Aerosolisable material

Abstract

The present disclosure relates to an aerosolisable material, a method of making said material, as well as containers and systems comprising and using said material.

1 . An aerosolisable material comprising at least one cannabinoid, a carrier constituent comprising at least 50% w/w propylene glycol, wherein the carrier constituent is present at 70% w/w or more based on the total weight of the aerosolisable material, one or more antioxidants, and 0.01 to 12% w/w of one or more sensates, wherein the one or more antioxidants are not sensates and the one or more sensates are not antioxidants. 
     
     
         2 . The aerosolisable material according to  claim 1 , wherein the one or more sensates are selected from cooling agents, warming agents or tingling agents. 
     
     
         3 . The aerosolisable material according to  claim 2 , wherein the one or more sensates comprise a cooling agent which is a compound of formula (I) or a salt and/or solvate thereof: 
       
         
           
           
               
               
           
         
         wherein X is hydrogen or OR′, wherein R′ is an alkyl group or an alkenyl group which may be taken together with R 1  to form a three to five-membered heterocycyl group, wherein the heterocycyl group is optionally substituted by one or more substituents selected from OH, O-alkyl, alkyl-OH, alkyl-O-alkyl, NH 2 , NH-alkyl, N-(alkyl) 2 , NO 2  and CN; and wherein R 1  and R 2  are each independently selected from hydrogen, OH, OR a , C(O)NR b R c  and C(O)OR b R c ; with the proviso that when R 1  is OH the compound of formula (I) is not menthol; and when the double bond is present, R 2  is absent; 
         wherein R a  is an alkyl group, an alkenyl group, a C(O)R f  group, or a C(O)-alkyl-C(O)R f  group wherein the alkyl groups and alkenyl groups are optionally substituted by one or more substituents selected from OH, O-alkyl, NH 2 , NH-alkyl, N-(alkyl) 2 , NO 2  and CN; 
         and wherein R f  is an alkyl group, an alkenyl group, OH, O-alkyl, NH 2 , NH-alkyl or N-(alkyl) 2 , wherein the alkyl groups and alkenyl groups are optionally substituted by one or more substituents selected from OH, O-alkyl, NH 2 , NH-alkyl, N-(alkyl) 2 , NO 2  and CN; 
         wherein 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, wherein the alkyl groups, alkenyl groups, aryl groups and heteroaryl groups are optionally substituted by one or more substituents selected from OH, O-alkyl, NH 2 , NH-alkyl, N-(alkyl) 2 , NO 2 , CN and C(O)R f . 
       
     
     
         4 . The aerosolisable material according to  claim 2 , wherein the one or more sensates comprise a cooling agent which is N,2,3-trimethyl-2-propan-2-ylbutanamide. 
     
     
         5 . The aerosolisable material according to  claim 2 , wherein the one or more sensates comprise a cooling agent which is selected from the group consisting of 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 aerosolisable material according to  claim 5 , wherein the one or more sensates comprise a cooling agent which is N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide. 
     
     
         7 . The aerosolisable material according to  claim 2 , wherein the one or more sensates comprise a warming agent or a tingling agent. 
     
     
         8 . The aerosolisable material according to  claim 7 , wherein the warming agent or tingling agent is selected from the group consisting of vanilloids, sanshools, piperine, allyl isothiocyanate, cinnamyl phenylpropyl compounds, ethyl esters and combinations thereof, or wherein the warming agent or tingling agent is an extract from at least one of horseradish oil, ginger oil, black pepper, long pepper, Szechuan pepper, cayenne pepper, Uzazi or mustard oil. 
     
     
         9 . The aerosolisable material according to  claim 8 , wherein the warming agent or tingling agent is a combination of a vanilloid, an ethyl ester and a cinnamyl phenylpropyl compound, preferably a combination of 3-phenylpropyl homovanillate, ethyl acetate and 3-phenylpropan-1-ol. 
     
     
         10 . The aerosolisable material according to  claim 8 , wherein the warming agent or tingling agent is selected from the group consisting of vanillyl ethyl ether, vanillyl propyl ether, capsaicinoids, gingerols, vanillyl butyl ether, vanillyl butyl ether acetate, sanshools, piperine, zingerone, shogaols, allyl isothiocyanate, and combinations thereof, or wherein the warming agent or tingling agent is an extract from at least one of horseradish oil, ginger oil, black pepper, long pepper, Szechuan pepper, cayenne pepper, Uzazi or mustard oil 
     
     
         11 . The aerosolisable material according to  claim 10 , wherein the warming agent or tingling agent is selected from the group consisting of vanillyl ethyl ether, capsaicin, hydroxy-alpha-sanshool, piperine, zingerone, gingerols, shogaols, allyl isothiocyanate or combinations thereof, or wherein the warming agent or tingling agent is an extract from at least one of ginger oil, black pepper, long pepper, Szechuan pepper, cayenne pepper, Uzazi or mustard oil. 
     
     
         12 . The aerosolisable material according to  claim 11 , wherein the warming agent or tingling agent is selected from zingerone, gingerols, shogaols, and combinations thereof, or is an extract from ginger oil. 
     
     
         13 . The aerosolisable material according to  claim 1 , wherein the one or more sensates is present in the material in an amount of 0.01 to 10% w/w. 
     
     
         14 . The aerosolisable material according to  claim 1 , wherein the one or more sensates is present in the material in an amount of 0.01 to 5% w/w. 
     
     
         15 . The aerosolisable material according to  claim 1 , wherein the one or more sensates is present in the material in an amount of 0.01 to 2.5% w/w. 
     
     
         16 . The aerosolisable material according to  claim 1 , wherein the at least one cannabinoid is selected from cannabigerol (CBG), cannabichromene (CBC), cannabidiol (CBD), tetrahydrocannabinol (THC), including its isomers Δ 6a,10a -tetrahydrocannabinol (Δ 6a,10a -THC), Δ 6a(7) -tetrahydrocannabinol (Δ 6a(7) -THC), Δ 8 -tetrahydrocannabinol (Δ 8 -THC), Δ 9 -tetrahydrocannabinol (Δ 9 -THC), Δ 10 -tetrahydrocannabinol (Δ 10 -THC), Δ 9,11 -tetrahydrocannabinol (Δ 9,11 -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 variant (CBNV), cannabitriol (CBO), tetrahydrocannabinolic acid (THCA), and tetrahydrocannabivarinic acid (THCV A). 
     
     
         17 . The aerosolisable material according to  claim 16 , wherein the at least one cannabinoid is selected from cannabigerol (CBG), cannabichromene (CBC), cannabidiol (CBD), Δ 6a,10a -Tetrahydrocannabinol (Δ 6a,10a -THC), Δ 6a(7) -Tetrahydrocannabinol (Δ 6a(7)  THC), Δ 8 -tetrahydrocannabinol (Δ 8 -THC), Δ 9 -tetrahydrocannabinol (Δ 9 -THC), Δ 10 -tetrahydrocannabinol (Δ 10 -THC), Δ 9,11 -tetrahydrocannabinol (Δ 9,11 -THC) and cannabinol (CBN). 
     
     
         18 . The aerosolisable material according to  claim 16 , wherein the at least one cannabinoid is selected from cannabidiol (CBD), Δ 9 -tetrahydrocannabinol (Δ 9 -THC), and cannabinol (CBN), preferably wherein the at least one cannabinoid is cannabidiol. 
     
     
         19 . The aerosolisable material according to  claim 1 , wherein the at least one cannabinoid is present in the material in an amount of 30 mg/ml or more. 
     
     
         20 . The aerosolisable material according to  claim 19 , wherein the at least one cannabinoid is present in the material in an amount of 60 mg/ml or more. 
     
     
         21 . The aerosolisable material according to  claim 1 , wherein the one or more antioxidants are selected from the enediol class of compounds. 
     
     
         22 . The aerosolisable material according to  claim 1 , wherein the one or more antioxidants are selected from the group consisting of ascorbic acid, sodium ascorbate, alpha-keto glutaric acid, alpha-keto glutarate salt, quercetin, retinol, cholecalciferol, vitamin K-hydroquinone, citric acid, tartaric acid, ferulic acid, propyl gallate, gallic acid, alpha lipoic acid, ascorbyl palmitate, lutein, lycopene, resveratrol, rutin, catechin, carnosol, rosmarinic acid, lipoic acid, α-resorcylic, pyrogallol, malvidin, theaflavin, apigenin, eriodictyol, glycitein, chrysoeriol, kaempferol, luteolin, vitexin, isovitexin, orientin, cannflavin A, cannflavin B, cannflavin C, delphinidin, pelargonidin, epicatechin, myricetin, chrysin, naringenin, α-terpineol, tert-butylhydroquinone, and combinations thereof. 
     
     
         23 . The aerosolisable material according to  claim 1 , wherein the one or more antioxidants are selected from ascorbic acid, sodium ascorbate and a combination thereof. 
     
     
         24 . The aerosolisable material according to  claim 1 , wherein the one or more antioxidants are each present in an amount of at least 500 ppm. 
     
     
         25 . The aerosolisable material according to  claim 24 , wherein the one or more antioxidants are each present in an amount of at least 1000 ppm. 
     
     
         26 . The aerosolisable material according to  claim 1 , wherein the carrier constituent further comprises one or more of glycerol, triethylene glycol, tetraethylene glycol, 1,3-butylene glycol, erythritol, meso-Erythritol, ethyl laurate, a diethyl suberate, triethyl citrate, triethylene glycol diacetate, triacetin, a diacetin mixture, benzyl benzoate, benzyl phenyl acetate, tributyrin, lauryl acetate, lauric acid, myristic acid, and propylene carbonate. 
     
     
         27 . The aerosolisable material according to  claim 26 , wherein the carrier constituent further comprises glycerol, preferably wherein the carrier constituent comprises at least 30% w/w glycerol. 
     
     
         28 . The aerosolisable material according to  claim 1 , wherein the carrier constituent comprises at least 60% w/w propylene glycol or at least 70% w/w propylene glycol. 
     
     
         29 . The aerosolisable material according to  claim 1 , wherein the carrier constituent is present at 80% w/w or more based on the total weight of the aerosolisable material. 
     
     
         30 . The aerosolisable material according to  claim 1 , wherein the carrier constituent comprises 60 to 90% w/w propylene glycol and 40 to 10% w/w glycerol based on the total weight of the carrier constituent. 
     
     
         31 . The aerosolisable material according to  claim 1 , wherein the material is nicotine-free. 
     
     
         32 . An article comprising the aerosolisable material as defined in  claim 1 . 
     
     
         33 . The article according to  claim 32 , the article comprising a store for receiving the aerosolisable material, an aerosol generating component, an aerosol generating area, a transport element, and a mouthpiece. 
     
     
         34 . The article according to  claim 33 , wherein the aerosol generating component comprises a heater. 
     
     
         35 . The article according to  claim 33 , wherein the transport element is a wick. 
     
     
         36 . An aerosol provision system comprising an aerosol provision device and an article as defined in  claim 32 . 
     
     
         37 . A method for producing the aerosolisable material as defined herein, the method comprising combining at least one cannabinoid, a carrier constituent comprising at least 50% w/w propylene glycol, wherein the carrier constituent is present at 70% w/w or more based on the total weight of the aerosolisable material, one or more antioxidants, and 0.01 to 12% w/w of one or more sensates, wherein the one or more antioxidants are not sensates and the one or more sensates are not antioxidants. 
     
     
         38 . (canceled) 
     
     
         39 . A sealed container containing the article according to  claim 32 . 
     
     
         40 . The sealed container according to  claim 39 , wherein the container is hermetically sealed and is formed from a material which inhibits or prevents the passage of ultra violet light there through. 
     
     
         41 . The sealed container according to  claim 39 , the sealed container comprising a blister pack with one or more hermetically sealed compartments. 
     
     
         42 . A process for forming an aerosol, the process comprising: (i) providing an aerosolisable material as defined in  claim 1 , and (ii) aerosolising the material. 
     
     
         43 . A method of using one or more sensates to mitigate or mask the physiological response of a user to at least one cannabinoid in an aerosolizable material, the method comprising providing an aerosolisable material comprising at least one cannabinoid and a carrier constituent comprising at least 50% propylene glycol, wherein the carrier constituent is present at 70% w/w or more based on the total weight of the aerosolisable material. 
     
     
         44 . The method according to  claim 43 , wherein the aerosolisable material further comprises one or more antioxidants, and 0.01 to 12% w/w of one or more sensates, wherein the one or more antioxidants are not sensates and the one or more sensates are not antioxidants. 
     
     
         45 . The method according to  claim 43 , wherein the physiological response of the user is a sensorial response. 
     
     
         46 . The method according to  claim 45 , wherein the sensorial response comprises taste.