingling agent is selected from the group consisting of vanillyl ethyl ether, vanillyl propyl ether, 3-phenylpropyl homovanilate, capsaicinoids, gingerols (e.g., [6], [8],
[10] , and / or
[12] -gingerol), vanillyl butyl ether, vanillyl butyl ether acetate, sanshool, piperine, zingerone, shogaols (e.g., (6)-shogaol), allyl isothiocyanate, and combinations thereof, or the warming or tingling agent is an extract from at least one of horseradish oil, ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, Uzazi, or mustard oil.
[0058]
[0060] In some embodiments, the warming or tingling agent is selected from the group consisting of vanillyl ethyl ether, vanillyl propyl ether, vanillyl butyl ether, vanillyl butyl ether acetate, 3-phenylpropyl homovanilate, and combinations thereof.
[0059]
[0061] In some embodiments, the warming or tingling agent is selected from the group consisting of vanilloids, gingerols (e.g., [6], [8],
[10] , and / or
[12] -gingerol), zingerone, shogaols (e.g., (6)-shogaol), and combinations thereof, or the warming or tingling agent is an extract from ginger oil.
[0060]
[0062] All embodiments include, where appropriate, all enantiomers and tautomers of the compounds. Those skilled in the art will recognize compounds that have optical properties (one or more chiral carbon atoms) or tautomeric properties. The corresponding enantiomers and / or tautomers may be isolated / prepared by methods known in the art.
[0061]
[0063] Some of the compounds may also exist as stereoisomers and / or geometric isomers. For example, some of the compounds may have one or more asymmetric and / or geometric centers and therefore may exist in two or more stereoisomeric and / or geometric forms. All embodiments include, where appropriate, the use of all individual stereoisomers and geometric isomers of the compounds, as well as mixtures thereof. The terms used in the claims encompass these forms. Piperine has four geometric isomers, including, for example, chavicine, isochavicin, and isopiperine. The term "piperine" is used herein to refer to all individual geometric isomers and mixtures thereof.
[0062]
[0064] In some embodiments, the one or more warming agents comprise a warming agent and a tingling agent.
[0063]
[0065] In some embodiments, the one or more warming agents comprise a warming agent.
[0064]
[0066] In some embodiments, the one or more warming agents comprise a tingling agent.
[0065]
[0067] One or more warming agents, as defined, may be present in the consumable in an amount of about 0.001% to about 10% by weight, based on the total weight of the consumable. As will be understood by those skilled in the art, this concentration range applies to the total amount of warming agents, such as warming or tingling agents, and optionally cooling agents. The inclusion of cooling agents is further described below.
[0066]
[0068] The concentration range of about 0.001% to about 10% by weight also applies to the above definition of one or more warming agents. For example, the consumable product may contain about 0.001% to about 10% by weight of one or more warming agents, at least one of which is a warming or tingling agent selected from the group consisting of vanilloids, sanshool, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or an extract from at least one of ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, or uzazi. Preferably, the warming or tingling agent comprises a vanilloid, such as 3-phenylpropyl homovanillate.
[0067]
[0069] In some embodiments, one or more warming agents as defined herein are present in the consumable in an amount of about 0.001% to about 5% by weight, e.g., about 0.001% to about 2.5% by weight, preferably about 0.001% to about 1% by weight, and more preferably about 0.001% to about 0.5% by weight, based on the total weight of the consumable. In some particularly preferred embodiments, one or more warming agents as defined herein are present in the consumable in an amount of about 0.001% to about 0.25% by weight.
[0068]
[0070] In some embodiments, the warming or tingling agent is present at a concentration of about 0.0001% to about 5% by weight based on the total weight of the consumable, for example, about 0.0001% to about 3% by weight based on the total weight of the consumable, preferably about 0.0001% to about 2.5% by weight.
[0069]
[0071] In some embodiments, the warming or tingling agent is present at a concentration of about 0.0001% to about 5% by weight, for example, about 0.0001% to about 3% by weight, preferably about 0.0001% to about 2.5% by weight, and more preferably about 0.0001% to about 1% by weight, based on the total weight of the aerosolizable formulation. In some embodiments, the warming or tingling agent is present at a concentration of about 0.0001% to about 0.05% by weight, based on the total weight of the aerosolizable formulation. These concentration ranges may be combined with any of the concentrations listed above for the total amount of warming agent.
[0070]
[0072] Preferably, the warming or tingling agent may be present at a concentration of about 0.0001% to about 0.025% by weight, based on the total weight of the aerosolizable formulation. More preferably, the warming or tingling agent is present at a concentration of about 0.0001% to about 0.025% by weight, based on the total weight of the aerosolizable formulation, and is selected from the group consisting of vanilloid, sanshool, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or the warming or tingling agent is an extract from at least one of ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, or Uzazi, such as a vanilloid.
[0071]
[0073] In an alternative preferred embodiment, the warming or tingling agent may be present in a concentration of about 0.0001% to about 5% by weight, based on the total weight of the aerosolizable formulation, and is selected from the group consisting of vanilloids, sanshool, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or the warming or tingling agent is an extract from at least one of ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, or Uzazi, e.g., a vanilloid.
[0072]
[0074] In some embodiments, the one or more warming agents comprise a warming or tingling agent such that the "total" concentration of the one or more warming agents is from about 0.0001% to about 5% by weight, based on the total weight of the consumable, for example, from about 0.0001% to about 3% by weight, preferably from about 0.0001% to about 2.5% by weight, and more preferably from about 0.0001% to about 1% by weight, based on the total weight of the consumable.
[0073]
[0075] In some embodiments, the one or more warming agents comprise a warming or tingling agent, such that the "total" concentration of the one or more warming agents is from about 0.0001% to about 1% by weight, preferably from 0.0001% to about 0.5% by weight, and more preferably from about 0.0001% to about 0.25% by weight, based on the total weight of the aerosolizable formulation.
[0074]
[0076] In some embodiments, the one or more warming agents further comprise a cooling agent. The term "cooling agent" is defined above. The cooling agent may be menthol or a compound of formula (I) or a salt and / or solvate thereof.
[0075] [ka]
[0077] wherein X is hydrogen or OR', R' is an alkyl or alkenyl group which may be combined with R1 to form a 3- to 5-membered heterocyclyl group, the heterocyclyl group being optionally substituted with one or more substituents selected from OH, O-alkyl, alkyl-OH, alkyl-O-alkyl, NH2, NH-alkyl, N-(alkyl)2, NO2 and CN, and R1 and R2 are each independently hydrogen, OH, OR a , C(O)NR b R c and C(O)OR b R c and when a double bond is present, R2 is absent;
[0078] R a represents an alkyl group, an alkenyl group, or a C(O)R f group, or C(O)-alkyl-C(O)R f R is a group, and the alkyl and alkenyl groups may be substituted with one or more substituents selected from OH, O-alkyl, NH, NH-alkyl, N-(alkyl), NO, and CN; f is an alkyl group, an alkenyl group, OH, O-alkyl, NH, NH-alkyl or N-(alkyl), wherein the alkyl and alkenyl groups are optionally substituted with one or more substituents selected from OH, O-alkyl, NH, NH-alkyl, N-(alkyl), NO and CN;
[0079] R b and R c are each independently hydrogen, an alkyl group, an alkenyl group, an aryl group, an aralkyl group, a heteroaryl group, or a heteroaralkyl group, and the alkyl group, the alkenyl group, the aryl group, and the heteroaryl group are OH, O-alkyl, NH, NH-alkyl, N-(alkyl), NO, CN, and C(O)R f may be substituted with one or more substituents selected from
[0080] In some embodiments, X is hydrogen.
[0076]
[0081] In some embodiments, X is OR', and R' is an alkyl or alkenyl group that is taken together with R1 to form a 3- to 5-membered heterocyclyl group, which heterocyclyl group is optionally substituted with OH, O-alkyl, or alkyl-OH. In some embodiments, X is OR', and R' is an alkyl group that is taken together with R1 to form a 4- or 5-membered heterocyclyl group, which heterocyclyl group is optionally substituted with alkyl-OH. In some embodiments, X is OR', and R' is an alkyl group that is taken together with R1 to form a 4- or 5-membered heterocyclyl group, which heterocyclyl group is optionally substituted with alkyl-OH. a and R a is an alkyl group and R2 is absent or is hydrogen.
[0077]
[0082] In some embodiments, R1 is OH, OR a and C(O)NR b R c and R2 is selected from the group consisting of: a In some embodiments, R1 is OH. In some embodiments, R1 is OH and R2 is selected from the group consisting of OH and OR a is selected from.
[0078]
[0083] In some embodiments, X is hydrogen and R is OH, OR a and C(O)NR b R c R2 is selected from the group consisting of: a In some embodiments, X is hydrogen and R is OR a and C(O)NR b R c and R2 is selected from the group consisting of: a is selected from.
[0079]
[0084] In some embodiments, R1 is OR a and R ais an alkyl group substituted with one or more OH substituents. R2 may be hydrogen.
[0080]
[0085] In some embodiments, R1 is OR a and R a is C(O)R f group, or C(O)-alkyl-C(O)R f is a group, and R f is an alkyl group optionally substituted with one or more OH substituents, or R f is OH. R2 may be hydrogen.
[0081]
[0086] In some embodiments, R is C(O)NR b R c and R b and R c are each independently hydrogen, an alkyl group, an aryl group, an aralkyl group, a heteroaryl group, or a heteroaralkyl group. In some embodiments, R is C(O)NR b R c and R b and R c At least one of R2 is hydrogen.
[0082]
[0087] In some embodiments, R is C(O)NR b R c and R b is hydrogen and R c is selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, and heteroaralkyl groups. R2 may be hydrogen.
[0083]
[0088] As used herein, the term "alkyl" includes both saturated straight-chain and saturated branched alkyl groups, which may be substituted (mono- or polysubstituted) or unsubstituted. In some embodiments, the alkyl group is C 1-10 In some embodiments, the alkyl group is a C 1-8In some embodiments, the alkyl group is a C 1-6 In some embodiments, the alkyl group is a C 1-3 In some embodiments, alkyl groups include, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, and hexyl. In some embodiments, alkyl groups include methyl, ethyl, propyl, or isopropyl.
[0084]
[0089] As used herein, the term "alkenyl" includes both unsaturated straight-chain and unsaturated branched alkenyl groups, which may be substituted (mono- or polysubstituted) or unsubstituted. In some embodiments, an alkenyl group is selected from the group consisting of C 2-10 In some embodiments, the alkenyl group is C 2-8 In some embodiments, the alkenyl group is C 2-6 In some embodiments, the alkenyl group is C 2-3 It is an alkenyl group.
[0085]
[0090] As used herein, the term "aryl" refers to a C aryl group which may be substituted (mono- or polysubstituted) or unsubstituted. 6-12 It refers to an aromatic group. Typical examples include phenyl and naphthyl. In some embodiments, the aryl group is phenyl.
[0086]
[0091] The term "aralkyl" is used as a combination of the above terms alkyl and aryl. For example, an aryl group can be formed from the diradical alkylene bridge (-CH-) nwherein n is 1-10 and "aryl" is as defined above. Alternatively, the alkyl group may be attached to the compound of formula (I) via a diradical aryl bridge, e.g., phenyl, wherein "alkyl" is as defined above. In some embodiments, the term "aralkyl" refers to a phenylalkyl group where the phenyl is attached to the compound of formula (I).
[0087]
[0092] As used herein, the term "heteroaryl" refers to a monovalent aromatic group of 1 to 12 carbon atoms having one or more oxygen, nitrogen, and sulfur heteroatoms in the ring. In some embodiments, there are 1 to 4 oxygen, nitrogen, and / or sulfur heteroatoms in the ring. In some embodiments, there are 1 to 3 oxygen, nitrogen, and / or sulfur heteroatoms in the ring. In some embodiments, there are 2 oxygen and / or nitrogen heteroatoms in the ring. In some embodiments, there is 1 oxygen or nitrogen heteroatom in the ring. The nitrogen and sulfur heteroatoms may be oxidized. Such heteroaryl groups can have a single ring (e.g., pyridyl or furyl) or multiple condensed rings, so long as the point of attachment is through a heteroaryl ring atom.
[0088]
[0093] In some embodiments, the heteroaryl is selected from the group consisting of pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, pyrrolyl, indolyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, furanyl, thiophenyl, furyl, pyrrolyl, imidazolyl, oxazolyl, isoxazolyl, isothiazolyl, pyrazolylbenzofuranyl, and benzothiophenyl. The heteroaryl ring can be unsubstituted or substituted. In some embodiments, the heteroaryl is selected from the group consisting of pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, and pyrrolyl. In some embodiments, the heteroaryl is pyridyl.
[0089]
[0094] As used herein, the term "heterocyclyl" refers to a fully saturated or unsaturated monocyclic group having one or more oxygen, sulfur, or nitrogen heteroatoms in the ring. In some embodiments, a heterocyclyl has 1 to 3 heteroatoms in the ring. In some embodiments, a heterocyclyl has 1 to 3 oxygen and / or nitrogen heteroatoms in the ring. In some embodiments, a heterocyclyl has 1 to 3 oxygen heteroatoms in the ring. The nitrogen and sulfur heteroatoms may be oxidized, and the nitrogen heteroatom may be quaternized. The heterocyclic group may be unsubstituted or substituted.
[0090]
[0095] Exemplary monocyclic heterocyclic groups include pyrrolidinyl, pyrrolyl, pyrazolyl, oxiranyl, oxetanyl, pyrazolinyl, imidazolyl, imidazolinyl, imidazolidinyl, oxazolyl, oxazolidinyl, isoxazolinyl, isoxazolyl, thiazolyl, thiadiazolyl, thiazolidinyl, isothiazolyl, isothiazolidinyl, furyl, tetrahydrofuryl, thienyl, oxadiazolyl, piperidinyl, piperazinyl, 2-oxopyridine ... These include, but are not limited to, perazinyl, 2-oxopiperidinyl, 2-oxopyrrolodinyl, 2-oxoazepinyl, azepinyl, 4-piperidonyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, tetrahydropyranyl, morpholinyl, thiamorpholinyl, thiamorpholinyl sulfoxide, thiamorpholinyl sulfone, 1,3-dioxolane and tetrahydro-1,1-dioxothienyl, triazolyl, and triazinyl.
[0091]
[0096] In some embodiments, the heterocyclyl is selected from the group consisting of oxiranyl, oxetanyl, tetrahydrofuryl, tetrahydropyranyl, and 1,3-dioxolane. In some embodiments, the heterocyclyl is 1,3-dioxolane.
[0092]
[0097] All embodiments include, where appropriate, all enantiomers, tautomers, and geometric isomers of the compounds of formula (I). Those skilled in the art will recognize compounds that have optical properties (one or more chiral carbon atoms) or tautomeric properties. The corresponding enantiomers and / or tautomers may be isolated / prepared by methods known in the art. Some of the compounds of formula (I) may also exist as stereoisomers and / or geometric isomers; for example, some of the compounds of formula (I) may have one or more asymmetric centers and / or geometric centers and therefore may exist in two or more stereoisomeric and / or geometric forms. All embodiments include, where appropriate, the use of all individual stereoisomers and geometric isomers of the compounds, as well as mixtures thereof. The terms used in the claims encompass these forms.
[0093]
[0098] Suitable salts of the compounds of formula (I) include suitable acid addition or base salts thereof. Such salts and solvates thereof will be known in the art. Suitable acid addition salts include carboxylates (e.g., formate, acetate, trifluoroacetate, propionate, isobutyrate, heptanoate, decanoate, caprate, caprylate, stearate, acrylate, caproate, propiolate, ascorbate, citrate, glucuronate, glutamate, glycolate, α-hydroxybutyrate, lactate, tartrate, phenylacetate, mandelate, phenylpropionate, phenylbutyrate, benzoate, chlorobenzoate, methylbenzoate, hydroxybenzoate, methoxybenzoate, dinitrobenzoate, o-acetoxybenzoate, salicylate, nicotinate, isonicotinate, cinnamate, oxalate, malonate, succinate, benzoates ... salts such as phosphates, suberates, sebacates, fumarates, malates, maleates, hydroxymaleates, hippurates, phthalates or terephthalates), halide salts such as chlorides, bromides or iodides, sulfonates such as benzenesulfonates, methyl-, bromo- or chloro-benzenesulfonates, xylenesulfonates, methanesulfonates, ethanesulfonates, propanesulfonates, hydroxyethanesulfonates, 1- or 2-naphthalenesulfonates or 1,5-naphthalenedisulfonates, or sulfates, pyrosulfates, bisulfates, sulfites, phosphates, monohydrogenphosphates, dihydrogenphosphates, metaphosphates, pyrophosphates or nitrates.
[0094]
[0099] In some embodiments, the one or more warming agents further comprise a cooling agent selected from the group consisting of menthol, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-(5-methyl-2-propan-2-ylcyclohexanecarbonylamino)acetate, N-(4-methoxyphenyl)-p-menthanecarboxamide, N-2,3-trimethyl-2-propan-2-ylbutanamide, N-(2-pyridin-2-yl)ethyl)menthylcarboxamide, menthone-1,2-glycerol ketal, menthyl lactate, isopulegol, 3-menthoxypropane-1,2-diol, and menthyl succinate.
[0095]
[0100] In some embodiments, the cooling agent is selected from the group consisting of menthol, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-(5-methyl-2-propan-2-ylcyclohexanecarbonylamino)acetate, N-(4-methoxyphenyl)-p-menthanecarboxamide, N-2,3-trimethyl-2-propan-2-ylbutanamide, N-(2-pyridin-2-yl)ethyl)menthylcarboxamide, menthone-1,2-glycerol ketal, menthyl lactate, 3-menthoxypropane-1,2-diol, and menthyl succinate.
[0096]
[0101] In some embodiments, the coolant is [ka] [ka] [ka] [ka] is selected from the group consisting of:
[0097]
[0102] The above chemical formulas are also shown in Appendix 1 along with trade and chemical names.
[0098]
[0103] In some embodiments, the coolant is WS-23, N,2-3-trimethyl-2-propan-2-ylbutanamide.
[0099]
[0104] In some embodiments, the cooling agent is selected from the group consisting of (1S,2R,5S)-N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate, (1R,2S,5R)-N-(4-methoxyphenyl-p-menthanecarboxamide, (1R,2S,5R)-N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide, (-)-menthone 1,2-glycerol ketal, (-)-menthyl lactate, (-)-isopulegol, 3-((-)-menthoxy)propane-1,2-diol, and (-)-menthyl succinate. These compounds are listed in Appendix 1.
[0100]
[0105] In some embodiments, the cooling agent is selected from the group consisting of (1S,2R,5S)-N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate, (1R,2S,5R)-N-(4-methoxyphenyl-p-menthanecarboxamide, (1R,2S,5R)-N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide, (-)-menthone 1,2-glycerol ketal, (-)-menthyl lactate, 3-((-)-menthoxy)propane-1,2-diol, and (-)-menthyl succinate.
[0101]
[0106] In some embodiments, the cooling agent is selected from the group consisting of (1S,2R,5S)-N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate, (1R,2S,5R)-N-(4-methoxyphenyl-p-menthanecarboxamide, (1R,2S,5R)-N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide, (-)-menthone 1,2-glycerol ketal, (-)-menthyl lactate, (-)-isopulegol, and 3-((-)-menthoxy)propane-1,2-diol.
[0102]
[0107] In some embodiments, the cooling agent is selected from the group consisting of (1S,2R,5S)-N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate, (1R,2S,5R)-N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide, (-)-menthone 1,2-glycerol ketal, (-)-menthyl lactate, (-)-isopulegol, and 3-((-)-menthoxy)propane-1,2-diol.
[0103]
[0108] In some embodiments, the cooling agent is selected from the group consisting of (1S,2R,5S)-N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate, (1R,2S,5R)-N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide, (-)-menthone 1,2-glycerol ketal, (-)-menthyl lactate, and 3-((-)-menthoxy)propane-1,2-diol.
[0104]
[0109] In some embodiments, the cooling agent is (1R,2S,5R)-N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide. In other embodiments, the cooling agent is (1S,2R,5S)-N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide.
[0105]
[0110] As stated above, all embodiments include, where appropriate, all enantiomers and tautomers of the compounds. All embodiments include, where appropriate, the use of all individual stereoisomers and geometric isomers of those compounds, as well as mixtures thereof. The terms used in the claims encompass these forms.
[0106]
[0111] In some embodiments, the one or more warming agents comprise a cooling agent and a warming agent. In some embodiments, the one or more warming agents comprise a cooling agent and a tingling agent. In some embodiments, the one or more warming agents comprise a cooling agent, a warming agent, and a tingling agent.
[0107]
[0112] As described above, the concentration range of about 0.001 to about 10% by weight refers to the total amount of warming or tingling agents, such as warming or tingling agents, and optionally, cooling agents, in the consumable product. For example, the consumable product may contain about 0.001 to about 10% by weight of one or more warming or tingling agents, where at least one warming or tingling agent is selected from the group consisting of vanilloids, sanshool, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or an extract from at least one of ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, or uzazi, and the one or more warming or tingling agents optionally further include a cooling agent. Preferably, the warming or tingling agent comprises a vanilloid, such as 3-phenylpropyl homovanillate. Preferably, the cooling agent is selected from the group consisting of menthol, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-(5-methyl-2-propan-2-ylcyclohexanecarbonylamino)acetate, N-(4-methoxyphenyl)-p-menthanecarboxamide, N-2,3-trimethyl-2-propan-2-ylbutanamide, N-(2-pyridin-2-yl)ethyl)menthylcarboxamide, menthone-1,2-glycerol ketal, menthyl lactate, isopulegol, 3-menthoxypropane-1,2-diol, and menthyl succinate.
[0108]
[0113] In some embodiments, the one or more warming agents are present in the consumable in an amount of about 0.001% to about 5% by weight, wherein at least one warming agent is a warming or tingling agent, wherein the warming or tingling agent comprises a vanilloid, and the one or more warming agents optionally further comprise a cooling agent selected from the group consisting of menthol, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-(5-methyl-2-propan-2-ylcyclohexanecarbonylamino)acetate, N-(4-methoxyphenyl)-p-menthanecarboxamide, N-2,3-trimethyl-2-propan-2-ylbutanamide, N-(2-pyridin-2-yl)ethyl)menthylcarboxamide, menthone-1,2-glycerol ketal, menthyl lactate, isopulegol, 3-menthoxypropane-1,2-diol, and menthyl succinate.
[0109]
[0114] In some embodiments, the one or more warming agents are present in the consumable in an amount of about 0.001% to about 2.5% by weight, and at least one warming agent is a warming or tingling agent, and the warming or tingling agent comprises a vanilloid, and the one or more warming agents are optionally selected from the group consisting of menthol, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-(5-methyl-2-propan-2-yl)cyclohexane and further comprising a cooling agent selected from the group consisting of N-(4-methoxyphenyl)-p-menthanecarboxamide, N-2,3-trimethyl-2-propan-2-ylbutanamide, N-(2-pyridin-2-yl)ethyl)menthylcarboxamide, menthone-1,2-glycerol ketal, menthyl lactate, isopulegol, 3-menthoxypropane-1,2-diol, and menthyl succinate.
[0110]
[0115] In some embodiments, the one or more warming agents are present in the consumable in an amount of about 0.001% to about 1% by weight, wherein at least one warming agent is a warming or tingling agent, wherein the warming or tingling agent comprises a vanilloid, and the one or more warming agents optionally further comprise a cooling agent selected from the group consisting of menthol, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-(5-methyl-2-propan-2-ylcyclohexanecarbonylamino)acetate, N-(4-methoxyphenyl)-p-menthanecarboxamide, N-2,3-trimethyl-2-propan-2-ylbutanamide, N-(2-pyridin-2-yl)ethyl)menthylcarboxamide, menthone-1,2-glycerol ketal, menthyl lactate, isopulegol, 3-menthoxypropane-1,2-diol, and menthyl succinate.
[0111]
[0116] As noted above, the warming or tingling agent may be present in a concentration of about 0.0001% to about 5% by weight, based on the total weight of the aerosolizable formulation, which range may be combined with the concentrations set forth above for the total amount of warming agent, including the presence of a cooling agent. Preferably, the warming or tingling agent is present in a concentration of about 0.0001% to about 3% by weight, more preferably about 0.0001% to about 2.5% by weight, based on the total weight of the aerosolizable formulation.
[0112]
[0117] In some embodiments, the one or more warming agents and the concentrations of the one or more warming agents are selected based on the solubility of the one or more warming agents in the emulsifier compound (iii). For example, the consumable may include an amount of one or more warming agents in the emulsifier compound (iii), wherein the compound (iii) is present in an amount of 50% or more by weight of the consumable, for example, 60% or more by weight of the consumable, preferably 70% or more by weight. The compound (iii) is as defined below.
[0113]
[0118] In some embodiments, the emulsifier compound (iii) comprises triacetin, and the one or more warming agents and the concentration of the one or more warming agents are selected based on the solubility of the one or more warming agents in triacetin. For example, the consumable may comprise an amount of one or more warming agents in triacetin, with the triacetin being present in an amount of 50% or more by weight of the consumable, for example, 60% or more by weight of the consumable, preferably 70% or more by weight of the consumable. However, as is clear from the previous paragraph, these concentrations do not only relate to triacetin as compound (iii), but also apply to other emulsifiers defined in the appended claims and this specification. In a particularly preferred embodiment, the emulsifier compound (iii) is present in an amount of 80% or more by weight of the consumable.
[0114]
[0119] Thus, the present disclosure: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 5% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 38 Hydrocarbyl esters, C4-C 38 at least one compound that is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester, wherein the at least one compound is present at 50% by weight or more of the consumable; The present invention provides a consumable product for an aerosolizable formulation comprising:
[0115]
[0120] In some embodiments, the consumable comprises: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 3% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 38 Hydrocarbyl esters, C4-C 38at least one compound that is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester, wherein the at least one compound is present at 60% by weight or more of the consumable; Includes:
[0116]
[0121] In some embodiments, the consumable comprises: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 2.5% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 38 Hydrocarbyl esters, C4-C 38 at least one compound that is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester, wherein the at least one compound is present at 70% by weight or more of the consumable; Includes:
[0117]
[0122] In some embodiments, the consumable comprises: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 1% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 38 Hydrocarbyl esters, C4-C 38 at least one compound that is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester, wherein the at least one compound is present at 80% by weight or more of the consumable; Includes:
[0118] In each of these embodiments, the warming or tingling agent, sweetener, and / or emulsifier compound are as defined herein. For example, at least one compound (iii) is a C4-C 16 Glycerides, C4-C16 Lactones, C8-C 38 Hydrocarbyl maleate, C8-C 38 Hydrocarbyl fumarate, C4-C 38 The sweetener may be a compound that binds to T1R2 and / or T1R3 or is a compound selected from oxathiazinone sweeteners, aspartame sweeteners, sulfamates, calcium cyclamate, sugar alcohols, naturally occurring sweeteners, saccharin, sucralose, gluonic acid, and mixtures thereof; and the warming or tingling agent may be selected from vanilloids, sanshool, piperine, allyl isothiocyanate, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof.
[0123] sweetener The consumables of the present disclosure include sweeteners. The term "sweetener" refers to a substance used to make a food or beverage taste sweeter, used in place of sugar (sucrose), i.e., a sugar substitute. Sweeteners are readily recognized in the art, and the term will be well understood by those skilled in the art. The sweetener may be any sweetener or combination of sweeteners, in natural or artificial form, or as a combination of natural and artificial sweeteners. Examples of natural sweeteners include fructose, glucose, maltose, mannose, galactose, lactose, stevia, etc. Examples of artificial sweeteners include sucralose, isomaltulose, maltodextrin, saccharin, aspartame, acesulfame K, neotame, etc.
[0119]
[0124] A sweetener can be defined as a compound that binds to T1R2 and / or T1R3. The phrase "binding to T1R2 and / or T1R3" will be understood by those skilled in the art to mean that the compound binds to the T1R2 receptor and / or the T1R3 receptor. T1R2, also known as "taste receptor type 1 member 2," is a protein in humans encoded by the TAS1R2 gene. Similarly, T1R3, also known as "taste receptor type 1 member 3," is a protein in humans encoded by the TAS1R3 gene. Sweet receptors in humans are primarily formed as dimers of T1R2 and T1R3. However, natural sweeteners are understood to interact with the orthosteric binding pocket of T1R2 or T1R3.
[0120]
[0125] The binding of sweet substances to sweet receptors activates trimeric G protein(s) and generates second messengers in taste cells. Both cyclic AMP and calcium can act as second messengers. The sweetener and receptor(s) involve several molecular interactions (e.g., van der Waals, electrostatic, hydrogen, hydrophobic, etc.) and physicochemical complementarity between the receptor(s) and the sweetener. Protein structure files (receptor(s)) may be retrieved from the Protein Data Bank and described using X-ray diffraction. Details are as follows: T1R2 / T1R3:PDB:5X2P, https: / / www.rcsb.org / structure / 5X2P, DOI:10.2210 / pdb5X2P / pdb
[0121]
[0126] The active site pocket of a protein molecule is where sweeteners bind to the protein. Those skilled in the art will understand how to determine whether a compound binds to the active site pocket of T1R2 and / or T1R3. These experiments can include, for example, the use of a HEK-based (human embryonic kidney 293 cell) calcium fluorescence imaging assay as described and used in Winnig et al., BMC Structural Biology 2007, 7:66, for neohesperidin dihydrochalcone.
[0122]
[0127] In some embodiments, the sweetener may be selected from any suitable compound that binds to T1R2 and / or T1R3.
[0123]
[0128] In some embodiments, the sweetener is selected from oxathiazinone sweeteners, aspartame sweeteners, sulfamates, cyclamates (e.g., sodium or calcium), sugar alcohols, naturally occurring sweeteners, saccharin, sucralose, gluonic acid, and mixtures thereof. The sugar alcohol may include erythritol, arabitol, ribitol, isomalt, maltitol, dulcitol, iditol, mannitol, xylitol, lactitol, sorbitol, or combinations thereof. Those skilled in the art will appreciate that when a sugar alcohol is included in a consumable product, the sugar alcohol may function as a sweetener or an emulsifier. In some embodiments, (ii) and (iii) are different. Erythritol, for example, is a C4-C6 sugar alcohol having a boiling point of at least 200°C at atmospheric pressure. 18 The emulsifier is a hydrocarbyl polyol, which functions as an emulsifier. 18 In some embodiments, additional sweeteners may be added to the consumable, if the sweetener is within the scope of the hydrocarbyl polyol.
[0124]
[0129] In some embodiments, the sweetener is selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, calcium cyclamate, erythritol, xylitol, maltitol, mannitol, sorbitol, isomalt, tagatose, xylose, glycyrrhizin, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof.
[0125]
[0130] In some embodiments, the sweetener comprises at least one selected from aspartame sweetener, stevioside, swingle extract, glycerhizin, perillartine, naringin dihydrochalcone, neohesperidin dihydrochalcone, mogroside V, rubusoside, rubus extract, rebaudioside A, saccharin, sucralose, and sodium cyclamate. In some embodiments, the sweetener comprises at least one selected from aspartame sweetener, stevioside, saccharin, sucralose, and sodium cyclamate. Preferably, the sweetener comprises at least one selected from acesulfame-K, aspartame, neotame, saccharin, sucralose, and sodium cyclamate. More preferably, the sweetener is neotame or aspartame, e.g., neotame.
[0126]
[0131] It will be understood by those skilled in the art that any of the above sweeteners may be used in combination to provide "sweetness" to the defined consumable. In this regard, sweetener blends are well known in the art. The combination of sweeteners may, for example, advantageously result in synergistic sweetness potency, improved taste profile, or improved time profile. Aspartame is known to be synergistic with, for example, acesulfame-K, saccharin, and cyclamate. Sucralose has a moderate synergistic effect with other nutritive and non-nutritive sweeteners.
[0127]
[0132] The absolute concentration of the sweetener is not critical to the present disclosure. In some embodiments, the sweetener and the concentration of the sweetener are selected based on the solubility of the sweetener in the emulsifier compound (iii). In some embodiments, the emulsifier compound (iii) comprises triacetin, and the sweetener and the concentration of the sweetener are selected based on the solubility of the sweetener in triacetin.
[0128]
[0133] In some embodiments, the concentration of sweetener can be defined by the concentration of one or more warming agents, specifically the weight ratio of warming agent(s) to sweetener. As described above, in the one or more warming agents, at least one warming agent is a warming agent or a tingling agent. Without wishing to be bound by theory, it is believed that the level of sweetener can depend on the level of warming agent(s), as the sweetening agent can balance the harshness or aftertaste caused by the warming / tingling agent. In some embodiments, the weight ratio of warming agent(s) to sweetener is greater than about 1:1 to about 3:1, for example, greater than about 1:1 to about 2:1, and preferably, the weight ratio of warming agent(s) to sweetener is about 2:1.
[0129]
[0134] In some embodiments, the weight ratio of the warming agent(s) to the sweetener can be adjusted to take into account the sweetener's potency. Sweetness potency is defined as the number of times a sweetener is sweeter than sucrose. Sucrose is sometimes given a value of 1 (for a 10% sucrose solution, see, for example, Godshall MA., Sugar J. 2007;69:12-20), and a sweetness potency greater than 1 is "stronger" than sucrose, while a sweetness potency less than 1 is "less strong" than sucrose.
[0130]
[0135] Neotame is the sweetener used in the examples herein. As reported in Godshall MA, 2007, neotame is 7,000 to 13,000 times sweeter than sucrose (a 10% by weight sucrose solution is used as a reference), with an average value of 8,000 times sweeter than sucrose. When the weight ratios defined above are based on neotame as the sweetener, the weight ratios may be adjusted accordingly for sweeteners of greater or lesser potency. Sucralose, for example, is 600 times sweeter than sucrose, but 13.33 times less sweet than the average value of 8,000 for neotame. Therefore, a weight ratio of sweetener(s) to sweetener based on neotame of greater than about 1:1 to about 3:1 becomes greater than about 1:13 to about 3:13 for sucralose. Similarly, the weight ratio of warming agent(s) to neotame-based sweeteners of greater than about 1:1 to about 2:1 becomes greater than about 1:13 to about 2:13 for sucralose.
[0131]
[0136] The adjustment of the weight ratio to sweetness potency of "more than about 1:1 to about 3:1" can be expressed by formula (1) as follows: Sensate(s): Sweetener = greater than about 1:(8,000 / z) to about 3:(8,000 / z) (where z = sweetening potency of a sweetener relative to a 10 wt% sucrose solution) Formula (1)
[0137] The weight ratio of "more than about 1:1 to about 2:1" to the sweetening potency can be adjusted as shown in formula (2) below. Sensate(s): Sweetener = greater than about 1:(8,000 / z) to about 2:(8,000 / z) (where z = sweetening potency of a sweetener relative to a 10 wt% sucrose solution) Formula (2)
[0132]
[0138] Those skilled in the art will understand that when a combination of sweeteners is used, the average potency of the combination should be calculated based on the amount of each sweetener in the combination.
[0133]
[0139] The sweetener is defined as above. Similarly, one or more warming agents, including warming or tingling agents, are defined as above. For example, the weight ratio of the warming agent(s) to the sweetener is greater than about 1:1 to about 3:1, the warming or tingling agent includes a vanilloid, and the sweetener is selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, calcium cyclamate, erythritol, xylitol, maltitol, mannitol, sorbitol, isomalt, tagatose, xylose, glycyrrhizin, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio can be adjusted according to formula (1) above.
[0134]
[0140] In some embodiments, the weight ratio of the warming or tingling agent(s) to the sweetener is greater than 1:1 to about 3:1, the warming or tingling agent is selected from the group consisting of vanilloids, sanshool, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or the warming or tingling agent is an extract from at least one of ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, or Uzazi, such as a vanilloid, and the sweetener is selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, calcium cyclamate, erythritol, xylitol, maltitol, mannitol, sorbitol, isomalt, tagatose, xylose, glycyrrhizin, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio can be adjusted according to the above formula (1).
[0135]
[0141] In some embodiments, the weight ratio of the warming agent(s) to the sweetener is greater than 1:1 to about 3:1, the warming or tingling agent comprises a vanilloid, and the sweetener is selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio may be adjusted according to formula (1) above.
[0136]
[0142] In some embodiments, the weight ratio of the warming agent(s) to the sweetener is greater than 1:1 to about 3:1, the warming or tingling agent comprises a vanilloid, and the sweetener is selected from aspartame, neotame, stevia, saccharin, sucralose, or mixtures thereof. The weight ratio may be adjusted according to formula (1) above.
[0137]
[0143] In some embodiments, the weight ratio of the warming agent(s) to the sweetener is greater than 1:1 to about 3:1, the warming or tingling agent comprises a vanilloid, and the sweetener is selected from aspartame, neotame, or mixtures thereof. The weight ratio may be adjusted according to formula (1) above.
[0138]
[0144] In some embodiments, the weight ratio of the warming agent(s) to the sweetener is greater than 1:1 to about 3:1, the warming or tingling agent comprises a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener is selected from aspartame, neotame, or a mixture thereof (e.g., neotame). The weight ratio may be adjusted according to formula (1) above.
[0139]
[0145] In some embodiments, the weight ratio of warming agent(s) to sweetener is greater than 1:1 to about 2:1, the warming or tingling agent comprises a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener is selected from aspartame, neotame, or a mixture thereof (e.g., neotame). The weight ratio may be adjusted according to formula (2) above.
[0140]
[0146] In some preferred embodiments, the weight ratio of the warming agent(s) to the sweetener is about 2:1, the warming or tingling agent comprises a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener is selected from aspartame, neotame, or a mixture thereof (e.g., neotame). The weight ratio may be adjusted according to formula (2) above.
[0141]
[0147] As noted above, the concentration of sweetener is not critical to the present disclosure. Instead, it is preferred to balance the sweetener relative to the warming agent(s) according to the weight ratios defined above. Nevertheless, the sweetener may be present in an amount of about 0.0001% to about 5% by weight, e.g., about 0.0001% to about 1% by weight, preferably about 0.0001% to about 0.5% by weight, and more preferably about 0.0001% to about 0.25% by weight. In a particularly preferred embodiment, the sweetener may be present in an amount of about 0.0001% to 0.1% by weight, based on the total weight of the consumable.
[0142]
[0148] In the aerosolizable formulation, the sweetener may be present in an amount of about 0.0001% to about 5% by weight, for example, about 0.0001% to about 3% by weight, preferably about 0.0001% to about 2.5% by weight, and more preferably about 0.0001% to about 1% by weight.
[0143]
[0149] In the same manner as described above for the weight ratio of warming agent(s) to sweetener, those skilled in the art will understand that these sweetener concentrations can be defined with respect to neotame and adjusted depending on the sweetening potency of the sweetener (if not neotame) used in the consumable. As noted above, sucralose has a sweetening potency that is about 13.3 times lower than neotame. Thus, a neotame concentration of about 0.0001% to about 1% by weight would result in a neotame concentration of about 0.0013% to about 13.3% by weight for sucralose, based on the total weight of the aerosolizable formulation.
[0144]
[0150] The following equations can be defined: About x% to about y% by weight of neotame = about (8,000 / z)x% to about (8000 / z)y% by weight of the alternative sweetener (where z = sweetening potency of the alternative sweetener relative to a 10 wt% sucrose solution) Formula (3)
[0145]
[0151] In some embodiments, the consumable comprises one or more warming agents in an amount of about 0.0001% to about 10% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.0001% to about 5% by weight, and a sweetener in an amount of about 0.0001 to about 5% by weight, based on the total weight of the consumable, and at least one compound (iii) (e.g., triacetin), optionally wherein the weight ratio of the warming agent(s) to the sweetener is greater than about 1:1 to about 3:1, and wherein the warming agent(s), warming / tingling agent(s), and sweetener(s) are defined according to the embodiments above, and the emulsifier compound is defined according to the embodiments below. For example, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener may be selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio may be adjusted according to formula (1). The sweetener concentration may be adjusted according to formula (3).
[0146]
[0152] In some embodiments, the consumable comprises one or more warming agents in an amount of about 0.0001% to about 5% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.0001% to about 3% by weight, based on the total weight of the aerosolizable formulation; a sweetener in an amount of about 0.0001 to about 3% by weight; and at least one compound (iii), wherein the weight ratio of the warming agent(s) to the sweetener is optionally greater than about 1:1 to about 3:1, and wherein the warming agent(s), the warming / tingling agent(s), and the sweetener are defined according to the embodiments above, and the emulsifier compound is defined according to the embodiments below. For example, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener may be selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio may be adjusted according to formula (1). The sweetener concentration may be adjusted according to formula (3).
[0147]
[0153] In some embodiments, the consumable comprises one or more warming agents in an amount of about 0.0001% to about 5% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.001% to about 2.5% by weight, based on the total weight of the consumable; a sweetener in an amount of about 0.0001% to about 2.5% by weight; and at least one compound (iii), wherein the weight ratio of the warming agent(s) to the sweetener is optionally greater than about 1:1 to about 3:1, and wherein the warming agent(s), the warming / tingling agent(s), and the sweetener are defined according to the embodiments above, and the emulsifier compound is defined according to the embodiments below. For example, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener may be selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio may be adjusted according to formula (1). The sweetener concentration may be adjusted according to formula (3).
[0148]
[0154] In some embodiments, the consumable comprises one or more warming agents in an amount of about 0.0001% to about 2.5% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.0001% to about 2.5% by weight, based on the total weight of the aerosolizable formulation; a sweetener in an amount of about 0.0001% to about 2.5% by weight; and at least one compound (iii), wherein the weight ratio of the warming agent(s) to the sweetener is optionally greater than about 1:1 to about 3:1, and wherein the warming agent(s), the warming / tingling agent(s), and the sweetener are defined according to the embodiments above, and the emulsifier compound is defined according to the embodiments below. For example, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener may be selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio may be adjusted according to formula (1). The sweetener concentration may be adjusted according to formula (3).
[0149]
[0155] In some embodiments, the consumable comprises one or more warming agents in an amount of about 0.0001% to about 2.5% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.0001% to about 1% by weight, and a sweetener in an amount of about 0.0001% to about 1% by weight, and at least one compound (iii), relative to the total weight of the consumable, wherein the weight ratio of the warming agent(s) to the sweetener is optionally greater than about 1:1 to about 3:1, and wherein the warming agent(s), the warming / tingling agent(s), and the sweetener are defined according to the embodiments above, and the emulsifier compound is defined according to the embodiments below. For example, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener may be selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio may be adjusted according to formula (1). The sweetener concentration may be adjusted according to formula (3).
[0150]
[0156] In some embodiments, the consumable comprises one or more warming agents in an amount of from about 0.0001% to about 1% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of from about 0.0001% to about 1% by weight, based on the total weight of the consumable; a sweetener in an amount of from about 0.0001% to about 1% by weight; and at least one compound (iii), wherein the weight ratio of the warming agent(s) to the sweetener is optionally greater than about 1:1 to about 3:1, and wherein the warming agent(s), the warming / tingling agent(s), and the sweetener are defined according to the embodiments above, and the emulsifier compound is defined according to the embodiments below. For example, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanillate), and the sweetener may be selected from acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. The weight ratio may be adjusted according to formula (1). The sweetener concentration may be adjusted according to formula (3).
[0151]
[0157] Compound (iii) The consumable product includes at least one compound (iii), which is an emulsifier. This compound has surprisingly been found to modify the mouthfeel of the aerosol generated from the aerosolizable formulation or aerosol generating system, such that the mouthfeel is modified to replicate one or more sensations of smoking a combustible tobacco product. For example, the modified sensation can be taste, mouthfeel, and / or smoking experience, as demonstrated by the examples herein, including impact, tingle, aerosol body, and / or mouth coating.
[0152]
[0158] The term "emulsifier" is defined above and follows the well-known meaning of this term. Those skilled in the art will be able to readily identify whether a compound is an emulsifier, as emulsifiers are a well-known category of chemical compounds. Examples of suitable compounds are also provided below.
[0153]
[0159] In addition to being an emulsifier, at least one compound (iii) may have a boiling point of at least about 200°C at atmospheric pressure. The term "atmospheric pressure" means 101,325 Pa, which corresponds to 760 mmHg. Boiling is the formation of vapor as vapor bubbles below the surface of a liquid and occurs when the equilibrium vapor pressure of the compound is equal to or greater than the ambient pressure. The temperature at which boiling occurs is the boiling temperature or boiling point. Boiling points at atmospheric pressure are reported in the literature for individual compounds and would be easily identified by one skilled in the art. Examples of boiling points of suitable emulsifier compounds are also provided below.
[0154]
[0160] In some embodiments, the boiling point of the emulsifier compound has a lower limit of about 200°C at atmospheric pressure. This is consistent with the requirement that the consumable be suitable for use in an aerosolizable formulation or an aerosol-generating system, such as a formulation for use in a non-combustion aerosol delivery device. As already mentioned above, the emulsifier compound (iii) may be a factor contributing to the perceived mouth coating and / or mouth "fulness" (i.e., aerosol body) and aerosol impact after use, each modified to replicate, for example, that of smoking a conventional cigarette. Thus, compound (iii) may be at least partially present in the aerosol generated from an aerosolizable formulation containing a consumable of the present disclosure. The compound may be aerosolized by itself or may be supported in the aerosol by other components, such as aerosol-forming materials or carriers as defined herein. The present disclosure is not limited in this respect.
[0155]
[0161] In some embodiments, the moisturizing compound has a boiling point at atmospheric pressure of at least about 250° C. In some embodiments, the moisturizing compound has a boiling point of at least about 280° C. In some embodiments, the moisturizing compound has a boiling point of at least about 300° C.
[0156]
[0162] When defining the boiling point, the upper limit of the boiling point of at least one compound (iii) is not limited. However, if the boiling point range has an upper limit, this upper limit does not apply to the polyoxyalkylene fatty acid ester. In some embodiments, at least one compound (iii) has a boiling point of at least about 200°C to about 400°C at atmospheric pressure. In some embodiments, at least one compound (iii) has a boiling point of at least about 250°C to about 400°C at atmospheric pressure. In some embodiments, at least one compound (iii) has a boiling point of at least about 280°C to about 400°C at atmospheric pressure. In some embodiments, at least one compound (iii) has a boiling point of at least about 300°C to about 400°C at atmospheric pressure.
[0157]
[0163] In other embodiments, at least one compound (iii) has a boiling point at atmospheric pressure of at least about 200°C to about 350°C. In some embodiments, at least one compound (iii) has a boiling point at atmospheric pressure of at least about 200°C to about 325°C. In some embodiments, at least one compound (iii) has a boiling point at atmospheric pressure of at least about 200°C to about 300°C.
[0158]
[0164] The boiling points of some exemplary compounds are shown in the table below: However, the present disclosure is not limited to the listed compounds.
[0159] [Table 1]
[0160]
[0165] In some embodiments, compound (iii) is not propylene glycol or glycerol.
[0161]
[0166] In some embodiments, at least one compound (iii) is a C4-C 38 Hydrocarbyl esters, C4-C 38 The term "hydrocarbyl" refers to a monovalent group formed by removing a hydrogen atom from a hydrocarbon, and the hydrocarbon may be any one of an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or an aralkyl group. The alkyl group, the alkenyl group, the alkynyl group, the aryl group, or the aralkyl group may be substituted. In some embodiments, the hydrocarbon (alkyl, alkenyl, alkynyl, aryl, aralkyl) may be unsubstituted.
[0162]
[0167] As used herein with respect to the emulsifiers, the term "alkyl" includes both saturated straight chain alkyl groups and saturated branched alkyl groups, which may be substituted (mono- or polysubstituted) or unsubstituted. In some embodiments, the alkyl group is C 4-38In some embodiments, the alkyl group is a C 8-38 In some embodiments, the alkyl group is a C 12-34 It is an alkyl group.
[0163]
[0168] In other embodiments, the alkyl group is C 4-18 In some embodiments, the alkyl group is a C 4-16 In some embodiments, the alkyl group is a C 4-12 It is an alkyl group.
[0164]
[0169] In other embodiments, the alkyl group is C 5-18 In some embodiments, the alkyl group is a C 6-18 In some embodiments, the alkyl group is a C 6-16 It is an alkyl group.
[0165]
[0170] As used herein with respect to the emulsifiers, the term "alkenyl" includes both unsaturated straight-chain and unsaturated branched alkenyl groups, which may be substituted (mono- or polysubstituted) or unsubstituted. In some embodiments, the alkenyl group is C 4-38 In some embodiments, the alkenyl group is C 8-38 In some embodiments, the alkenyl group is C 12-34 It is an alkenyl group.
[0166]
[0171] In other embodiments, the alkenyl group is C 4-18 In some embodiments, the alkyl group is a C 4-16 In some embodiments, the alkenyl group is C 4-12 It is an alkenyl group.
[0167]
[0172] In other embodiments, the alkenyl group is C 5-18 In some embodiments, the alkenyl group is C 6-18In some embodiments, the alkenyl group is C 6-16 It is an alkenyl group.
[0168]
[0173] As used herein with respect to the emulsifiers, the term "alkynyl" includes both unsaturated straight-chain and unsaturated branched alkenyl groups, which may be substituted (mono- or polysubstituted) or unsubstituted. In some embodiments, the alkyl group is C 4-38 In some embodiments, the alkynyl group is a C 8-38 In some embodiments, the alkynyl group is a C 12-34 It is an alkynyl group.
[0169]
[0174] In other embodiments, the alkynyl group is C 4-18 In some embodiments, the alkynyl group is a C 4-16 In some embodiments, the alkynyl group is a C 4-12 It is an alkynyl group.
[0170]
[0175] As used herein with respect to the emulsifiers, the term "aryl" refers to C aryl, which may be substituted (mono- or polysubstituted) or unsubstituted. 6-18 In some embodiments, an aryl group is a C 6-12 It is an aromatic group. Typical examples include phenyl and naphthyl. In some embodiments, the aryl group is phenyl.
[0171]
[0176] The term "aralkyl" is used as a combination of the terms alkyl and aryl above.
[0172]
[0177] When the hydrocarbon is a branched structure having a substituent(s) thereon, the substitution may be on either the hydrocarbon backbone or the branch. Alternatively, the substitution(s) may be on the hydrocarbon backbone and the branch. Examples of suitable substitutions include hydroxyl groups and alkoxy groups.
[0173]
[0178] All embodiments include, where appropriate, all enantiomers, tautomers, and geometric isomers of emulsifier compound (iii). Those skilled in the art will recognize compounds that have optical properties (one or more chiral carbon atoms) or tautomeric properties. The corresponding enantiomers and / or tautomers may be isolated / prepared by methods known in the art. Some of the emulsifier compounds (iii) may also exist as stereoisomers and / or geometric isomers; for example, some of the emulsifier compounds (iii) may have one or more asymmetric centers and / or geometric centers and therefore may exist in two or more stereoisomeric and / or geometric forms. All embodiments include, where appropriate, the use of all individual stereoisomers and geometric isomers of the compounds, as well as mixtures thereof. The terms used in the claims encompass these forms.
[0174]
[0179] In some embodiments, C4 to C 38 Hydrocarbyl esters are C4 to C 38 It is an alkyl or alkenyl ester.
[0175]
[0180] The term "ester" refers to a compound derived from an acid in which the hydrogen atom of at least one acidic hydroxyl group (-OH) of the acid is replaced with an organyl group (-R). 38 Hydrocarbyl esters have the hydrogen of at least one acidic hydroxyl group replaced with an organyl group (-R), provided that the total number of carbon atoms in the compound is 4 to 38. Suitable organyl groups are known in the art. Thus, the term "ester" includes partial esters, i.e., compounds containing both -OH group(s) and -OR group(s).
[0176]
[0181] In some embodiments, C4 to C 38 Hydrocarbyl esters are C4 to C 38 In some embodiments, the C4 to C6 hydrocarbyl mono- or diesters are 38The hydrocarbyl mono- or diester is C4-C 38 Alkyl or alkenyl mono- or diesters, preferably C8-C 38 Alkyl or alkenyl mono- or diesters. Examples include mono- or dialkyl fumarates and maleates, and lactones as defined below. In some embodiments, C8-C 38 The hydrocarbyl mono- or diester is C 12 ~C 34 Alkyl or alkenyl mono- or diesters. Examples include mono- or dioctyl, dodecyl, and pentadecyl fumarates and maleates.
[0177]
[0182] The term "ester" also includes glycerides, i.e., esters formed from glycerol and fatty acids. Thus, in some embodiments, C4-C 38 Hydrocarbyl esters are glycerides. Glycerol has three hydroxyl functional groups that can be esterified with one, two, or three fatty acids to form mono-, di-, and triglycerides. These structures may contain different carbon numbers, different degrees of unsaturation, and different olefin configurations and positions, resulting in different fatty acid alkyl groups. However, they are bound to a chemical core structure, namely, glycerol.
[0178]
[0183] In some embodiments, C4 to C 38 The hydrocarbyl ester may be a mono-, di-, or triglyceride, preferably a di- or triglyceride, such as a C4-C ester exemplified by diacetin or triacetin. 18 In a particularly preferred embodiment, the glyceride is a triglyceride, such as a C4-C6 diglyceride, exemplified herein by triacetin. 16 It is a triglyceride.
[0179]
[0184] Triacetin is an organic compound having the chemical formula shown in Appendix 1. Triacetin is classified as a triglyceride, i.e., a triester of glycerol, and is a common food additive, such as a solvent in flavorings and for its emulsifying or moisturizing functions. Triacetin is available from a variety of commercial sources. In some embodiments, the consumable may include an amount of one or more warming agents in triacetin, wherein the triacetin is present in an amount of 50% or more by weight of the consumable, such as 60% or more by weight of the consumable, preferably 70% or more by weight.
[0180]
[0185] In some embodiments, C4 to C 38 Hydrocarbyl esters are lactones, i.e., cyclic carboxylic acid esters containing a 1-oxacycloalkan-2-one structure (-C(=O)-O=). Lactones are known in the art as condensation products. Lactones are formed by intramolecular esterification of the corresponding hydroxycarboxylic acids, which occurs spontaneously when the ring formed is five- or six-membered. In some embodiments, C4-C 38 Hydrocarbyl esters are C5-C 38 Lactones, preferably C6-C 38 Lactones, more preferably C6-C 18 It is a lactone.
[0181]
[0186] In some embodiments, the lactone is a compound of formula (II).
[0182] [ka]
[0187] (In the formula, R1, R2, and L are each independently an alkyl group or an alkenyl group, or R1 and R2 are each independently an alkyl group or an alkenyl group, L is a carbon-carbon bond between R1 and R2, and the alkyl group or alkenyl group may be substituted with an alkyl group or an alkenyl group, with the proviso that the total number of carbon atoms in the compound of formula (II) is 4 to 38, preferably 5 to 38, and more preferably 6 to 38.)
[0183]
[0188] In some embodiments, R1 is an unsubstituted alkyl or alkenyl group and R2 is an optionally substituted alkyl or alkenyl group.
[0184]
[0189] In some embodiments, R1 is an unsubstituted alkyl or alkenyl group and R2 is a substituted alkyl or alkenyl group.
[0185]
[0190] In some embodiments, the compound of formula (I) is selected from δ-decalactone, γ-decalactone, δ-dodecalactone, γ-dodecalactone, γ-heptalactone, ω-6-hexadecenelactone, δ-hexalactone, γ-hexalactone, δ-nonalactone, γ-nonalactone, δ-octalactone, γ-octalactone, ω-pentadecalactone, δ-undecalactone, and γ-undecalactone.
[0186]
[0191] In some embodiments, C4 to C 38 The hydrocarbyl polyol has at least three hydroxyl groups. In some embodiments, the hydrocarbyl polyol has a C4 to C6 38 The hydrocarbyl polyol is a C4-C hydroxyl group-containing polyol. 38 Alkyl or alkenyl polyols, preferably C4-C 38 In some embodiments, the alkyl polyol is a C4 to C6 alkyl polyol. 38 The hydrocarbyl polyol is a C4-C hydroxyl group-containing polyol. 18 Alkyl polyols, preferably C4-C with at least three hydroxyl groups 16 It is an alkyl polyol.
[0187]
[0192] In some embodiments, C4 to C 38 Hydrocarbyl polyols are C4-C with up to six hydroxyl groups. 38 Alkyl or alkenyl polyols, preferably C4-C with up to 6 hydroxyl groups 38In some embodiments, the alkyl polyol is a C4 to C6 alkyl polyol. 38 Hydrocarbyl polyols are C4-C with up to six hydroxyl groups. 18 Alkyl polyols, preferably C4-C with up to 6 hydroxyl groups 16 It is an alkyl polyol.
[0188]
[0193] In some embodiments, C4 to C 38 The hydrocarbyl polyol has 3 to 6 hydroxyl groups. In some embodiments, the hydrocarbyl polyol has 4 to 6 hydroxyl groups. 38 Hydrocarbyl polyols are C4-C6 polyols with 3-6 hydroxyl groups. 38 Alkyl or alkenyl polyols, preferably C4-C with 3 to 6 hydroxyl groups 38 In some embodiments, the alkyl polyol is a C4 to C6 alkyl polyol. 38 Hydrocarbyl polyols are C4-C6 polyols with 3-6 hydroxyl groups. 18 Alkyl polyols, preferably C4-C with 3-6 hydroxyl groups 16 It is an alkyl polyol.
[0189]
[0194] In some embodiments, the polyoxyalkylene fatty acid ester is a polyoxyethylene fatty acid ester, a polyoxypropylene fatty acid ester, or a polyoxybutylene fatty acid ester. In some embodiments, the polyoxyalkylene fatty acid ester is a polyoxyethylene fatty acid ester, preferably a polyoxyethylene sorbitan fatty acid ester. Polyoxyethylene sorbitan fatty acid esters are also known in the art as polysorbates.
[0190]
[0195] In some embodiments, at least one compound (iii) is a C4-C 38 Alkyl or alkenyl esters, C4-C 38 It is selected from alkyl or alkenyl polyols (the polyols optionally having at least three hydroxyl groups), and polyoxyalkylene fatty acid esters.
[0191]
[0196] In some embodiments, at least one compound (iii) is a C4-C 38 Alkyl or alkenyl mono- or diesters, C4-C 18 Glycerides, C4-C 38 It is selected from alkyl or alkenyl polyols (the polyols optionally having at least three hydroxyl groups), and polyoxyalkylene fatty acid esters.
[0192]
[0197] In some embodiments, at least one compound (iii) is a C8-C 38 Alkyl or alkenyl diesters, C4-C 18 Glycerides, C4-C 38 Lactones, C4-C 38 It is selected from alkyl or alkenyl polyols (the polyols optionally having at least three hydroxyl groups), and polyoxyalkylene fatty acid esters.
[0193]
[0198] In some embodiments, at least one compound (iii) is a C4-C 38 Hydrocarbyl maleates or fumarates, preferably C to C 38 Alkyl maleate or fumarate, C4-C 18 Glycerides, C5-C 18 Lactones, preferably those represented by the compounds of formula (II), C4-C 38 It is selected from hydrocarbyl, preferably alkyl, polyols (the polyols optionally having at least three hydroxyl groups), and polyoxyalkylene fatty acid esters.
[0194]
[0199] In some embodiments, at least one compound (iii) is a C4-C 38 Hydrocarbyl maleates or fumarates, preferably C to C 38 Alkyl maleate or fumarate, C4-C 18 Glycerides, C5-C 18Lactones, preferably those represented by the compounds of formula (II), C4-C 18 It is selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene fatty acid ester.
[0195]
[0200] In some embodiments, at least one compound (iii) is a C8-C 38 Hydrocarbyl maleates or fumarates, preferably C 12 ~C 34 Alkyl maleate or fumarate, C4-C 18 Glycerides, C6-C 16 Lactones, preferably those represented by the compounds of formula (II), C4-C 18 It is selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid esters.
[0196]
[0201] In some embodiments, at least one compound (iii) is a C4-C 18 Glycerides, C5-C 16 Lactones, preferably those represented by the compounds of formula (II), C4-C 18 It is selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid esters.
[0197]
[0202] In some embodiments, at least one compound (iii) is a C4-C 16 Glycerides, C6-C 16 Lactones, preferably those represented by the compounds of formula (II), C4-C 18 It is selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid esters.
[0198]
[0203] In some embodiments, at least one compound (iii) is a C4-C 12 Glycerides, C6-C 16 Lactones, preferably those represented by the compounds of formula (II), C4-C 18 It is selected from alkyl polyols (the polyols optionally having at least three hydroxyl groups) and polyoxyethylene sorbitan fatty acid esters.
[0199]
[0204] Thus, the present disclosure: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 5% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 38 Alkyl or alkenyl mono- or diesters, C4-C 18 Glycerides, C4-C 38 at least one compound selected from alkyl or alkenyl polyols (the polyols optionally having at least three hydroxyl groups) and polyoxyalkylene fatty acid esters, wherein the at least one compound is present at 50% or more by weight of the consumable; The present invention provides a consumable product for an aerosolizable formulation comprising:
[0200]
[0205] In some embodiments, the consumable comprises: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 3% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 38 Hydrocarbyl maleates or fumarates, preferably C4-C 38 Alkyl maleate or fumarate, C4-C 18 Glycerides, C4-C 38Lactones, preferably those represented by the compounds of formula (II), C4-C 38 at least one compound selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyalkylene fatty acid ester, wherein the at least one compound is present at 60% by weight or more of the consumable; Includes:
[0201]
[0206] In some embodiments, the consumable comprises: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 2.5% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 38 Hydrocarbyl maleates or fumarates, preferably C to C 38 Alkyl maleate or fumarate, C4-C 16 Glycerides, C5-C 18 Lactones, preferably those represented by the compounds of formula (II), C4-C 18 at least one compound selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid ester, wherein the at least one compound is present at 70% by weight or more of the consumable; Includes:
[0202]
[0207] In some embodiments, the consumable comprises: (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent, and the warming agent or tingling agent is present in a concentration of at least about 0.0001% to about 1% by weight, based on the total weight of the consumable; (ii) a sweetener; and (iii) an emulsifier having C4 to C 12 Glycerides, C6-C16 Lactones, preferably those represented by the compounds of formula (II), C4-C 18 at least one compound selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid ester, wherein the at least one compound is present at 80% by weight or more of the consumable; Includes:
[0203]
[0208] Additional Components In addition to the above-mentioned warming agents, sweeteners, and emulsifiers (e.g., triacetin), the consumable may include one or more additional components. The concentration of the one or more additional components is not limited and, in some embodiments, can be from about 0.001% to about 10% by weight of the consumable. In some embodiments, the consumable may include 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, 2-furfurylthiol, sotolone, 2,4-dimethylpyridine, 2-ethyl-3,5-dimethylpyrazine, 3-ethylphenol, furaneol, β-damascone, 2,6-dimethoxyphenol, geraniol, dimethyl trisulfide, 3-methylbutanal, acetic acid, 2-methylbutanoic acid, 3-methylbutanoic acid, 3-methylpentanoic acid, butanoic acid, β-damascenone, β-ionone, α-ionone, α-ionol, β-cyclocitraline ... The composition further comprises one or more compounds selected from the group consisting of ethanol, safranal, maltol, ethyl maltol, 2-methoxyphenol, 4-methyl-2-methoxyphenol, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, phenylacetic acid, cyclotene, ethylcyclotene, coronol, mesifuran, maple furanone, benzaldehyde, 4-propyl-2-methoxyphenol, 4-allyl-2,6-dimethoxyphenol, 3-methyl-2,4-nonanedione, 5,6,7-trimethylocta-2,5-dien-4-one, or combinations thereof. The concentration ranges described above apply to the inclusion of one or more of these compounds.
[0204]
[0209] In some embodiments, the one or more compounds include at least one compound selected from 4-propylphenol, 4-ethyl-2-methoxyphenol, 3-ethylphenol, 2,6-dimethoxyphenol, sotolone, and / or 2,4-dimethylpyridine.
[0205]
[0210] In some embodiments, the one or more compounds are selected from 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, 2-furfurylthiol, sotolon, 2,4-dimethylpyridine, 2-ethyl-3,5-dimethylpyrazine, 3-ethylphenol, furaneol, β-damascone, 2,6-dimethoxyphenol, geraniol, dimethyl trisulfide, 3-methylbutanal, or a combination thereof. In a preferred embodiment, the consumable contains four or five compounds selected from 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, 2-furfurylthiol, sotolon, 2,4-dimethylpyridine, 2-ethyl-3,5-dimethylpyrazine, 3-ethylphenol, furaneol, β-damascone, 2,6-dimethoxyphenol, geraniol, dimethyl trisulfide, and 3-methylbutanal.
[0206]
[0211] Particularly preferred are the following:
[0212] (i) 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, 2-furfurylthiolsotolone,
[0213] (ii) 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, sotolone,
[0214] (iii) 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, 2,4-dimethylpyridine, 2-ethyl-3,5-dimethylpyrazine,
[0215] (iv) sotolon, 2-ethyl-3,5-dimethylpyrazine, 3-ethylphenol, furaneol,
[0216] (v) 2-furfurylthiol, 2,4-dimethylpyridine, 3-ethylphenol, β-damascone,
[0217] (vi) 2-ethyl-3,5-dimethylpyrazine, 2,6-dimethoxyphenol, geraniol, dimethyl trisulfide,
[0218] (vii) 2-furfurylthiol, sotolon, 2,4-dimethylpyridine, 3-ethylphenol, dimethyl trisulfide, or
[0219] (viii) 2-furfurylthiol, 2,4-dimethylpyridine, 2-ethyl-3,5-dimethylpyrazine, furaneol, 3-methylbutanal.
[0207]
[0220] In some embodiments, the at least one compound is selected from compounds A, B, C, D, E, and combinations thereof, each of which is defined below.
[0208]
[0221] Compound A In some embodiments, A is at least one compound selected from acetic acid, 2-methylbutanoic acid, 3-methylbutanoic acid, 3-methylpentanoic acid, and butanoic acid. In some embodiments, compound A is 3-methylbutanoic acid, also known as isovaleric acid. In some embodiments, compound A is acetic acid. In some embodiments, compound A is 3-methylpentanoic acid, also known as 3-methylvaleric acid. In some embodiments, compound A is 2-methylbutanoic acid. In some embodiments, compound A is butyric acid, also known as butanoic acid. In some embodiments, A is at least acetic acid and 2-methylbutanoic acid. Preferably, A is at least one compound selected from acetic acid, 3-methylbutanoic acid, and 3-methylpentanoic acid.
[0209]
[0222] Compound B In some embodiments, B is at least one compound selected from β-damascone, β-damascenone, β-ionone, α-ionone, α-ionol, β-cyclocitral, and safranal. In some embodiments, B is at least two compounds selected from β-damascone, β-damascenone, and β-ionone, α-ionone, α-ionol, β-cyclocitral, and safranal. In some embodiments, B is at least β-damascone, β-damascenone, and β-ionone. Preferably, B is at least one compound selected from β-damascone, β-damascenone, and β-ionone.
[0210]
[0223] Compound C In some embodiments, C is at least one compound selected from maltol, ethyl maltol, and sotolone. In some embodiments, C is at least two compounds selected from maltol, ethyl maltol, and sotolone. Preferably, C is at least one compound selected from maltol and sotolone.
[0211]
[0224] Compound D In some embodiments, D is at least one compound selected from 2-methoxyphenol, 4-methyl-2-methoxyphenol, 4-propyl-2-methoxyphenol, 2,6-dimethoxyphenol, phenylacetic acid, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, cyclotene, ethylcyclotene, coronol, mesifuran, maple furanone, 4-propyl-2-methoxyphenol, benzaldehyde, and 4-allyl-2,6-dimethoxyphenol. Preferably, D is at least one compound selected from 2-methoxyphenol, 4-methyl-2-methoxyphenol, 4-propyl-2-methoxyphenol, 2,6-dimethoxyphenol, and phenylacetic acid.
[0212]
[0225] Compound E In some embodiments, E is at least one compound selected from 3-methyl-2,4-nonanedione and 5,6,7-trimethylocta-2,5-dien-4-one. Preferably, E is 3-methyl-2,4-nonanedione.
[0213]
[0226] In some embodiments, the consumable comprises three or more compounds selected from compounds A, B, C, D, and E, where each of A, B, C, D, and E is as defined herein. In some embodiments, the consumable comprises four or more compounds selected from compounds A, B, C, D, and E, where each of A, B, C, D, and E is as defined herein. In some embodiments, the consumable comprises at least compounds A, B, C, and D, where each of A, B, C, and D is as defined herein. In some embodiments, the consumable comprises a compound from each of compounds A, B, C, D, and E, where each of A, B, C, D, and E is as defined herein.
[0214]
[0227] In some embodiments, when two or more different A compounds are present, the two or more different A compounds may be selected from two or more of the group consisting of acetic acid, 3-methylbutanoic acid, 3-methylpentanoic acid, 2-methylbutanoic acid, and butyric acid. In some embodiments, when two or more different A compounds are present, the two or more different A compounds are at least butyric acid and 3-methylbutanoic acid.
[0215]
[0228] In addition to compounds A, B, C, and D, the consumable product of the present invention may also include one or more of the following compounds contained in component E: 3-methyl-2,4-nonanedione and 5,6,7-trimethylocta-2,5-dien-4-one.
[0216]
[0229] When present, compounds A, C, and D may be present in the following weight ratios relative to compound B (total B components): A:B = 5 to 10:1, C:B = 5 to 10:1, and D:B = 10 to 15:1. In one embodiment, compounds A, C, and D may be present in the following weight ratios relative to compound B (total B compounds): A:B = 1 to 5:1, C:B = 1 to 5:1, and D:B = 5 to 10:1. In one embodiment, compounds A, C, and D may be present in the following weight ratios relative to compound B (total B compounds): A:B = 5 to 10:1, C:B = 15 to 25:1, and D:B = 5 to 10:1.
[0217]
[0230] Aerosolizable Formulation or Aerosol-Generating System In some embodiments, an aerosolizable formulation for an aerosol delivery system is provided, comprising a consumable as defined herein, a carrier, and optionally nicotine. In some embodiments, the formulation comprises a consumable as defined herein, a carrier, and nicotine. In some embodiments, the formulation comprises the consumable in an amount of at least about 1% by weight, e.g., at least about 5% by weight, preferably at least about 10% by weight. The consumable may be present in the formulation in an amount of about 25% by weight or less, e.g., about 20% by weight or less, preferably about 15% by weight or less.
[0218]
[0231] In some embodiments, the consumable may be present in the formulation in an amount of about 1% to about 25% by weight, such as about 5% to about 20% by weight, and preferably about 10% to about 15% by weight.
[0219]
[0232] The aerosolizable formulation may take a variety of forms, including a gel, a liquid, or a solid. In some preferred embodiments, the aerosolizable formulation is a liquid. In other preferred embodiments, the aerosolizable formulation is a gel. In some embodiments, the consumable is in the form of a liquid or a gel.
[0220]
[0233] Carrier When the aerosolizable formulation is a liquid, the carrier for the formulation may be any suitable solvent that allows the formulation to be vaporized for use. In some embodiments, the solvent is selected from glycerol, propylene glycol, water, and mixtures thereof. In some embodiments, the solvent is selected from glycerol, propylene glycol, and mixtures thereof. In some embodiments, the solvent is at least glycerol. In some embodiments, the solvent consists essentially of glycerol. In some embodiments, the solvent consists of glycerol. In some embodiments, the solvent is at least propylene glycol. In some embodiments, the solvent consists essentially of propylene glycol. In some embodiments, the solvent consists of propylene glycol. In some embodiments, the solvent is a mixture of at least propylene glycol and glycerol. In some embodiments, the solvent consists essentially of a mixture of propylene glycol and glycerol. In some embodiments, the solvent consists of a mixture of propylene glycol and glycerol.
[0221]
[0234] The carrier of the formulation may be present in any suitable amount. In some embodiments, the carrier is present in an amount of about 50% by weight or more, preferably about 70% by weight or more, based on the total weight of the formulation. In some embodiments, the carrier is present in an amount of about 50 to about 99% by weight of the total weight of the formulation, for example, about 60 to about 98% by weight of the formulation, preferably about 70 to about 95% by weight of the formulation.
[0222]
[0235] In some embodiments, the formulation is liquid and comprises about 1% to about 25% by weight of consumable, about 50% to about 99% by weight of carrier, and optionally nicotine, for example, about 5% to about 20% by weight of consumable, about 60% to about 98% by weight of carrier, and optionally nicotine, preferably about 10% to about 15% by weight of consumable, about 70% to about 95% by weight of carrier, and optionally nicotine.
[0223]
[0236] nicotine Nicotine can be provided in any suitable amount depending on the desired dosage when the formulation is aerosolized and inhaled by a user. In some embodiments, nicotine is present in an amount of about 6% by weight or less, based on the total weight of the formulation. In some embodiments, nicotine is present in an amount of about 0.1 to about 6% by weight, based on the total weight of the formulation, such as about 0.5 to about 6% by weight, preferably about 0.5 to about 5% by weight, based on the total weight of the formulation.
[0224]
[0237] In some embodiments, the aerosolizable formulation is liquid and may include about 1% to about 25% by weight of a consumable (wherein the consumable is defined according to the embodiments above), about 50% to about 99% by weight of a carrier, and about 0.1% to about 6% by weight of nicotine.
[0225]
[0238] In some embodiments, the aerosolizable formulation is a liquid and may include about 5% to about 20% by weight of a consumable (wherein the consumable is defined according to the embodiments above), about 60% to about 98% by weight of a carrier, and about 0.5% to about 6% by weight of nicotine.
[0226]
[0239] In some preferred embodiments, the aerosolizable formulation is liquid and may include about 10% to about 15% by weight of a consumable (wherein the consumable is defined according to the embodiments above), about 70% to about 95% by weight of a carrier, and about 0.5% to about 5% by weight of nicotine.
[0227]
[0240] In some embodiments, the formulation may contain one or more acids in addition to nicotine (as an active agent). In some embodiments, the one or more acids may be one or more organic acids. In some embodiments, the one or more acids may be one or more organic acids selected from the group consisting of benzoic acid, levulinic acid, malic acid, maleic acid, fumaric acid, citric acid, lactic acid, acetic acid, succinic acid, and mixtures thereof. When included in a formulation in combination with nicotine, the one or more acids may provide a formulation in which the nicotine is at least partially in a protonated form (e.g., monoprotonated and / or diprotonated). In some preferred embodiments, the one or more acids include benzoic acid and / or levulinic acid. In some preferred embodiments, the one or more acids include benzoic acid.
[0228]
[0241] Binder In some embodiments, an aerosolizable formulation or aerosol generating system is provided that includes a consumable product as defined herein, an aerosol former material, one or more binders, and optionally, a plant material. In preferred embodiments, the binder comprises one or more gelling agents.
[0229]
[0242] Preferably, the aerosolizable formulation or aerosol-generating system comprises from about 2% to about 80% by weight of binder(s), such as from about 5%, 7%, 10%, 15%, 17%, 20%, or 25% to about 70%, 60%, 50%, 45%, 40%, 35%, or 30% by weight of one or more binders (all calculated on a dry weight basis). For example, the aerosolizable formulation or aerosol-generating system may comprise from about 5-70%, 7-60%, 10-50%, 15-45%, 17-40%, 20-35%, or 25-30% by weight of binder(s).
[0230]
[0243] In some embodiments, the one or more binders comprise one or more gelling agents. In some embodiments, the one or more binders consist of one or more gelling agents. In some embodiments, the gelling agent comprises a hydrocolloid.
[0231]
[0244] In some embodiments, the one or more binders comprise (or are) one or more compounds selected from alginate, pectin, starch or derivatives thereof, cellulose or derivatives thereof, polysaccharide gelling agents such as pullulan, carrageenan, agar and agarose, gelatin, gums such as xanthan gum, guar gum and acacia gum, silica or silicone compounds such as PDMS and sodium silicate, clays such as kaolin, and polyvinyl alcohol.
[0232]
[0245] In some embodiments, the one or more binders comprise (or are) one or more polysaccharide gelling agents. In some embodiments, the polysaccharide gelling agent is selected from alginate, pectin, starch or a derivative thereof, or cellulose or a derivative thereof. In some embodiments, the polysaccharide gelling agent is selected from alginate and cellulose derivatives.
[0233]
[0246] In some embodiments, the one or more binders are polysaccharide gelling agents, and optionally the polysaccharide gelling agent is selected from alginates and cellulose derivatives. In some embodiments, the polysaccharide gelling agent is alginate. In some embodiments, the alginate is sodium alginate.
[0234]
[0247] In some embodiments, the polysaccharide gelling agent is a cellulose derivative. Without wishing to be bound by theory, it is believed that such gelling agents do not react with calcium ions to form crosslinks. In some embodiments, the binder is not crosslinked. The absence of crosslinks in the gelling agent can facilitate more rapid delivery of the consumable (and any additional actives and / or fragrances) from the aerosolizable formulation or aerosol generating system.
[0235]
[0248] Examples of cellulose-based binders (also referred to herein as cellulose-based gelling agents or cellulose derivatives) include, but are not limited to, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose (CMC), hydroxypropyl methyl cellulose (HPMC), methyl cellulose, ethyl cellulose, cellulose acetate (CA), cellulose acetate butyrate (CAB), and cellulose acetate propionate (CAP). In some embodiments, the cellulose or a derivative thereof is selected from hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose (CMC), hydroxypropyl methyl cellulose (HPMC), methyl cellulose, ethyl cellulose, cellulose acetate (CA), cellulose acetate butyrate (CAB), and cellulose acetate propionate (CAP). In some embodiments, the cellulose derivative is CMC. For example, in some embodiments, the binder includes (or is) one or more of alginate, pectin, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, pullulan, xanthan gum, guar gum, carrageenan, agarose, acacia gum, fumed silica, PDMS, sodium silicate, kaolin, and polyvinyl alcohol.
[0236]
[0249] In some embodiments, the binder comprises (or is) one or more of hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, guar gum, acacia gum, alginate, and / or pectin.
[0237]
[0250] In some cases, the binder includes (or is) alginate and / or pectin and may be combined with a stiffening agent (such as a calcium source) during formation of the aerosolizable formulation or aerosol-generating system. In some cases, the binder may include calcium-crosslinked alginate and / or calcium-crosslinked pectin.
[0238]
[0251] In some embodiments, the binder comprises (or is) alginate, and optionally, the alginate is present in the aerosolizable formulation in an amount of about 5-70%, 7-60%, 10-50%, or 15-45% by weight (calculated on a dry weight basis) of the aerosolizable formulation or aerosol-generating system.
[0239]
[0252] In some embodiments, alginate is the only binder present in the aerosolizable formulation / aerosol-generating system. In other embodiments, the binder comprises alginate and at least one additional binder, such as pectin. In certain embodiments, the binder is carboxymethylcellulose, and optionally, carboxymethylcellulose (CMC) is present in an amount of about 2-80% by weight, e.g., about 5-70% by weight, 10-60% by weight, 15-50% by weight, 17-45% by weight, 20-40% by weight, or about 30% by weight. In some embodiments, CMC is the only binder present in the aerosolizable formulation / aerosol-generating system.
[0240]
[0253] Filler The aerosolizable formulation or aerosol generating system may further comprise a bulking agent. The use of a bulking agent may help reduce the stickiness of the aerosolizable formulation / aerosol generating system, for example, when high levels of aerosol-forming material are present. Preferably, the aerosolizable formulation / aerosol generating system comprises about 2% to about 60% by weight of binder and any optional bulking agent.
[0241]
[0254] In some embodiments, the filler is present in an amount of less than about 50% by weight, for example, about 1% to 50% by weight, or 5% to 40% by weight, or 5% to 30% by weight, or 10% to 20% by weight. In other embodiments, the filler is present in an amount of less than 20% by weight, preferably less than 10% by weight or less than 5% by weight. In some cases, the aerosolizable formulation / aerosol-generating system contains less than 1% by weight of filler, and in some cases, no filler.
[0242]
[0255] When present, the filler may comprise one or more inorganic filler materials such as calcium carbonate, perlite, vermiculite, diatomaceous earth, colloidal silica, magnesium oxide, magnesium sulfate, magnesium carbonate, and suitable inorganic adsorbents such as molecular sieves. The filler may comprise one or more organic filler materials such as wood pulp, tobacco pulp, hemp fiber, starch and starch derivatives such as maltodextrin, chitosan, and cellulose and cellulose derivatives such as ground cellulose, microcrystalline cellulose, and nanocrystalline cellulose. In certain cases, the aerosolizable formulation does not comprise calcium carbonate, such as chalk.
[0243]
[0256] In certain embodiments that include a filler, the filler is fibrous. For example, the filler may be a fibrous organic filler material, such as wood pulp, tobacco pulp, hemp fiber, cellulose, or a cellulose derivative. In some embodiments, the fibrous organic filler material may be wood pulp, hemp fiber, cellulose, or a cellulose derivative. In some embodiments, the fibrous filler is wood pulp. Without wishing to be bound by theory, it is believed that the inclusion of a fibrous filler in the aerosolizable formulation may increase the tensile strength of the material. This may be particularly advantageous in instances where the aerosolizable formulation or aerosol-generating system is provided as a sheet, such as when the sheet circumscribes a rod of aerosolizable material or aerosol-generating material.
[0244]
[0257] plant material In some embodiments, the aerosolizable formulation or aerosol generating system comprises botanical material.
[0245]
[0258] As used herein, the term "botanical material" includes any material derived from a plant, including, but not limited to, extracts, leaves, bark, fiber, stems, roots, seeds, flowers, fruit, pollen, husks, shells, etc. Alternatively, the material may include synthetically derived active compounds that are naturally present in the botanical material. The material may be in the form of a liquid, gas, solid, powder, dust, ground particles, granules, pellets, chips, strips, sheets, etc.
[0246]
[0259] Exemplary botanicals include tobacco, eucalyptus, star anise, hemp, cocoa, cannabis, fennel, lemongrass, peppermint, spearmint, rooibos, chamomile, flax, ginger, ginkgo, hazel, hibiscus, bay leaf, licorice, matcha, yerba mate, orange peel, papaya, rose, sage, tea such as green tea or black tea, thyme, clove, cinnamon, coffee, aniseed, basil, bay leaf, cardamom, coriander, cumin, nutmeg, oregano, paprika, rosemary, and saffron. , lavender, lemon peel, mint, juniper, elderflower, vanilla, wintergreen, shiso, curcuma, turmeric, sandalwood, cilantro, bergamot, orange blossom, myrtle, blackcurrant, valerian, pimento, mace, damiana, marjoram, olive, lemon balm, lemon basil, chives, Calvi, verbena, tarragon, geranium, mulberry, ginseng, theanine, theacrine, maca, ashwagandha, damiana, guarana, chlorophyll, baobab, or any combination thereof. The mint may be selected from the following mint varieties: Mentha arventis, Mentha cv, Egyptian mint (Mentha niliaca), Mentha piperita, Eau de Cologne mint (Mentha piperita citrata cv), Candy mint (Mentha piperita cv), Curly mint (Mentha spicata crispa), Kentucky Colonel mint (Mentha cardifolia), Horse mint (Mentha longifolia), Pineapple mint (Mentha suaveolens variegata), Pennyroyal mint (Mentha pulegium), Green mint (Mentha spicata cv) and Apple mint (Mentha suaveolens).
[0247]
[0260] In some embodiments, the botanical material is tobacco. In some embodiments, the botanical material is selected from eucalyptus, star anise, cocoa, and hemp. In some embodiments, the botanical material is selected from rooibos and fennel.
[0248]
[0261] Aerosol-forming materials The aerosol former material may comprise one or more components capable of forming an aerosol. Preferably, the aerosolizable formulation or aerosol-generating system may comprise from about 5% to about 30% by weight, e.g., from about 7%, 10%, or 12% to about 15%, 17%, 20%, or 25% by weight of the aerosol former material (all calculated on a dry weight basis). In some embodiments, the aerosolizable formulation or aerosol-generating system may comprise from about 5 to 25% by weight of the aerosol former material. In some embodiments, the aerosolizable formulation or aerosol-generating system may comprise from about 5 to 20% by weight, e.g., from about 5 to 15% by weight of the aerosol former material. In some embodiments, the aerosolizable formulation or aerosol-generating system may comprise from about 10 to 20% by weight of the aerosol former material.
[0249]
[0262] In some embodiments, the aerosol former material may include one or more of glycerol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, 1,3-butylene glycol, ethyl vanillate, ethyl laurate, diethyl suberate, benzyl benzoate, benzyl phenylacetate, tributyrin, lauryl acetate, lauric acid, myristic acid, and propylene carbonate.
[0250]
[0263] In some embodiments, the aerosol former material may include one or more of propylene glycol or glycerol. In some cases, the aerosol former material includes, consists essentially of, or consists of glycerol or a mixture of glycerol and propylene glycol.
[0251]
[0264] In some embodiments, the aerosol former material comprises a mixture of glycerol and propylene glycol in a weight ratio of glycerol to propylene glycol of about 3:1 to 1:3, about 2:1 to 1:2, about 1.5:1 to 1:1.5, about 55:45 to 45:55, or about 45:55.
[0252]
[0265] The aerosol former material may act as a plasticizer. If the plasticizer content is too high, the aerosolizable formulation may absorb water, resulting in a material that does not provide a satisfactory consumption experience when used. If the plasticizer content is too low, the aerosolizable formulation may be brittle and easily broken. The plasticizer content specified herein provides flexibility to the aerosolizable formulation, allowing a sheet of the aerosolizable formulation or aerosol-generating composition to be wound onto a bobbin, which is useful for producing aerosol products.
[0253]
[0266] Further components The aerosolizable formulation or aerosol-generating system may include one or more additional components. In particular, the one or more additional components may be selected from one or more active agents and / or one or more functional components. In some embodiments, the active agent is a physiologically active agent and may be selected from nicotine, nicotine salts (e.g., nicotine ditartrate / nicotine bitartrate), nicotine-free tobacco substitutes, other alkaloids such as caffeine, or mixtures thereof. In other embodiments, the aerosolizable formulation or aerosol-generating system is nicotine-free, meaning that the aerosolizable formulation or aerosol-generating system does not include nicotine.
[0254]
[0267] "Active agent" refers to an agent that has a biological effect, such as a sensory and / or physiological effect, on a subject when the aerosol is inhaled. In one aspect, "active agent" refers to an agent that has a physiological effect on a subject when the aerosol is inhaled. In some cases, the active agent may be a flavoring. The active agent may also be selected from a dietary supplement, a nootropic, a psychoactive substance, and a sensation-inducing agent, where the sensation-inducing agent is present in addition to the sensation-inducing agent(s) present in the consumable product. In some embodiments, the active agent is selected from a dietary supplement, a nootropic, and a psychoactive substance. The active agent may be naturally occurring or synthetically obtained.
[0255]
[0268] The active agent may include, for example, nicotine, caffeine, taurine, theine, vitamins such as B6, B12, or C, melatonin, cannabinoids, or components, derivatives, or combinations thereof. The active agent may include one or more components, derivatives, or extracts of tobacco, cannabis, or another botanical material. In some embodiments, the active agent includes caffeine, melatonin, or vitamin B12. The one or more active agents may be selected from nicotine, botanical materials, and mixtures thereof. The one or more active agents may be synthetic or naturally occurring. The active agent may be an extract derived from botanical material, such as a plant of the tobacco family, as described above. In one aspect, the active agent is at least nicotine. In one aspect, the active agent consists of nicotine and / or a salt thereof, as described above.
[0256]
[0269] As described herein, the active agent may include one or more components, derivatives, or extracts of cannabis, such as one or more cannabinoids or terpenes. Cannabinoids are a class of natural or synthetic chemical compounds that act on cannabinoid receptors (i.e., CB1 and CB2) in cells, inhibiting the release of neurotransmitters in the brain. Cannabinoids are cyclic molecules that exhibit certain properties, such as the ability to easily cross the blood-brain barrier. Cannabinoids may be naturally occurring from plants such as cannabis (phytocannabinoids), from animals (endocannabinoids), or artificially produced (synthetic cannabinoids). Cannabis species express at least 85 different phytocannabinoids, including cannabigerol, cannabichromene, cannabidiol, tetrahydrocannabinol, cannabinol, and cannabinodiol, as well as other cannabinoids such as cannabigerol (CBG), cannabichromene (CBC), cannabidiol (CBD), tetrahydrocannabinol (THC) (the isomers of tetrahydrocannabinol (THC) Δ6a,10a-tetrahydrocannabinol (Δ6a,10a-THC), Δ6a(7)-tetrahydrocannabinol (Δ6a(7)-THC), Δ8-tetrahydrocannabinol (Δ8-THC), Δ9-tetrahydrocannabinol (Δ9-THC), Cannabinols may be divided into subclasses including Δ10-tetrahydrocannabinol (Δ10-THC), Δ9,11-tetrahydrocannabinol (Δ9,11-THC), cannabinol (CBN) and cannabinodiol (CBDL), cannabicyclol (CBL), cannabivarin (CBV), tetrahydrocannabivarin (THCV), cannabidivarin (CBDV), cannabichromevarin (CBCV), cannabigerovarin (CBGV), cannabigerol monomethyl ether (CBGM), cannabinerolic acid, cannabidiolic acid (CBDA), cannabinol propyl variants (CBNV), cannabiditriol (CBO), tetrahydrocannabinolic acid (THCA), and tetrahydrocannabivarinic acid (THCV A).
[0257]
[0270] While the legal status of specific cannabinoids varies by jurisdiction, certain active ingredients, such as cannabidiol (CBD), tetrahydrocannabinol (THC), and cannabinol (CBN), are being considered for use in a wide variety of applications, including formulations for use in aerosol delivery systems. However, the stability of cannabinoids such as cannabidiol (CBD), tetrahydrocannabinol (THC), and cannabinol (CBN) has been found to vary in response to certain environmental conditions, such as exposure to air or light, or fluctuations in temperature and pH. This can have unintended, harmful consequences.
[0258]
[0271] For example, CBD can oxidize and decompose upon exposure to light and / or air to form cannabidiol hydroxyquinone (CBDHQ or HU-331) and isomeric or functional derivatives of cannabidiol hydroxyquinone (CBDHQ or HU-331). Furthermore, CBD can be converted to Δ9-tetrahydrocannabinol (Δ9-THC) in response to fluctuations in temperature and / or pH. As a result, the accuracy of specific cannabinoid content and / or concentration can vary widely within a formulation, while regulated and restricted cannabinoids may be unintentionally produced, rendering the product illegal or ineligible in certain jurisdictions. Therefore, it is desirable to provide a formulation containing one or more cannabinoids that maintains a high degree of purity during manufacturing and storage and subsequently prevents the loss or degradation of one or more cannabinoids, such as cannabidiol (CBD), tetrahydrocannabinol (THC), or cannabinol (CBN), in the formulation.
[0259]
[0272] In one embodiment, the cannabinoid is a synthetic cannabinoid. In one embodiment, the cannabinoid is added to the material in the form of an isolate. An isolate is an extract from a plant, such as a cannabis plant. The cannabinoid(s) of interest are typically present in a high degree of purity, for example greater than 95%, greater than 96%, greater than 97%, greater than 98%, or about 99% pure. Synthetic cannabinoids are derived from chemical synthesis, as opposed to being isolated from a plant or biological source.
[0260]
[0273] In one embodiment, the cannabinoid(s) of interest are cannabigerol (CBG), cannabichromene (CBC), cannabidiol (CBD), tetrahydrocannabinol (THC) (including the isomers of tetrahydrocannabinol (THC), Δ6a,10a-tetrahydrocannabinol (Δ6a,10a-THC), Δ6a(7)-tetrahydrocannabinol (Δ6a(7)-THC), Δ8-tetrahydrocannabinol (Δ8-THC), Δ9-tetrahydrocannabinol (Δ9-THC), Δ10-tetrahydrocannabinol (Δ10-THC), Δ9,11-tetrahydrocannabinol). cannabinol (including Δ9,11-THC), cannabinol (CBN) and cannabinodiol (CBDL), cannabicyclol (CBL), cannabivarin (CBV), tetrahydrocannabivarin (THCV), cannabidivarin (CBDV), cannabichromevarin (CBCV), cannabigerovarin (CBGV), cannabigerol monomethyl ether (CBGM), cannabinerolic acid, cannabidiolic acid (CBDA), cannabinol propyl variants (CBNV), cannabiditriol (CBO), tetrahydrocannabinolic acid (THCA), and tetrahydrocannabivarinic acid (THCV A). In one embodiment, the cannabinoid(s) of interest are selected from cannabigerol (CBG), cannabichromene (CBC), cannabidiol (CBD), Δ8-tetrahydrocannabinol (Δ8-THC), Δ9-tetrahydrocannabinol (Δ9-THC), and cannabinol (CBN).
[0261]
[0274] In one embodiment, the cannabinoid(s) of interest are selected from cannabidiol (CBD), Δ8-tetrahydrocannabinol (Δ8-THC), and Δ9-tetrahydrocannabinol (Δ9-THC). In one embodiment, the cannabinoid of interest is cannabidiol (CBD). In one embodiment, the cannabinoid of interest is Δ8-tetrahydrocannabinol (Δ8-THC). In one embodiment, the cannabinoid of interest is Δ9-tetrahydrocannabinol (Δ9-THC). In one embodiment, the cannabinoid of interest is cannabinol (CBN).
[0262]
[0275] As described herein, the active agent may comprise or be derived from one or more botanical substances, or components, derivatives, or extracts thereof. In some embodiments, the active agent comprises or is derived from one or more botanical substances, or components, derivatives, or extracts thereof, and the botanical substance is tobacco. In some embodiments, the active agent comprises or is derived from one or more botanical substances, or components, derivatives, or extracts thereof, and the botanical substance is selected from eucalyptus, star anise, cocoa, and hemp. In some embodiments, the active agent comprises or is derived from one or more botanical substances, or components, derivatives, or extracts thereof, and the botanical substance is selected from rooibos and fennel.
[0263]
[0276] When nicotine is present in the formulation, it may be present in protonated and / or unprotonated form. In some embodiments, the formulation comprises unprotonated and monoprotonated nicotine. Small amounts of diprotonated nicotine may also be present. In one aspect, the formulation comprises unprotonated, monoprotonated, and diprotonated nicotine.
[0264]
[0277] As described herein, the formulation may further include an unprotonated form of nicotine and a protonated form of nicotine. As will be understood by one of skill in the art, the protonated form of nicotine can be prepared by reacting unprotonated nicotine with an acid. The acid(s) are one or more suitable acids, such as organic acids. In some embodiments, the acid is a carboxylic acid. The carboxylic acid may be any suitable carboxylic acid. In some embodiments, the acid is a monocarboxylic acid. In some embodiments, the acid is selected from the group consisting of acetic acid, benzoic acid, levulinic acid, lactic acid, formic acid, citric acid, pyruvic acid, succinic acid, tartaric acid, oleic acid, sorbic acid, propionic acid, phenylacetic acid, and mixtures thereof. In some embodiments, the acid is benzoic acid and / or levulinic acid. In some embodiments, the acid is benzoic acid.
[0265]
[0278] In alternative embodiments, the aerosolizable formulation may be free of organic or inorganic acids and their corresponding salts. For example, the aerosolizable formulation may be free of carboxylic acids and free of phosphoric acids.
[0266]
[0279] When present, the amount of organic acid present can vary. The formulation can contain from about 0.01% to about 10% by weight of an organic acid, present as one or more organic acids, based on the total weight of the formulation. In some embodiments, the formulation contains at least about 0.01%, at least about 0.1%, about 0.2%, about 0.3%, about 0.4%, about 0.5%, about 0.6%, about 0.7%, about 0.8%, about 0.9%, about 1%, about 2%, about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or at least about 10% by weight of an organic acid, based on the total weight of the formulation. In some preferred embodiments, the formulation contains from about 0.01% to about 5% by weight of an organic acid. For example, the formulation contains an organic acid in an amount of from about 0.1% to about 2.5% by weight of the formulation. When a salt of an organic acid is added (eg, anhydrous citric acid), the weight percent is calculated based on the weight of the free acid, not including any counterion that may be present.
[0267]
[0280] In some embodiments, the additional component is selected from "fragrances" and / or "flavorings," which may be used to create a desired taste or aroma in products for adult consumers, where local regulations permit. It will be recognized by those skilled in the art that, in the context of the present disclosure, fragrances or flavorings are not sensory-eliciting compounds as defined herein. In some examples, the fragrance or flavoring may include one or more of extracts (e.g., licorice, hydrangea, magnolia, chamomile, fenugreek, clove, peppermint, aniseed, cinnamon, herbs, wintergreen, cherry, berry, peach, apple, Drambuie, bourbon, Scotch, whiskey, spearmint, peppermint, lavender, cardamom, celery, cascarilla, nutmeg, sandalwood, bergamot, geranium, honey essence, rose oil, vanilla, lemon oil, orange oil, cassia, caraway, cognac, jasmine, ylang-ylang, sage, fennel, pimento, anise, coriander, coffee, and other additives such as charcoal, chlorophyll, minerals, or botanicals. The fragrance or flavoring may be an imitation, synthetic, or natural ingredient, or a blend thereof. The fragrance or flavoring may be in any suitable form, for example, an oil, liquid, or powder.
[0268]
[0281] Fragrances may be added to the aerosolizable formulation as part of a so-called "fragrance block," in which one or more fragrances are blended together and then added to the aerosolizable material. The "fragrance block" may optionally include one or more of the sensation-eliciting compounds defined herein.
[0269]
[0282] When present, flavoring agents may be included in the formulation in an amount of up to about 10% by weight of the formulation, such as up to about 5% by weight, for example, up to about 1% by weight, hi some embodiments, the flavoring agent is present in an amount of from about 0.01% to about 5% by weight, preferably from about 0.1% to about 2.5% by weight of the formulation, more preferably from about 0.25% to about 1% by weight of the formulation.
[0270]
[0283] The one or more other functional components may include one or more of a colorant, a preservative, a binder, and / or a filler. A filler may serve multiple functions, such as, for example, improving certain organoleptic properties such as texture and mouthfeel, improving the cohesiveness or compressibility of the product, etc. Further details are provided above. A binder (or combination of binders) may, in certain embodiments, be used in the product in an amount sufficient to provide the product with desired physical attributes and physical integrity. Further details are provided above. A colorant may be used in an amount sufficient to provide the product with desired physical attributes.
[0271]
[0284] In some embodiments, the aerosolizable material contains less than 12% w / w water. In some embodiments, the aerosolizable material contains less than 11% w / w water. In some embodiments, the aerosolizable material contains less than 10% w / w water. In some embodiments, the aerosolizable material contains less than 5% w / w water. In some embodiments, the aerosolizable material contains less than 1% w / w water. In some embodiments, the aerosolizable material contains less than 0.5% w / w water. In some embodiments, the aerosolizable material is substantially free of water.
[0272]
[0285] Concentration and weight ratio In some embodiments, an aerosolizable formulation or aerosol-generating system comprises a consumable as defined herein, wherein the formulation or system comprises from about 0.0001% to about 5% by weight of one or more warming agents, wherein at least one warming agent comprises a warming or tingling agent, a sweetener, and from about 1% to about 35% by weight of at least one compound (iii), the weight percentages being based on the total weight of the formulation or system, and optionally, the weight ratio of warming agent(s) to sweetener is from about 1:1 to about 3:1. The weight ratio may be adjusted according to formula (1) above, i.e., for sweetness potency.
[0273]
[0286] In some embodiments, an aerosolizable formulation or aerosol-generating system comprises a consumable as defined herein, wherein the formulation or system comprises from about 0.0001% to about 4% by weight of one or more warming agents, wherein at least one warming agent comprises a warming or tingling agent, a sweetener, and from about 1% to about 30% by weight of at least one compound (iii), the weight percentages being based on the total weight of the formulation or system, and optionally, the weight ratio of warming agent(s) to sweetener is from about 1:1 to about 3:1. The weight ratio may be adjusted according to formula (1) above, i.e., for sweetness potency.
[0274]
[0287] In some embodiments, an aerosolizable formulation or aerosol-generating system comprises a consumable as defined herein, wherein the formulation or system comprises from about 0.0001% to about 2.5% by weight of one or more warming agents, wherein at least one warming agent comprises a warming or tingling agent, a sweetener, and from about 1% to about 20% by weight of at least one compound (iii), the weight percentages being based on the total weight of the formulation or system, and optionally, the weight ratio of warming agent(s) to sweetener is from about 1:1 to about 3:1. The weight ratio may be adjusted according to formula (1) above, i.e., for sweetness potency.
[0275]
[0288] Such embodiments may also be defined by consumable, carrier, and / or nicotine concentrations according to the above embodiments, it being understood that such features will not be repeated here for the sake of brevity.
[0276]
[0289] As embodiments of the aerosolizable formulations and aerosol-generating systems include consumables as defined herein, it will be understood that the components of the consumables, e.g., the warming agent, tingling agent and optional cooling agent, sweetener, at least one compound (iii), and any additional components, including the warming agent, tingling agent, and any additional components, are as defined above, which definitions will not be repeated here for the sake of brevity, but are equally applicable to the description of the aerosolizable formulations and aerosol-generating systems.
[0277]
[0290] The one or more warming agents, as defined, may be present in the formulation in an amount of about 0.0001% to about 5% by weight, based on the total weight of the formulation. As will be understood by those skilled in the art, this concentration range applies to the total amount of warming agents, such as warming or tingling agents, and optionally cooling agents. The concentration range of about 0.0001% to about 5% by weight also applies to the above definition of one or more warming agents. For example, a consumable product may contain about 0.0001% to about 5% by weight of one or more warming agents, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is selected from vanilloid, sanshool, piperine, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof, or an extract from at least one of ginger oil, black pepper, long pepper, Sichuan pepper, cayenne pepper, or uzazi. Preferably, the warming or tingling agent comprises a vanilloid, such as 3-phenylpropyl homovanilate.
[0278]
[0291] In some embodiments, one or more warming agents as defined herein are present in the consumable in an amount of from about 0.0001% to about 3% by weight, such as from about 0.0001% to about 2.5% by weight, preferably from about 0.0001% to about 1% by weight, based on the total weight of the aerosolizable formulation.
[0279]
[0292] In some embodiments, the one or more warming agents are present in the formulation in an amount of about 0.0001% to about 5% by weight, based on the total weight of the aerosolizable formulation, and at least one warming agent is a warming or tingling agent, and the warming or tingling agent comprises a vanilloid. In some embodiments, the one or more warming agents as defined herein are present in the formulation in an amount of about 0.0001% to about 3% by weight, based on the total weight of the aerosolizable formulation, and at least one warming agent is a warming or tingling agent, and the warming or tingling agent comprises a vanilloid. In some embodiments, the one or more warming agents as defined herein are present in the formulation in an amount of about 0.0001% to about 2.5% by weight, based on the total weight of the aerosolizable formulation, and at least one warming agent is a warming or tingling agent, and the warming or tingling agent comprises a vanilloid. In some embodiments, one or more warming agents as defined herein are present in the formulation in an amount of about 0.0001% to about 1% by weight, based on the total weight of the aerosolizable formulation, and at least one warming agent is a warming or tingling agent, and the warming or tingling agent comprises a vanilloid. In some embodiments, one or more warming agents as defined herein are present in the formulation in an amount of about 0.0001% to about 0.1% by weight, based on the total weight of the aerosolizable formulation, and at least one warming agent is a warming or tingling agent, and the warming or tingling agent comprises a vanilloid.
[0280]
[0293] In some embodiments, the warming or tingling agent is present in a concentration of about 0.0001% to about 0.005% by weight, based on the total weight of the aerosolizable formulation. The concentration range of about 0.0001% to about 0.005% by weight may be combined with any of the concentrations listed above for the total amount of warming agent.
[0281]
[0294] In some embodiments, the one or more warming agents comprise a warming or tingling agent, such that the "total" concentration of the one or more warming agents is from about 0.0001% to about 5% by weight, preferably from about 0.0001% to about 3% by weight, based on the total weight of the aerosolizable formulation.
[0282]
[0295] For each of the concentration ranges, the warming or tingling agent may be defined as above. For example, the warming or tingling agent may include a vanilloid.
[0283]
[0296] The absolute concentration of the sweetener is not critical to the present disclosure. In some embodiments, the weight ratio of the warming agent(s) to the sweetener is greater than about 1:1 to about 3:1, e.g., greater than about 1:1 to about 2:1, and preferably, the weight ratio of the warming agent(s) to the sweetener is about 2:1. The weight ratio may be adjusted according to formula (1) or (2) above when the sweetener is other than neotame. Nevertheless, the sweetener may be present in an amount of about 0.0001% to about 5% by weight, e.g., about 0.0001% to about 3% by weight, preferably about 0.0001% to about 2.55% by weight, and more preferably about 0.0001% to about 1% by weight. In particularly preferred embodiments, the sweetener may be present in an amount of about 0.0001 to 0.1% by weight, based on the total weight of the formulation. The sweetener concentration can be adjusted according to formula (3) above when the sweetener is other than neotame. In some embodiments, the formulation includes one or more warming agents in an amount of about 0.0001% to about 5% by weight, where at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.0001% to about 5% by weight; a sweetener in an amount of about 0.0001 to about 5% by weight; and an emulsifier compound (iii) in an amount greater than about 1% to less than about 35% by weight, where the warming agent, warming / tingling agent, sweetener, and emulsifier compound (iii) are defined according to the embodiments above, and the weight percentages are based on the total weight of the aerosolizable formulation. The sweetener concentration can be adjusted according to formula (3) above when the sweetener is other than neotame.
[0284]
[0297] In some embodiments, the formulation comprises one or more warming agents in an amount of about 0.0001% to about 3% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.0001% to about 3% by weight, a sweetener in an amount of about 0.0001 to about 3% by weight, and an emulsifier compound (iii) in an amount of greater than about 1% to less than about 30% by weight, where the warming agent, warming / tingling agent, sweetener, and emulsifier compound (iii) are defined according to the embodiments above, and the weight percentages are based on the total weight of the aerosolizable formulation. The sweetener concentration may be adjusted according to formula (3) above if the sweetener is other than neotame.
[0285]
[0298] In some embodiments, the formulation comprises one or more warming agents in an amount of about 0.0001% to about 2.5% by weight, wherein at least one warming agent is a warming or tingling agent, and the warming or tingling agent is present at a concentration of about 0.0001% to about 2.5% by weight, a sweetener in an amount of about 0.0001 to about 2.5% by weight, and an emulsifier compound (iii) in an amount of greater than about 1% to less than about 20% by weight, where the warming agent, warming / tingling agent, sweetener, and emulsifier compound (iii) are defined according to the embodiments above, and the weight percentages are based on the total weight of the aerosolizable formulation. The sweetener concentration may be adjusted according to formula (3) above if the sweetener is other than neotame.
[0286]
[0299] In any of the above embodiments, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanilate), and the sweetener may be selected from compounds that bind to T1R2 and / or T1R3, acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. Further, the weight ratio of the warming agent(s) to the sweetener may be greater than about 1:1 to about 3:1 (optionally adjusted according to formula (1) above).
[0287]
[0300] In any of the above embodiments, at least one compound (iii) is a C4-C 38Hydrocarbyl maleates or fumarates, preferably C4-C 38 Alkyl maleate or fumarate, C4-C 18 Glycerides, C4-C 38 Lactones, preferably those represented by the compounds of formula (II), C4-C 38 It may be selected from hydrocarbyl, preferably alkyl, polyols (the polyols optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid esters.
[0288]
[0301] In some embodiments, at least one compound (iii) is a C4-C 16 Glycerides, C5-C 38 Lactones, preferably those represented by the compounds of formula (II), C4-C 18 It is selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid esters.
[0289]
[0302] In some embodiments, at least one compound (iii) is a C4-C 12 Glycerides, C6-C 16 Lactones, preferably those represented by the compounds of formula (II), C4-C 16 It is selected from hydrocarbyl, preferably alkyl, polyol (the polyol optionally having at least three hydroxyl groups), and polyoxyethylene sorbitan fatty acid esters.
[0290]
[0303] In some embodiments, at least one compound (iii) is a C4-C 12 Glycerides, C6-C 16 Lactones, preferably those represented by the compounds of formula (II), C4-C 16 It is selected from alkyl polyols (the polyols optionally having at least three hydroxyl groups) and polyoxyethylene sorbitan fatty acid esters.
[0291]
[0304] At least one compound (iii) may be present in an amount of from about 1% to less than about 35% by weight of the aerosolizable formulation, hi some embodiments, at least one compound (iii) may be present in an amount of from about 1% to less than about 30% by weight of the aerosolizable formulation.
[0292]
[0305] In some embodiments, the aerosolizable formulations of the present disclosure contain greater than about 5% to less than about 20% by weight of triacetin. Triacetin is an organic compound having the chemical formula shown in Appendix 1. Triacetin is classified as a triglyceride, i.e., a triester of glycerol, and is a common food additive, such as a solvent in flavorings and for its emulsifying or moisturizing functions. Triacetin is available from a variety of commercial sources.
[0293]
[0306] Triacetin may be present in an amount greater than about 8% to less than about 20% by weight, for example, greater than about 8% to less than about 18% by weight, preferably greater than about 10% to less than about 18% by weight, and more preferably greater than about 10% to less than about 14% by weight, based on the total weight of the aerosolizable formulation.
[0294]
[0307] In some embodiments, the formulation comprises one or more warming agents in an amount of about 0.001% to about 1% by weight, where at least one warming agent is a warming or tingling agent and the warming or tingling agent is present at a concentration of about 0.001% to about 0.05% by weight, a sweetener in an amount of about 0.001 to about 0.5% by weight, and greater than about 8% to less than about 20% by weight of triacetin, where the warming agent, warming / tingling agent, and sweetener are defined according to the above embodiments.
[0295]
[0308] In some embodiments, the formulation comprises one or more warming agents in an amount of about 0.001% to about 0.5% by weight, where at least one warming agent is a warming or tingling agent and the warming or tingling agent is present at a concentration of about 0.001% to about 0.05% by weight, a sweetener in an amount of about 0.001% to about 0.1% by weight, and greater than about 8% to less than about 18% by weight of triacetin, where the warming agent, warming / tingling agent, and sweetener are defined according to the above embodiments.
[0296]
[0309] In some embodiments, the formulation comprises one or more warming agents in an amount of about 0.001% to about 0.25% by weight, where at least one warming agent is a warming or tingling agent and the warming or tingling agent is present at a concentration of about 0.001% to about 0.05% by weight, a sweetener in an amount of about 0.001% to about 0.05% by weight, and greater than about 10% to less than about 18% by weight of triacetin, where the warming agent, warming / tingling agent, and sweetener are defined according to the above embodiments.
[0297]
[0310] In some embodiments, the formulation comprises one or more warming agents in an amount of about 0.001% to about 0.1% by weight, where at least one warming agent is a warming or tingling agent and the warming or tingling agent is present at a concentration of about 0.001% to about 0.005% by weight, a sweetener in an amount of about 0.001% to about 0.025% by weight, and greater than about 10% to less than about 14% by weight of triacetin, where the warming agent, warming / tingling agent, and sweetener are defined according to the above embodiments.
[0298]
[0311] In any of the above embodiments, the warming or tingling agent may include a vanilloid (e.g., 3-phenylpropyl homovanilate), and the sweetener may be selected from compounds that bind to T1R2 and / or T1R3, acesulfame, acesulfame K, aspartame, neotame, sodium cyclamate, stevia, saccharin, sucralose, gluonic acid, and mixtures thereof. Further, the weight ratio of the warming agent(s) to the sweetener may be greater than about 1:1 to about 3:1 (optionally adjusted according to formula (1) above).
[0299]
[0312] The inventors have found that the amounts of the above-mentioned warming agent(s), sweetener, and emulsifier (e.g., triacetin) provide a beneficial effect of modifying or improving at least one sensory characteristic of the aerosolizable formulation, which may be selected from taste, mouthfeel, smoking experience, or a combination thereof, to replicate smoking a cigarette while ensuring consumer safety.
[0300]
[0313] Articles, aerosol delivery systems and containers In a further aspect, an article is provided that includes an aerosolizable formulation as defined herein. The article may be a container such as a bottle, or may be a component for use with an aerosol delivery device. For example, the article may include a store for receiving an aerosolizable formulation as defined herein, an aerosol-generating component, an aerosol-generating region, and optionally a mouthpiece.
[0301]
[0314] In some embodiments, an article for use with an aerosol delivery system is provided, the article comprising: a store containing an aerosolizable formulation as defined herein; an aerosol-generating component (such as a heater); an aerosol-generating region; a transport element; and a mouthpiece.
[0302]
[0315] The aerosolizable material (aerosolizable formulation) can be transferred from a store for receiving the aerosolizable material to the aerosol-generating component via a transport element such as a wick, a pump, etc. Those skilled in the art can select a suitable transport element depending on the type of aerosolizable material to be transported and the rate at which the aerosolizable material must be supplied. Particular mention can be made of transport elements such as wicks formed from fibrous materials, foam materials, sintered materials, woven and nonwoven materials.
[0303]
[0316] An airflow path typically extends through the article (optionally via a device) to an outlet, the path being oriented so that the generated aerosol is entrained in the airflow so that it can be delivered to the outlet for inhalation by the user.
[0304]
[0317] In some embodiments, the aerosol-generating component is a heater.
[0305]
[0318] Typically, the area for receiving aerosolizable material allows the article to be refilled with aerosolizable material once the aerosolizable material is depleted during use.
[0306]
[0319] In a further aspect, an aerosol delivery system is provided, comprising an aerosol delivery device as defined herein and an article. The aerosol delivery system is preferably non-combustion. A non-combustion aerosol delivery system is a system that releases a compound from an aerosol-generating material without burning the aerosol-generating material, such as an electronic cigarette, a tobacco heating product, and a hybrid system that generates an aerosol using a combination of aerosol-generating materials. According to the present disclosure, a "non-combustion" aerosol delivery system is one in which the constituent aerosol-generating materials (or components thereof) of the aerosol delivery system are not combusted or burned to facilitate delivery of at least one substance to a user. The system may heat the aerosol-generating material / system or aerosolizable formulation or consumable of the system / formulation to a temperature of at least about 200°C, preferably at least about 250°C. In some embodiments, the aerosol delivery system generates an aerosol by heating to a temperature of about 250°C to about 400°C.
[0307]
[0320] An aerosol delivery system may also be referred to herein as an aerosol delivery system. In some embodiments, the delivery system is a non-combustion aerosol delivery system, such as a powered non-combustion aerosol delivery system. In some embodiments, the non-combustion aerosol delivery system is a vaporization device or an electronic cigarette, also known as an electronic nicotine delivery system (END), although it should be noted that the presence of nicotine in the aerosol-generating material is not a requirement.
[0308]
[0321] In some embodiments, the non-combustion aerosol delivery system is an aerosol-generating material heating system, also known as a non-combustion heating system. One example of such a system is a tobacco heating system.
[0309]
[0322] In some embodiments, the non-combustion aerosol delivery system is a hybrid system that generates an aerosol using a combination of aerosol-generating materials, where one or more aerosol-generating materials can be heated. Each of the aerosol-generating materials can be, for example, in solid, liquid, or gel form and can contain nicotine or not. In some embodiments, the hybrid system includes a liquid or gel aerosol-generating material and a solid aerosol-generating material. The solid aerosol-generating material can include, for example, tobacco or a non-tobacco product.
[0310]
[0323] Typically, a non-combustion aerosol delivery system may comprise a non-combustion aerosol delivery device and a consumable for use with the non-combustion aerosol delivery device, where consumable is as defined herein.
[0311]
[0324] In some embodiments, a non-combustion aerosol delivery system, e.g., the non-combustion aerosol delivery device, can include a power source and a controller. The power source can be, for example, an electrical power source or a heat-generating power source. In some embodiments, the heat-generating power source includes a carbon substrate that can be energized to deliver power in the form of heat to an aerosol-generating material or a heat-transfer material proximate the heat-generating power source.
[0312]
[0325] 1 is a highly schematic illustration (not to scale) of an exemplary aerosol delivery system to which embodiments are applicable, but not limited to, an electronic cigarette 10. The electronic cigarette has a generally cylindrical shape extending along a longitudinal axis indicated by the dashed line (although aspects of the invention are applicable to electronic cigarettes configured with other shapes and configurations), and includes two main components: an aerosol delivery device 20 and an article 30.
[0313]
[0326] Article 30 includes a store 38 for aerosolizable material (source liquid) that contains the aerosolizable material (source liquid) from which an aerosol is generated. Article 30 further includes an aerosol generating component (heating element or heater) 36 for heating the aerosolizable material to generate an aerosol. A transport or wicking element or wick 37 is provided to deliver the aerosolizable material from store 38 to heating element 36. One or more portions of wick 37 are in fluid communication with the aerosolizable material in store 38, and by wicking or capillary action, the aerosolizable material is drawn along or through wick 37 to one or more portions of the wick that are in contact with heater 36.
[0314]
[0327] By supplying thermal energy to the aerosolizable material to cause vaporization, vaporization of the aerosolizable material occurs at the interface between the wick 37 and the heater 36, thus generating an aerosol. The aerosolizable material, wick 37, and heater 36 may be collectively referred to as an aerosol source or vapor source. The wick 37 and heater 36 may be collectively referred to as a vaporizer or atomizer 15.
[0315]
[0328] Typically, there is a single wick, but it is envisaged that there may be more than one wick, for example, two, three, four or five wicks.
[0316]
[0329] As mentioned above, the wick may be formed of a sintered material. The sintered material may include sintered ceramic, sintered metal fibers / powder, or a combination of the two. The sintered wick(s) (or at least one / all of them) may have an electrical resistance heater deposited thereon / embedded therein. Such a heater may be formed from a thermally conductive alloy, such as a NiCr alloy. Alternatively, the sintered material may have electrical properties such that it heats when an electric current is passed through it. Thus, the aerosol generation component and the wick may be considered to be integrated. In some embodiments, the aerosol generation component and the wick are formed from the same material and form a single component.
[0317]
[0330] In some embodiments, the wick is formed from a sintered metal material and is generally in the form of a planar sheet. Thus, the wick element may have a substantially thin, flat shape. For example, such a shape may be considered a sheet, layer, film, substrate, or the like. By this, it is meant that the thickness of the wick is less than or much less than at least one of the length and width of the wick. Thus, the thickness of the wick (the smallest dimension of the wick) is less than or much less than the longest dimension.
[0318]
[0331] The wick may be made of homogeneous granular, fibrous, or flocculent sintered metal(s) to form the capillary structure. The wick element may be made of a conductive material that is a nonwoven, sintered porous web structure containing metal fibers, such as stainless steel fibers. For example, the stainless steel may be AISI (American Iron and Steel Institute) 316L (corresponding to European standard 1.4404). The weight of the material is 100 to 300 g / m. 2 The range may be:
[0319]
[0332] When the wick is generally planar, the wick thickness can be in the range of 75-250 μm. Typical fiber diameters can be about 12 μm, and typical average pore diameters (the size of the voids between the fibers) can be about 32 μm. An example of this type of material is Bekipor (RTM) ST porous metal fiber media, manufactured by NV Bekaert SA in Belgium, a series of porous nonwoven fiber matrix materials produced by sintering stainless steel fibers.
[0320]
[0333] Also, while the material is described as planar, this refers to the relative dimensions of the sheet material and the wick (thickness many times less than length and / or width), but does not necessarily indicate the flatness of the final wick made from the material in particular. The wick may be flat, but may alternatively be formed from the sheet material into a non-planar shape, such as curved, corrugated, wrinkled, ridged, tube-formed, or otherwise concave and / or convex.
[0321]
[0334] The wick element can have a variety of properties. The wick element is formed from a porous material to enable the wicking or capillary effect necessary to draw the source liquid from the store for the aerosolizable material (where the wick contacts the aerosolizable material at the store-contact site) to the vaporization interface. Porosity is typically provided by a plurality of interconnected or partially interconnected pores (holes or interstices) throughout the material, opening to the outer surface of the material. Any level of porosity may be used depending on the material, pore size, and desired wicking speed. For example, a porosity of 30% to 85%, such as 40% to 70%, 50% to 80%, 35% to 75%, or 40% to 75%, may be selected. Because porosity may or may not be uniform throughout the wick, the porosity may be the average porosity value for the entire wick element. For example, the pore size at the store-contact site may be different from the pore size closer to the heater.
[0322]
[0335] It is useful for the wick to be rigid enough to support itself where needed within the article. For example, the wick may be attached at or near one or two edges and may need to maintain its position without substantial bending, buckling, or sagging. As an example, porous sintered ceramic is a useful material for use as a wick element. Any ceramic with suitable porosity may be used. When porous ceramic is selected as the porous wick material, it is available as a powder that can be formed into a solid by sintering (heating to cause fusion, optionally under applied pressure). Sintering then solidifies the ceramic to create the porous wick.
[0323]
[0336] Article 30 further includes a mouthpiece 35 having an opening through which a user can inhale the aerosol produced by vaporizer 15. The inhalable aerosol may be described as an aerosol stream or an inhalable air stream.
[0324]
[0337] The aerosol delivery device 20 includes a power source (a rechargeable cell or battery 14, hereafter referred to as the battery) for powering the electronic cigarette 10, and a controller (printed circuit board (PCB)) 28 and / or other electronics for overall control of the electronic cigarette 10. Thus, the aerosol delivery device may also be considered a battery section, or a control unit or section.
[0325]
[0338] During operation of the device, the controller determines that a user has initiated a request for aerosol generation. This may be done via a button on the device that sends a signal to the controller that the aerosol generator should be powered. Alternatively, a sensor located in or proximal to the airflow path can detect airflow through the airflow path and communicate this detection to the controller. Sensors may also be present in addition to the presence of a button, as they may be used to determine certain usage characteristics, such as airflow, timing of aerosol generation, etc.
[0326]
[0339] For example, in use, when heater 36 receives power from battery 14 as controlled by circuit board 28, perhaps in response to pressure changes detected by an air pressure sensor (not shown), heater 36 vaporizes the aerosolizable material delivered by wick 37 to produce an aerosol, and this aerosol stream is then inhaled by the user through an opening in mouthpiece 35. The aerosol is transported from the aerosol source to mouthpiece 35 along an air channel (not shown in FIG. 1 ) connecting the aerosol source to the mouthpiece opening as the user inhales into the mouthpiece.
[0327]
[0340] In this particular example, device 20 and article 30 are detachable from one another by separating them in a direction parallel to their longitudinal axes, as shown in Figure 1, but are joined together when system 10 is in use by cooperating engagement elements 21, 31 (e.g., threaded, magnetic, or bayonet fittings) that provide mechanical and electrical connectivity between device 20 and article 30, particularly connecting heater 36 to battery 14. The battery may be charged as known to those skilled in the art.
[0328]
[0341] In some embodiments, the article comprises / forms a sealed container. For example, the sealed container may be sealed. The sealed container may include a blister pack having one or more sealed compartments for storing one or more articles including the aerosolizable formulations described herein.
[0329]
[0342] In some embodiments, the article includes a housing in which the aerosolizable formulation is contained. The housing may be transparent so that the aerosolizable formulation can be viewed from outside the housing. The housing may have an opacity that limits the passage of light through the housing. This may be important to prevent light (such as ultraviolet light) from entering the housing and compromising the stability of the aerosolizable material. In some embodiments, the housing is formed from a material that inhibits / prevents the passage of ultraviolet light therethrough. In some embodiments, the sealed container described above may be formed from a material that inhibits / prevents the passage of ultraviolet light therethrough. This may be in addition to the sealed container being sealed and / or comprising a blister pack having one or more sealed compartments for storing one or more articles containing the aerosolizable material described herein.
[0330]
[0343] Methods and Uses In some embodiments described herein, a method for forming an aerosol is provided, the method comprising providing an aerosolizable formulation as defined herein and aerosolizing the formulation. The method may alternatively comprise providing an aerosol generation system as defined herein or an aerosol delivery system as defined herein and aerosolizing the formulation or consumable in the system.
[0331]
[0344] According to some embodiments, there is provided the use of about 0.0001% to about 5% by weight of one or more warming or tingling agents in an aerosolizable formulation to modify at least one sensory characteristic of the formulation, wherein at least one warming agent is a sweetener and a compound that is an emulsifier, and the compound has a boiling point of at least about 200°C at atmospheric pressure. The aerosolizable formulation may be characterized by any of the features defined and described herein. The emulsifier functionality and boiling point of the compound correspond to those described above for "compound (iii)" of the consumable. However, use is not necessarily limited to the esters, polyols, or fatty acid esters defined above.
[0332]
[0345] According to another embodiment, the at least one warming agent in the aerosolizable formulation to modify at least one sensory characteristic of the formulation is a warming or tingling agent in combination with a compound that is a sweetener and an emulsifier, and is selected from the group consisting of C4-C6 38 Hydrocarbyl esters, C4-C 38 The use of about 0.0001% to about 5% by weight of one or more warming agents that are hydrocarbyl polyols or polyoxyalkylene fatty acid esters is provided. The aerosolizable formulations may be characterized by any of the characteristics defined and described herein. The emulsifier function and chemistry of the compounds correspond to those described above for "compound (iii)" of the consumable. However, use is not necessarily limited to a boiling point of at least about 200°C as defined above.
[0333]
[0346] According to some embodiments described herein, there is provided the use of about 0.0001% to about 1% by weight of one or more warming agents in an aerosolizable formulation, wherein the at least one warming agent is a warming or tingling agent in combination with a sweetener and triacetin, to improve at least one sensory property of the formulation. The aerosolizable formulation may be characterized by any of the characteristics defined and described herein.
[0334]
[0347] In some embodiments, the use includes modifying or improving at least one sensory characteristic selected from taste, mouthfeel, smoking experience, and combinations thereof. The mouthfeel and / or smoking experience can include saturation, aftertaste, impact, and nicotine hit to replicate smoking a cigarette. The modification or improvement can be for an aerosolizable formulation that does not include a combination of one or more warming agents, a sweetener, and an emulsifier compound (e.g., triacetin), where at least one warming agent is a warming agent or a tingling agent.
[0335]
[0348] In some embodiments, the use comprises modifying or improving the taste of the formulation to replicate smoking a cigarette. In some embodiments, the use comprises modifying or improving the mouthfeel of the formulation to replicate smoking a cigarette. In some embodiments, the use comprises modifying or improving the saturation to replicate smoking a cigarette. In some embodiments, the use comprises modifying or improving the aftertaste to replicate smoking a cigarette. In some embodiments, the use comprises modifying or improving the nicotine hit to replicate smoking a cigarette. In some embodiments, the use comprises modifying or improving the impact to replicate smoking a cigarette. In some embodiments, the use comprises modifying or improving the smoking experience to replicate smoking a cigarette. In some embodiments, the use comprises improving the nicotine sensation to replicate smoking a cigarette.
[0336]
[0349] According to some embodiments, there is provided a use of an emulsifier for modifying the mouthfeel of an aerosolizable formulation or an aerosol-generating system, wherein the emulsifier has a boiling point of at least about 200°C at atmospheric pressure, and the mouthfeel is modified to replicate one or more sensations of smoking a combustible tobacco product, preferably a cigarette. The aerosolizable formulation or aerosol-generating system may be characterized by any of the features defined and described herein. The emulsifier functionality and boiling point of the compound correspond to those described above for "compound (iii)" of the consumable. However, the use is not necessarily limited to the esters, polyols, or fatty acid esters defined herein.
[0337]
[0350] According to some embodiments, there is provided a use of an emulsifier to modify the mouthfeel of an aerosolizable formulation or an aerosol generating system, the emulsifier being selected from the group consisting of C4 to C6 38 Hydrocarbyl esters, C4-C 38 The present invention provides a method for producing a consumable product, preferably a tobacco product, comprising: a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester, the mouthfeel of which is modified to replicate one or more sensations of smoking a combustible tobacco product, preferably a cigarette. The aerosolizable formulation or aerosol-generating system may be characterized by any of the features defined and described herein. The emulsifier function and chemistry of the compound correspond to those described above for "compound (iii)" of the consumable. However, the use is not necessarily limited to a boiling point of at least about 200°C as defined above.
[0338]
[0351] These sensory characteristics are defined herein and measured by a trained sensory panel, which is a team of trained evaluators who define the sensory attributes (here, for example, taste, mouthfeel, and / or smoking experience) that best describe the product being evaluated. The trained sensory panel is comprised of smokers and / or dual users (i.e., users of cigarettes and e-cigarettes).
[0339]
[0352] According to some embodiments, the use of about 0.0001 to about 5% by weight of a warming or tingling agent in combination with a sweetener and an emulsifier in a tobacco-flavored aerosolizable formulation or aerosol-generating system to modify the tobacco flavor intensity of the formulation or consumable in the system, wherein the emulsifier compound has a boiling point of at least about 200° C. at atmospheric pressure and / or is selected from the group consisting of C4 to C6 38 Hydrocarbyl esters, C4-C 38 The aerosolizable formulation or aerosol-generating system may be characterized according to the characteristics defined herein.
[0340]
[0353] According to some embodiments, there is provided the use of about 0.0001 to about 0.05% by weight of a warming or tingling agent in combination with a sweetener and triacetin in a tobacco-flavored aerosolizable formulation to modify the intensity of the tobacco flavor. According to some embodiments, there is provided the use of about 0.0001% to about 1% by weight of one or more warming agents in a tobacco-flavored aerosolizable formulation to modify the intensity of the tobacco flavor, wherein at least one warming agent is a warming or tingling agent in combination with a sweetener and triacetin. In each of these uses, the aerosolizable formulation may be characterized according to the characteristics defined herein.
[0341]
[0354] The invention will now be described with reference to the following non-limiting examples.
[0342]
[0355] Example A study was conducted to address the sensory gap between using an aerosol delivery device (i.e., a vape product) and smoking a conventional cigarette. A baseline aerosolizable formulation was used for comparison and was chosen because of its popularity with smokers in the UK market.
[0343]
[0356] The sensory focus areas were taste, aerosol body / mouthfeel, and the smoking experience, including sensory saturation, aftertaste, and / or nicotine "hit." These areas represent consumer-specified differences between aerosol delivery devices and conventional cigarettes.
[0344]
[0357] Investigations included the use of sweeteners, flavoring agents, cooling agents (eg, WS-23), warming / tingling agents, natural oils, menthol, increased water content, and reduced acid content.
[0345]
[0358] The materials used to prepare the aerosolizable formulations are listed in Table 1 below.
[0346] [Table 2]
[0347]
[0359] Experiment 1 Consumables containing the compounds listed in Table 1 were prepared in ethanol. In particular, stock solutions of individual compounds were prepared in ethanol. For the final formulations, specific aliquots of each stock solution were combined and made up to the specified volume to achieve the target concentration. Various formulations were prepared as detailed in Table 2.
[0348]
[0360] Sensory analysis was then conducted by a trained sensory panel of 10 cigarette users and / or dual advocates. The panel was selected for their expertise and knowledge in both traditional cigarette design and sensory performance. Samples of each formulation were prepared according to the details in Table 2, and the panelists compared the sensory experience of each formulation against the tobacco-flavored e-liquid in an aerosol delivery device. Feedback from the trained sensory panel is summarized in Table 2. Weight percentage values are relative to the total weight of the formulation.
[0349] [Table 3] JPEG2025537767000011.jpg155149
[0350]
[0361] Comparative Examples 1a, 1b, 2a, 2b, and 4 demonstrate how a single compound does not alter a single sensory factor. Rather, when triacetin and Symheat were each added independently to a tobacco-flavored e-liquid, multifactorial modifications were observed. Triacetin was surprisingly found to alter the mouthfeel and aerosol body, but did not achieve the desired impact or irritation. Symheat (3-phenylpropyl homovanilate) was surprisingly found to alter impact, but undesirably increased the roughness and harshness of the aerosol. Symheat was also reported to alter the location of impact.
[0351]
[0362] The combination of Symheat with triacetin (Comparative Example 3) was preferable in some respects, as it increased mouth coating, mouthfeel, and longevity. However, this combination was problematic for users due to irritation and impact. Panelists reported an additional "tingly" irritation, leaving an undesirable "tingly" sensation on the tongue. The combination of neotame with Symheat (Comparative Example 5) improved the irritation of Symheat alone, but the e-liquid left a lingering taste.
[0352]
[0363] Comparative Example 6 explored the addition of water to a tobacco flavored e-liquid, which resulted in lower flavor intensity and mouthfeel.
[0353]
[0364] Only the triple combination of triacetin, Symheat, and neotame in Examples 7, 8, 9, and 10 resulted in panelists reporting an "FMC-like" experience. The triple combinations were also notable in that increased body, mouthfeel, and mouthfuls were reported, along with a sustained nicotine sensation to provide the desired aftertaste. Examples 7, 8, 9, and 10 also contained a higher impact and stinging feedback that replicated that of smoking a cigarette.
[0354]
[0365] Experiment 2 In the same manner as in Experiment 1, aerosolizable formulations containing the compounds listed in Table 1 were prepared in ethanol. In particular, stock solutions of each compound were prepared in ethanol. For the final formulation, specific aliquots of each stock solution were combined and made up to a specified volume to achieve the target concentration. Various formulations were prepared as detailed in Table 3. Tobacco Flavor 1 and Tobacco Flavor 2 are commercially available e-liquids from Nicoventures Retail (UK) Limited. Weight percentage values are based on the total weight of the formulation.
[0355] [Table 4]
[0356]
[0366] Sensory analysis was performed by a trained sensory panel of 10 cigarette users and / or dual advocates (ie, cigarette and aerosol delivery device consumers).
[0357]
[0367] Panelists compared the sensory experience of each formulation with each of the tobacco-flavored e-liquids alone in a VuseGo device available from Nicoventures Retail (UK) Limited. The e-liquids were selected as benchmarks due to consumer preferences in the UK market. Comments from the panelists are shown in Table 4 below.
[0358] [Table 5]
[0359]
[0368] When added to Tobacco Flavor 1, Examples 11, 13, and 15 had different reported tobacco flavor intensities. Example 11 was described as "similar to FMC in terms of sensation during vaporization," with increased impact and a lower "head-burn" sensation, while Example 13 provided "medium intensity" and Example 15 had a "light tobacco taste." This differing intensity allows for the formulation to be manipulated depending on the desired level of sensation, which is advantageous as vape product users increasingly desire the ability to customize and control their sensation.
[0360]
[0369] When added to Tobacco Flavor 2, Examples 12, 14, and 16 similarly provided different tobacco flavor intensities. Example 12 was "close to the taste of a Virginia blend cigarette," while Example 14 was "very aromatic" and had a "mild cigarette-like taste," and Example 16 had a "complex taste" with a cigarette mix "without smoky or burnt notes." As with Tobacco Flavor 1, this is advantageous because it provides flexibility to the formulator and choice to the consumer.
[0361]
[0370] Experiment 3 To explore the application of consumables in aerosolizable formulations in gel form, the gels detailed in Table 5 below were prepared, molded into rods, and subjected to product developer testing (PDT) in a non-combustion aerosol delivery system to sensorily evaluate the gels. All concentrations are in wt % of the total weight of the formulation.
[0362]
[0371] To prepare the formulation, the glycerol and binder were placed in a mixer and premixed, and then the filler was added separately to form a slurry. The tobacco extract and triacetin (if present) were then slowly added to the slurry, followed by the glycerol and binder premix. The combined mixture was blended, and then the neotame and Symheat solution (if present) were added to the final slurry. The formulation was cast onto a metal plate and allowed to dry to form a gel-like sheet.
[0363]
[0372] A PDT was conducted using a sequential unary scale (1-7) to assess the sensory performance of the formulations in Table 5 relative to an FMC-like experience. Five participants were asked to rate the provided products for hot puff level, immediate smoke satisfaction, off-note level, aerosol strength, overall taste amplitude, draw power, aerosol body, visible aerosol, level of irritation, and level of impact. The five participants were regular cigarette smokers.
[0364]
[0373] The same device was used for each formulation. This device was a non-combustion aerosol delivery system. All participants were given the same instructions. The only difference between the studies was the formulation being tested, which differed by the inclusion of consumables (and the corresponding balance of fillers) according to the present disclosure, as shown in Table 5. Formulation 2 contained 0.01% by weight neotame and 0.01% by weight Symheat, based on the total weight of the formulation.
[0365] [Table 6]
[0366]
[0374] The results are shown in Figures 2 and 3. In Figure 2, Formulation 1 is the inner plot and Formulation 2 is the outer plot. In Figure 3, Formulation 1 is the bottom plot and Formulation 2 is the top plot.
[0367]
[0375] Figure 2 shows how the inclusion of a consumable product according to the present disclosure modified the sensory experience of the aerosolizable formulations to more closely resemble the FMC experience. In particular, Formulation 2 had higher ratings for immediate smoke sensation, aerosol density, overall taste amplitude, aerosol body, visible aerosol, level of stinging, and level of impact. From the perspective of replicating the FMC experience, modifications to stinging, impact, and aerosol body are important and highly beneficial.
[0368]
[0376] Figure 3 shows the same results as Figure 2, but in absolute values. Again, it can be seen that Formulation 2 had higher ratings for immediate smoke sensation, aerosol consistency, overall taste amplitude, aerosol body, visible aerosol, level of irritation, and level of impact. Specifically, impact increased from 5.8 to 7, irritation increased from 5.2 to 7, and aerosol body increased from 5 to 5.8. These factors are particularly useful when attempting to replicate the smoking experience of a combustible tobacco product, such as a cigarette.
[0369] The present invention is described in further detail in the following numbered embodiments. 1. one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent; Sweeteners and triacetin, and optionally, the weight ratio of the warming agent(s) to the sweetener is greater than about 1:1 to about 3:1. Consumables for aerosolizable formulations. 2. The consumable product of clause 1, wherein the sweetener is selected from oxathiazinone sweeteners, aspartame sweeteners, sulfamates, calcium cyclamate, sugar alcohols, naturally occurring sweeteners, saccharin, sucralose, gluonic acid, and mixtures thereof. 3. The consumable according to clause 1 or 2, wherein the sweetener comprises at least one selected from aspartame sweetener, stevioside, swingle extract, glycerhizin, perillartine, naringin dihydrochalcone, neohesperidin dihydrochalcone, mogroside V, rubusoside, rubus extract, rebaudioside A, saccharin, sucralose, and sodium cyclamate, preferably the sweetener comprises at least one selected from acesulfame-K, aspartame, neotame, saccharin, sucralose, or sodium cyclamate, preferably the sweetener is neotame or aspartame. 4. The consumable product of any one of clauses 1 to 3, wherein the weight ratio of the warming agent(s) to the sweetener is greater than about 1:1 to about 2:1, preferably the weight ratio is about 2:1. 5. The consumable of any one of clauses 1 to 4, wherein the one or more warming agents further comprise a cooling agent, preferably wherein the cooling agent is selected from menthol, N,2,3-trimethyl-2-propan-2-ylbutanamide, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-[(5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate, N-(4-methoxyphenyl-p-menthanecarboxamide, N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide, menthone 1,2-glycerol ketal, menthyl lactate, 3-(menthoxy)propane-1,2-diol, and menthyl succinate. 6. The consumable of any one of clauses 1-5, wherein the warming or stinging agent is selected from the group consisting of vanilloids, sanshool, piperine, allyl isothiocyanate, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof. 7. The consumable according to clause 6, wherein the warming or tingling agent is a vanilloid, preferably 3-phenylpropyl homovanillate. 8. Consumables include 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, 2-furfurylthiol, sotolon, 2,4-dimethylpyridine, 2-ethyl-3,5-dimethylpyrazine, 3-ethylphenol, furaneol, β-damascone, 2,6-dimethoxyphenol, geraniol, dimethyl trisulfide, 3-methylbutanal, acetic acid, 2-methylbutanoic acid, 3-methylbutanoic acid, 3-methylpentanoic acid, butanoic acid, β-damascenone, β-ionone, α-ionone, α-ionol, β-cyclocitral, safranal, and maltol. 8. The consumable of any one of clauses 1-7, further comprising one or more compounds selected from the group consisting of ethyl maltol, 2-methoxyphenol, 4-methyl-2-methoxyphenol, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, phenylacetic acid, cyclotene, ethylcyclotene, coronol, mesifuran, maple furanone, benzaldehyde, 4-propyl-2-methoxyphenol, 4-allyl-2,6-dimethoxyphenol, 3-methyl-2,4-nonanedione, 5,6,7-trimethylocta-2,5-dien-4-one, or combinations thereof. 9. At least one compound is selected from compounds A, B, C, D, E, and combinations thereof; A is at least one compound selected from acetic acid, 2-methylbutanoic acid, 3-methylbutanoic acid, 3-methylpentanoic acid, and butanoic acid, preferably A is at least one compound selected from acetic acid, 3-methylbutanoic acid, and 3-methylpentanoic acid; B is at least one compound selected from β-damascone, β-damascenone, β-ionone, α-ionone, α-ionol, β-cyclocitral, and safranal, preferably B is at least one compound selected from β-damascone, β-damascenone, and β-ionone; C is at least one compound selected from maltol, ethyl maltol, and sotolone, preferably C is at least one compound selected from maltol and sotolone; D is at least one compound selected from 2-methoxyphenol, 4-methyl-2-methoxyphenol, 4-propyl-2-methoxyphenol, 2,6-dimethoxyphenol, phenylacetic acid, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, cyclotene, ethylcyclotene, coronol, mesifuran, maple furanone, 4-propyl-2-methoxyphenol, benzaldehyde, and 4-allyl-2,6-dimethoxyphenol, preferably D is at least one compound selected from 2-methoxyphenol, 4-methyl-2-methoxyphenol, 4-propyl-2-methoxyphenol, 2,6-dimethoxyphenol, and phenylacetic acid; E is at least one compound selected from 3-methyl-2,4-nonanedione and 5,6,7-trimethylocta-2,5-dien-4-one, preferably E is 3-methyl-2,4-nonanedione; Consumables as described in clause 8. 10. An aerosolizable formulation for an aerosol delivery system comprising a consumable product according to any one of clauses 1 to 9, a carrier, and optionally nicotine. 11. An aerosolizable formulation for an aerosol delivery system comprising the consumable product of any one of clauses 1-10, wherein the formulation comprises from about 0.001% to about 1% by weight of one or more warming agents and from greater than about 5% to less than about 20% by weight of triacetin. 12. The aerosolizable formulation of clause 12, wherein the formulation comprises a carrier and optionally an active agent, preferably wherein the active agent is nicotine. 13. The aerosolizable formulation of any one of clauses 11-13, wherein the carrier is present in an amount of 50% by weight or more based on the total weight of the formulation, preferably the carrier is present in an amount of 70% by weight or more based on the total weight of the formulation, preferably the carrier comprises propylene glycol and / or glycerol. 14. The aerosolizable formulation of any one of clauses 11-13, wherein triacetin is present in a concentration of greater than about 10% up to about 18% by weight, preferably greater than about 10% to about 14% by weight. 15. The aerosolizable formulation of any one of clauses 11-14, wherein the one or more warming agents are present in a concentration of about 0.001% to about 0.5% by weight, about 0.001% to about 0.1% by weight, or about 0.001% to about 0.05% by weight. 16. The aerosolizable formulation of clause 16, wherein the warming or tingling agent is present in a concentration of about 0.001% to about 0.005% by weight, preferably about 0.001% to about 0.0025% by weight. 17. An article comprising an aerosolizable formulation according to any one of clauses 11 to 16. 18. An article according to clause 17, wherein the article comprises a store for receiving an aerosolizable formulation according to any one of clauses 11 to 16, an aerosol-generating component, an aerosol-generating region, a transport element and optionally a mouthpiece, preferably wherein the aerosol-generating component comprises a heater and / or the transport element is a wick. 19. An aerosol delivery system comprising an aerosol delivery device and an article according to clause 18. 20. A method for forming an aerosol, the method comprising the steps of providing an aerosolizable formulation according to any one of clauses 11 to 16, and aerosolizing the formulation. 21. A sealed container for containing an article according to clause 18, optionally wherein the container is sealed and formed from a material that inhibits or prevents the passage of ultraviolet light. 22. Use of about 0.001% to about 1% by weight of one or more warming agents, wherein at least one warming agent is a warming or tingling agent in combination with a sweetener and triacetin, to improve at least one sensory property of an aerosolizable formulation, preferably wherein the aerosolizable formulation is characterized according to the features described in any one of clauses 1 to 16. 23. The use according to clause 22, wherein the sensory properties are improved relative to an aerosolizable formulation that does not include a combination of one or more warming agents, a sweetener, and triacetin selected from taste, mouthfeel, and smoking experience to replicate smoking a cigarette, wherein at least one warming agent is a warming agent or a tingling agent. 24. Use of about 0.001 to about 0.05% by weight of a warming or tingling agent in combination with a sweetener and triacetin in a tobacco-flavored aerosolizable formulation to modify the intensity of the tobacco flavor. 25. Use according to clause 24, wherein the aerosolizable formulation is characterized according to the features of any one of clauses 1 to 16. The various embodiments described herein are presented solely to aid in the understanding and teaching of the claimed features. These embodiments are provided only as a representative sample of embodiments and are not exhaustive and / or exclusive. The advantages, embodiments, examples, functions, features, structures, and / or other aspects described herein should not be construed as limitations on the scope of the invention as defined by the claims or limitations on the equivalents of the claims, and it should be understood that other embodiments may be utilized and modifications may be made without departing from the scope of the claimed invention. Various embodiments of the present invention may suitably comprise, consist of, or consist essentially of any suitable combination of the disclosed elements, components, features, parts, steps, means, etc., other than those specifically described herein. Furthermore, the present disclosure may include other inventions not currently claimed but which may be claimed in the future.
[0370] [Table 7] JPEG2025537767000016.jpg202149 JPEG2025537767000017.jpg177149 JPEG2025537767000018.jpg95149
Claims
1. (i) one or more warming agents, wherein at least one warming agent is a warming agent or a tingling agent; (ii) a sweetener; and (iii) an emulsifier, 4 ~C 38 Hydrocarbyl esters, C 4 ~C 38 at least one compound which is a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester; 10. A consumable for an aerosolizable formulation comprising:
2. 10. The consumable of claim 1, wherein the at least one compound (iii) has a boiling point of at least about 200°C at atmospheric pressure.
3. The at least one compound (iii) is C 4 ~C 38 Hydrocarbyl ester or C 4 ~C 38 3. The consumable of claim 2, wherein the at least one compound (iii) is a hydrocarbyl polyol and has a boiling point of at least about 200° C. to about 400° C. at atmospheric pressure, or the at least one compound (iii) is a polyoxyalkylene fatty acid ester.
4. Said C 4 ~C 38 The consumable product of any one of claims 1 to 3, wherein the hydrocarbyl ester is a glyceride.
5. The glyceride is a di- or triglyceride, preferably C 4 ~C 18 5. The consumable product of claim 4, which is a di- or triglyceride.
6. The glyceride is a triglyceride, and preferably the glyceride is C 4 ~C 16 6. The consumable product of claim 5, which is a triglyceride.
7. 7. The consumable product of claim 6, wherein the triglyceride is triacetin.
8. Said C 4 ~C 38 4. The consumable of any one of claims 1 to 3, wherein the hydrocarbyl ester is a lactone, preferably selected from δ-decalactone, γ-decalactone, δ-dodecalactone, γ-dodecalactone, γ-heptalactone, ω-6-hexadecenelactone, δ-hexalactone, γ-hexalactone, δ-nonalactone, γ-nonalactone, δ-octalactone, γ-octalactone, ω-pentadecalactone, δ-undecalactone, and γ-undecalactone.
9. Said C 4 ~C 38 The hydrocarbyl ester is 4 ~C 38 The consumable of any one of claims 1 to 3, which is a hydrocarbyl mono- or diester.
10. Said C 4 ~C 38 The hydrocarbyl mono- or diester is C 4 ~C 38 11. A consumable product according to claim 10 which is an alkyl or alkenyl mono- or diester, preferably a mono- or di-alkyl maleate or fumarate.
11. The consumable product according to any one of claims 1 to 3, wherein the polyoxyalkylene fatty acid ester is a polyoxyethylene sorbitan fatty acid ester.
12. The at least one compound (iii) is C 4 ~C 16 Glycerides, C 4 ~C 16 Lactone, C 8 ~C 38 Hydrocarbyl maleate, C 8 ~C 38 Hydrocarbyl fumarate, C 4 ~C 38 The consumable product according to any one of claims 1 to 11, wherein the polyoxyethylene fatty acid ester is selected from hydrocarbyl polyols and polyoxyethylene fatty acid esters.
13. The at least one compound (iii) is C 4 ~C 12 Triglycerides, C 4 ~C 16 Lactone, C 12 ~C 34 Hydrocarbyl maleate, C 12 ~C 34 Hydrocarbyl fumarate, C 4 ~C 12 14. The consumable product of claim 13, wherein the polyoxyethylene sorbitan fatty acid ester is selected from a hydrocarbyl polyol and a polyoxyethylene sorbitan fatty acid ester.
14. 14. The consumable product of any one of claims 1 to 13, wherein the sweetener is a compound that binds to T1R2 and / or T1R3 or is a compound selected from oxathiazinone sweeteners, aspartame sweeteners, sulfamates, calcium cyclamate, sugar alcohols, naturally occurring sweeteners, saccharin, sucralose, gluonic acid, and mixtures thereof.
15. 15. The consumable product of any one of claims 1 to 14, wherein the sweetener comprises at least one selected from aspartame sweetener, stevioside, swingle extract, glycerhizin, perillartine, naringin dihydrochalcone, neohesperidin dihydrochalcone, mogroside V, rubusoside, rubus extract, rebaudioside A, saccharin, sucralose, and sodium cyclamate, preferably wherein the sweetener comprises at least one selected from acesulfame-K, aspartame, neotame, saccharin, sucralose, or sodium cyclamate.
16. 16. The consumable product of any one of the preceding claims, wherein the weight ratio of the warming agent to the sweetener is from greater than about 1:1 to about 3:1, preferably from greater than about 1:1 to about 2:
1.
17. 17. The consumable product of any one of claims 1 to 16, wherein the one or more warming agents further comprise a cooling agent, preferably the cooling agent is selected from menthol, N,2,3-trimethyl-2-propan-2-ylbutanamide, N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide, ethyl-2-[(5-methyl-2-propan-2ylcyclohexanecarbonyl]amino]acetate, N-(4-methoxyphenyl-p-menthanecarboxamide, N-(2-(pyridin-2-yl)ethyl)menthylcarboxamide, menthone 1,2-glycerol ketal, menthyl lactate, 3-(menthoxy)propane-1,2-diol, and menthyl succinate.
18. 18. The consumable product of any one of claims 1 to 17, wherein the warming or stinging agent is selected from vanilloids, sanshool, piperine, allyl isothiocyanate, cinnamyl phenylpropyl compounds, ethyl esters, and combinations thereof.
19. 19. The consumable product of claim 18, wherein the warming agent or the tingling agent is a vanilloid, preferably 3-phenylpropyl homovanilate, or a combination thereof.
20. The consumables include 4-propylphenol, indole, 4-ethyl-2-methoxyphenol, 2-furfurylthiol, sotolon, 2,4-dimethylpyridine, 2-ethyl-3,5-dimethylpyrazine, 3-ethylphenol, furaneol, β-damascone, 2,6-dimethoxyphenol, geraniol, dimethyl trisulfide, 3-methylbutanal, acetic acid, 2-methylbutanoic acid, 3-methylbutanoic acid, 3-methylpentanoic acid, butanoic acid, β-damascenone, β-ionone, α-ionone, α-ionol, β-cyclocitral, safranal, maltol, ethyl 20. The consumable of any one of claims 1-19, further comprising one or more compounds (iv) selected from lumaltol, 2-methoxyphenol, 4-methyl-2-methoxyphenol, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, phenylacetic acid, cyclotene, ethylcyclotene, coronol, mesifuran, maple furanone, benzaldehyde, 4-propyl-2-methoxyphenol, 4-allyl-2,6-dimethoxyphenol, 3-methyl-2,4-nonanedione, 5,6,7-trimethylocta-2,5-dien-4-one, or combinations thereof.
21. the at least one compound (iv) is selected from compounds A, B, C, D, E, and combinations thereof; A is at least one compound selected from acetic acid, 2-methylbutanoic acid, 3-methylbutanoic acid, 3-methylpentanoic acid, and butanoic acid, and preferably A is at least one compound selected from acetic acid, 3-methylbutanoic acid, and 3-methylpentanoic acid; B is at least one compound selected from β-damascone, β-damascenone, β-ionone, α-ionone, α-ionol, β-cyclocitral, and safranal, and preferably B is at least one compound selected from β-damascone, β-damascenone, and β-ionone; C is at least one compound selected from maltol, ethyl maltol, and sotolone, preferably C is at least one compound selected from maltol and sotolone; D is at least one compound selected from 2-methoxyphenol, 4-methyl-2-methoxyphenol, 4-propyl-2-methoxyphenol, 2,6-dimethoxyphenol, phenylacetic acid, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, cyclotene, ethylcyclotene, coronol, mesifuran, maple furanone, 4-propyl-2-methoxyphenol, benzaldehyde, and 4-allyl-2,6-dimethoxyphenol, preferably D is at least one compound selected from 2-methoxyphenol, 4-methyl-2-methoxyphenol, 4-propyl-2-methoxyphenol, 2,6-dimethoxyphenol, and phenylacetic acid, E is at least one compound selected from 3-methyl-2,4-nonanedione and 5,6,7-trimethylocta-2,5-dien-4-one, and preferably E is 3-methyl-2,4-nonanedione.
21. The consumable product of claim 20.
22. 22. An aerosolizable formulation for an aerosol delivery system comprising the consumable product of any one of claims 1 to 21, a carrier, and optionally nicotine.
23. 23. The aerosolizable formulation of claim 22, wherein the carrier is present in an amount of 50% by weight or more based on the total weight of the formulation, preferably wherein the carrier is present in an amount of 70% by weight or more based on the total weight of the formulation.
24. 24. The aerosolizable formulation of claim 22 or 23, wherein the carrier comprises propylene glycol, glycerol, water, or a combination thereof.
25. 22. An aerosolizable formulation or aerosol generating system comprising the consumable product of any one of claims 1 to 21, an aerosol former material, one or more binders, and optionally plant material, preferably wherein the one or more binders comprise one or more gelling agents.
26. 26. The aerosolizable formulation according to any one of claims 22 to 25 or the aerosol-generating system according to claim 25, comprising from about 0.0001% to about 5% by weight of the one or more warming agents and from about 1% to less than about 35% by weight of the at least one compound (iii), preferably from about 0.0001% to about 3% by weight of the one or more warming agents and from about 1% to less than about 30% by weight of the at least one compound (iii).
27. 27. An aerosolizable formulation according to any one of claims 22 to 26, or an aerosol-generating system according to claim 25 or 26, wherein the one or more warming agents are present in a concentration of from about 0.0001% to about 2.5% by weight, from about 0.0001% to about 1% by weight.
28. An aerosolizable formulation according to any one of claims 22 to 27 or an aerosol generating system according to any one of claims 25 to 27, wherein the formulation or system is in the form of a liquid or a gel.
29. An article comprising the aerosolizable formulation of any one of claims 22 to 28.
30. 30. The article of claim 29, comprising a store for receiving an aerosolizable formulation according to any one of claims 22 to 28, an aerosol-generating component, an aerosol-generating region, a transport element and optionally a mouthpiece, preferably wherein the aerosol-generating component comprises a heater and / or the transport element is a wick.
31. 31. An aerosol delivery system comprising an aerosol delivery device and an article according to claim 29 or 30, wherein the aerosol delivery device is preferably non-combustion type.
32. 31. A method for forming an aerosol, the method comprising providing an aerosolizable formulation according to any one of claims 22 to 28, an aerosol generation system according to any one of claims 25 to 28, or an aerosol delivery system according to claim 31, and aerosolizing the formulation or consumable in the system.
33. 27. Use of about 0.0001% to about 5% by weight of one or more warming agents, wherein at least one warming agent is a warming or tingling agent, in combination with a compound that is a sweetener and an emulsifier, the compound having a boiling point of at least about 200°C at atmospheric pressure, to modify at least one sensory property of an aerosolizable formulation or an aerosol-generating system, wherein preferably the aerosolizable formulation is characterized according to the features of any one of claims 22 to 28 or the aerosol-generating system is characterized according to the features of any one of claims 25 to 28.
34. At least one sensory agent for modifying at least one sensory characteristic of the aerosolizable formulation or aerosol generating system is a warming or tingling agent in combination with a compound that is a sweetener and an emulsifier, and the compound is selected from the group consisting of C 4 ~C 38 Hydrocarbyl esters, C 4 ~C 38 28. Use of from about 0.0001% to about 5% by weight of one or more warming agents which are hydrocarbyl polyols, or polyoxyalkylene fatty acid esters, wherein preferably the aerosolizable formulation is characterized according to a feature of any one of claims 22 to 28 or the aerosol-generating system is characterized according to a feature of any one of claims 25 to 28.
35. 35. The use of claim 33 or 34, wherein the sensory properties are selected from taste, mouthfeel, smoking experience, and combinations thereof, and the sensory properties are modified relative to the aerosolizable formulation or the aerosol-generating system that does not include a combination of one or more sensation-inducing agents, the sweetener, and the emulsifier compound, wherein at least one sensation-inducing agent is a warming agent or a tingling agent.
36. 36. The use according to claim 35, wherein the altered sensory properties provide an aerosolizable formulation or aerosol generating system that replicates the smoking experience of a combustible tobacco product, preferably a cigarette.
37. 1. Use of an emulsifier to modify the mouthfeel of an aerosolizable formulation or aerosol generating system, wherein the emulsifier has a boiling point of at least about 200°C at atmospheric pressure, and the mouthfeel is modified to replicate one or more sensations of smoking a combustible tobacco product, preferably a cigarette.
38. Use of an emulsifier to modify the mouthfeel of an aerosolizable formulation or an aerosol generating system, the emulsifier comprising: 4 ~C 38 Hydrocarbyl esters, C 4 ~C 38 10. The use of a hydrocarbyl polyol or a polyoxyalkylene fatty acid ester, wherein the mouthfeel is modified to replicate one or more sensations of smoking a combustible tobacco product, preferably a cigarette.
39. 39. The use according to claim 37 or 38, wherein the aerosolizable formulation or the aerosol generating system further comprises at least one warming or tingling agent, and / or a sweetener.
40. 1. The use of about 0.0001 to about 5% by weight of a warming or tingling agent in combination with a sweetener and a compound that is an emulsifier in a tobacco-flavored aerosolizable formulation or aerosol-generating system to modify the intensity of tobacco flavor, wherein the emulsifier compound has a boiling point of at least about 200° C. at atmospheric pressure and / or 4 ~C 38 Hydrocarbyl ester, or C 4 ~C 38 The emulsifier compound is a hydrocarbyl polyol, or the emulsifier compound is a polyoxyalkylene fatty acid ester.
41. Use according to any one of claims 37 to 40, wherein the aerosolizable formulation is characterized according to a feature according to any one of claims 22 to 28, or the aerosol generating system is characterized according to a feature according to any one of claims 25 to 28.
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