JP7258911B2 - 気化可能な配合物 - Google Patents
気化可能な配合物 Download PDFInfo
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- JP7258911B2 JP7258911B2 JP2020556897A JP2020556897A JP7258911B2 JP 7258911 B2 JP7258911 B2 JP 7258911B2 JP 2020556897 A JP2020556897 A JP 2020556897A JP 2020556897 A JP2020556897 A JP 2020556897A JP 7258911 B2 JP7258911 B2 JP 7258911B2
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- vaporizable formulation
- coolant
- present
- amount
- vaporizable
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- 239000000203 mixture Substances 0.000 title claims description 404
- 238000009472 formulation Methods 0.000 title claims description 395
- 239000002826 coolant Substances 0.000 claims description 284
- 239000002904 solvent Substances 0.000 claims description 95
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 72
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 66
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 61
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 61
- 229940041616 menthol Drugs 0.000 claims description 61
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 claims description 52
- 229960002715 nicotine Drugs 0.000 claims description 52
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims description 52
- 235000013772 propylene glycol Nutrition 0.000 claims description 23
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- 239000007788 liquid Substances 0.000 claims description 20
- GBLRQXKSCRCLBZ-YVQAASCFSA-N (1R,2S,1'R,2'S)-doxacurium Chemical compound COC1=C(OC)C(OC)=CC(C[C@H]2[N@+](CCC3=C2C(=C(OC)C(OC)=C3)OC)(C)CCCOC(=O)CCC(=O)OCCC[N@@+]2(C)[C@@H](C3=C(OC)C(OC)=C(OC)C=C3CC2)CC=2C=C(OC)C(OC)=C(OC)C=2)=C1 GBLRQXKSCRCLBZ-YVQAASCFSA-N 0.000 claims description 18
- UJNOLBSYLSYIBM-NOOOWODRSA-N [(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl] (2s)-2-hydroxypropanoate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)[C@H](C)O UJNOLBSYLSYIBM-NOOOWODRSA-N 0.000 claims description 12
- 239000013543 active substance Substances 0.000 claims description 12
- MDVYIGJINBYKOM-UHFFFAOYSA-N 3-[[5-Methyl-2-(1-methylethyl)cyclohexyl]oxy]-1,2-propanediol Chemical compound CC(C)C1CCC(C)CC1OCC(O)CO MDVYIGJINBYKOM-UHFFFAOYSA-N 0.000 claims description 11
- VUNOFAIHSALQQH-TUAOUCFPSA-N (1s,2r,5s)-n-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCNC(=O)[C@H]1C[C@@H](C)CC[C@@H]1C(C)C VUNOFAIHSALQQH-TUAOUCFPSA-N 0.000 claims description 10
- 229940099365 (-)- menthone 1,2-glycerol ketal Drugs 0.000 claims description 9
- RWAXQWRDVUOOGG-UHFFFAOYSA-N N,2,3-Trimethyl-2-(1-methylethyl)butanamide Chemical group CNC(=O)C(C)(C(C)C)C(C)C RWAXQWRDVUOOGG-UHFFFAOYSA-N 0.000 claims description 8
- GWRCTWAPTXBPHW-FRRDWIJNSA-N ethyl 2-[[(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate Chemical compound CCOC(=O)CNC(=O)[C@@H]1C[C@H](C)CC[C@H]1C(C)C GWRCTWAPTXBPHW-FRRDWIJNSA-N 0.000 claims description 8
- 230000008016 vaporization Effects 0.000 claims description 8
- -1 (-)-menthoxy Chemical group 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- 239000006200 vaporizer Substances 0.000 claims description 6
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
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- 125000000623 heterocyclic group Chemical group 0.000 description 17
- 239000001257 hydrogen Substances 0.000 description 17
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- 238000001816 cooling Methods 0.000 description 15
- 125000003118 aryl group Chemical group 0.000 description 12
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- 125000001072 heteroaryl group Chemical group 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- VUNOFAIHSALQQH-UHFFFAOYSA-N Ethyl menthane carboxamide Chemical group CCNC(=O)C1CC(C)CCC1C(C)C VUNOFAIHSALQQH-UHFFFAOYSA-N 0.000 description 10
- 239000003571 electronic cigarette Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
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- 238000001704 evaporation Methods 0.000 description 7
- 230000008020 evaporation Effects 0.000 description 7
- ZYTMANIQRDEHIO-KXUCPTDWSA-N isopulegol Chemical compound C[C@@H]1CC[C@@H](C(C)=C)[C@H](O)C1 ZYTMANIQRDEHIO-KXUCPTDWSA-N 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- 125000003710 aryl alkyl group Chemical group 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 210000000214 mouth Anatomy 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- HNSGVPAAXJJOPQ-XOKHGSTOSA-N (1r,2s,5r)-n-(4-methoxyphenyl)-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)[C@H]1[C@H](C(C)C)CC[C@@H](C)C1 HNSGVPAAXJJOPQ-XOKHGSTOSA-N 0.000 description 5
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- 239000000796 flavoring agent Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- ZYTMANIQRDEHIO-UHFFFAOYSA-N neo-Isopulegol Natural products CC1CCC(C(C)=C)C(O)C1 ZYTMANIQRDEHIO-UHFFFAOYSA-N 0.000 description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 125000004076 pyridyl group Chemical group 0.000 description 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
- ZBJCYZPANVLBRK-IGJPJIBNSA-N L-Menthone 1,2-glycerol ketal Chemical compound CC(C)[C@@H]1CC[C@@H](C)CC11OC(CO)CO1 ZBJCYZPANVLBRK-IGJPJIBNSA-N 0.000 description 4
- GWRCTWAPTXBPHW-UHFFFAOYSA-N N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide Chemical compound CCOC(=O)CNC(=O)C1CC(C)CCC1C(C)C GWRCTWAPTXBPHW-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- YZXZAUAIVAZWFN-UHFFFAOYSA-N bis(5-methyl-2-propan-2-ylcyclohexyl) butanedioate Chemical compound CC(C)C1CCC(C)CC1OC(=O)CCC(=O)OC1C(C(C)C)CCC(C)C1 YZXZAUAIVAZWFN-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
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- 125000002541 furyl group Chemical group 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 125000004475 heteroaralkyl group Chemical group 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 125000000168 pyrrolyl group Chemical group 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
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- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 3
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- 125000004432 carbon atom Chemical group C* 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 210000003901 trigeminal nerve Anatomy 0.000 description 1
- 235000001019 trigonella foenum-graecum Nutrition 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 235000015041 whisky Nutrition 0.000 description 1
- 229940071104 xylenesulfonate Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
- A24B15/167—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
- A24B15/241—Extraction of specific substances
- A24B15/243—Nicotine
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/281—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
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- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/32—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/34—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a carbocyclic ring other than a six-membered aromatic ring
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
- A24B15/38—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
- A24B15/40—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms
- A24B15/403—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms having only oxygen as hetero atoms
- A24B15/406—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms having only oxygen as hetero atoms in a five-membered ring
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24F—SMOKERS' REQUISITES; MATCH BOXES; SIMULATED SMOKING DEVICES
- A24F40/00—Electrically operated smoking devices; Component parts thereof; Manufacture thereof; Maintenance or testing thereof; Charging means specially adapted therefor
- A24F40/10—Devices using liquid inhalable precursors
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/465—Nicotine; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
- A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M11/00—Sprayers or atomisers specially adapted for therapeutic purposes
- A61M11/006—Sprayers or atomisers specially adapted for therapeutic purposes operated by applying mechanical pressure to the liquid to be sprayed or atomised
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M15/00—Inhalators
- A61M15/06—Inhaling appliances shaped like cigars, cigarettes or pipes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/34—Tobacco-abuse
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- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
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Description
(式中、Xは、水素又はOR’であり、R’は、R1と一緒になって3~5員ヘテロシクリル基を形成してもよいアルキル基又はアルケニル基であり、ヘテロシクリル基は、OH、O-アルキル、アルキル-OH、アルキル-O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2及びCNから選択される1つ又は複数の置換基で任意選択で置換されており、R1及びR2は、水素、OH、ORa、C(O)NRbRc及びC(O)ORbRcからそれぞれ独立に選択されており、ただしR1がOHである場合、式(I)の化合物はメンソールではなく、二重結合が存在する場合、R2は存在せず、
Raは、アルキル基、アルケニル基、C(O)Rf基、又はC(O)-アルキル-C(O)Rf基であり、アルキル基及びアルケニル基は、OH、O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2及びCNから選択される1つ又は複数の置換基で任意選択で置換されており、Rfは、アルキル基、アルケニル基、OH、O-アルキル、NH2、NH-アルキル又はN-(アルキル)2であり、アルキル基及びアルケニル基は、OH、O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2及びCNから選択される1つ又は複数の置換基で任意選択で置換されており、
Rb及びRcは、それぞれ独立に水素、アルキル基、アルケニル基、アリール基、アラルキル基、ヘテロアリール基、又はヘテロアラルキル基であり、アルキル基、アルケニル基、アリール基及びヘテロアリール基は、OH、O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2、CN及びC(O)Rfから選択される1つ又は複数の置換基で任意選択で置換されている)
の化合物、又はその塩及び/若しくは溶媒和物である、気化可能な配合物の重量に基づいて約12wt%未満の、好ましくは約10wt%以下の冷却剤とを含む、気化可能な配合物が提供される。
参照を容易にするため、ここで適切なセクション見出しの下、本発明のこれらの態様及びさらなる態様を論じる。しかし、各セクションの教示は、各特定のセクションに必ずしも限定されない。
(式中、Xは、水素又はOR’であり、R’は、R1と一緒になって3~5員ヘテロシクリル基を形成してもよいアルキル基又はアルケニル基であり、ヘテロシクリル基は、OH、O-アルキル、アルキル-OH、アルキル-O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2及びCNから選択される1つ又は複数の置換基で任意選択で置換されており、R1及びR2は、水素、OH、ORa、C(O)NRbRc及びC(O)ORbRcからそれぞれ独立に選択されており、ただしR1がOHである場合、式(I)の化合物はメンソールではなく、二重結合が存在する場合、R2は存在せず、
Raは、アルキル基、アルケニル基、C(O)Rf基、又はC(O)-アルキル-C(O)Rf基であり、アルキル基及びアルケニル基は、OH、O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2及びCNから選択される1つ又は複数の置換基で任意選択で置換されており、Rfは、アルキル基、アルケニル基、OH、O-アルキル、NH2、NH-アルキル又はN-(アルキル)2であり、アルキル基及びアルケニル基は、OH、O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2及びCNから選択される1つ又は複数の置換基で任意選択で置換されており、
Rb及びRcは、それぞれ独立に水素、アルキル基、アルケニル基、アリール基、アラルキル基、ヘテロアリール基、又はヘテロアラルキル基であり、アルキル基、アルケニル基、アリール基及びヘテロアリール基は、OH、O-アルキル、NH2、NH-アルキル、N-(アルキル)2、NO2、CN及びC(O)Rfから選択される1つ又は複数の置換基で任意選択で置換されている)
の化合物又はその塩及び/若しくは溶媒和物である。
N-エチル-5-メチル-2-(プロパン-2-イル)シクロヘキサンカルボキサミド、
エチル-2-(5-メチル-2-プロパン-2-イルシクロヘキサンカルボニルアミノ)アセテート、
N-(4-メトキシフェニル)-p-メンタンカルボキサミド、
N-2,3-トリメチル-2-プロパン-2-イルブタンアミド、
N-(2-ピリジン-2-イル)エチル)メンチルカルボキサミド、
メントン-1,2-グリセロールケタール、
乳酸メンチル、
イソプレゴール、
3-メントキシプロパン-1,2-ジオール、及び
コハク酸メンチル
からなる群から選択される。
N-エチル-5-メチル-2-(プロパン-2-イル)シクロヘキサンカルボキサミド、
エチル-2-(5-メチル-2-プロパン-2-イルシクロヘキサンカルボニルアミノ)アセテート、
N-(4-メトキシフェニル)-p-メンタンカルボキサミド、
N-2,3-トリメチル-2-プロパン-2-イルブタンアミド、
N-(2-ピリジン-2-イル)エチル)メンチルカルボキサミド、
メントン-1,2-グリセロールケタール、
乳酸メンチル、
3-メントキシプロパン-1,2-ジオール、及び
コハク酸メンチル
からなる群から選択される。
N-エチル-5-メチル-2-(プロパン-2-イル)シクロヘキサンカルボキサミド、
エチル-2-(5-メチル-2-プロパン-2-イルシクロヘキサンカルボニルアミノ)アセテート、
N-(4-メトキシフェニル)-p-メンタンカルボキサミド、
N-(2-ピリジン-2-イル)エチル)メンチルカルボキサミド、
メントン-1,2-グリセロールケタール、
乳酸メンチル、
イソプレゴール、
3-メントキシプロパン-1,2-ジオール、及び
コハク酸メンチル
からなる群から、
又は
N-エチル-5-メチル-2-(プロパン-2-イル)シクロヘキサンカルボキサミド、
エチル-2-(5-メチル-2-プロパン-2-イルシクロヘキサンカルボニルアミノ)アセテート、
N-(4-メトキシフェニル)-p-メンタンカルボキサミド、
N-(2-ピリジン-2-イル)エチル)メンチルカルボキサミド、
メントン-1,2-グリセロールケタール、
乳酸メンチル、
3-メントキシプロパン-1,2-ジオール、及び
コハク酸メンチル
からなる群から選択されてもよい。
(i)1種又は複数の溶媒と、
(ii)大気圧においてメンソールよりも高い温度で揮発する、気化可能な配合物の全重量に基づいて約1wt%未満の冷却剤と、
(iii)活性剤と
又は
(i)1種又は複数の溶媒と、
(ii)大気圧においてメンソールよりも高い温度で揮発し、本明細書に定義された式(I)の化合物又はその塩及び/若しくは溶媒和物である、気化可能な配合物の全重量に基づいて約12wt%未満の冷却剤と、
(iii)活性剤と
を含む気化可能な配合物を提供する。
したがって、一態様において、本発明は、
(i)1種又は複数の溶媒と、
(ii)大気圧においてメンソールよりも高い温度で揮発する、気化可能な配合物の全重量に基づいて約1wt%未満の冷却剤と、
(iii)ニコチンと
又は
(i)1種又は複数の溶媒と、
(ii)大気圧においてメンソールよりも高い温度で揮発し、本明細書に定義された式(I)の化合物又はその塩及び/若しくは溶媒和物である、気化可能な配合物の全重量に基づいて約12wt%未満の冷却剤と、
(iii)ニコチンと
を含む気化可能な配合物を提供する。
(a)容器と、
(b)本明細書において上記で定義された気化可能な配合物と
を含む、収容された気化可能な配合物を提供する。
(a)電子蒸気供給システムの使用者による吸入のための配合物を気化させる気化器と、
(b)気化器に電力を供給する電池又はバッテリーを備える電源と
を備え、
(c)本明細書で上述の気化可能な配合物
を含む電子蒸気供給システムを提供する。
パネル試験の前に、冷却剤が加熱されたときの冷却剤の挙動を理解するために、冷却剤を熱重量分析(TGA)にかけた。当分野で公知のように、TGAは、サンプルが最高1000℃以上の温度まで加熱されたときのサンプルの質量損失を監視することができる分析法である。
観察試験
10名のボランティアにVype eTank Pro(電子タバコデバイス)内の各冷却剤サンプルを使用するよう依頼した。1つのサンプルにおいて1.235%の現在の商業的な濃度で使用したメンソールを除いて、すべての冷却剤を0.18%の濃度で使用した。メンソールサンプルのそれぞれを比較のために試験した。
ボランティアの客観的評価及び主観的評価による結果が以下の表3及び図11に示されている。
最低4名のボランティアにeTank Pro(電子タバコデバイス)内の以下のeリキッドサンプルのそれぞれを試験するよう依頼した:
グリセロール/プロピレングリコール中の5wt%のWS-3;及び
グリセロール/プロピレングリコール中の10wt%のWS-3。
Claims (20)
- 電子蒸気供給システムのための気化可能な配合物であって、
(i)1種又は複数の溶媒と、
(ii)大気圧において230℃~500℃の範囲内の温度で揮発する、前記気化可能な配合物の重量に基づいて0.1~1wt%未満の冷却剤と
を含む、気化可能な配合物であって、
前記冷却剤が、N,2,3-トリメチル-2-プロパン-2-イルブタンアミド、(1S,2R,5S)-N-エチル-5-メチル-2-(プロパン-2-イル)シクロヘキサンカルボキサミド、エチル-2-[[(1R,2S,5R)-5-メチル-2-プロパン-2-イルシクロヘキサンカルボニル]アミノ]アセテート、(1R,2S,5R)-N-(4-メトキシフェニル-p-メンタンカルボキサミド、(1R,2S,5R)-N-(2-(ピリジン-2-イル)エチル)メンチルカルボキサミド、(-)-メントン1,2-グリセロールケタール、(-)-乳酸メンチル、及び3-((-)-メントキシ)プロパン-1,2-ジオールからなる群から選択される、気化可能な配合物。 - 前記気化可能な配合物の重量に基づいて0.1~0.9wt%の前記冷却剤を含む、請求項1に記載の気化可能な配合物。
- 前記気化可能な配合物の重量に基づいて0.1~0.75wt%の前記冷却剤を含む、請求項2に記載の気化可能な配合物。
- 前記気化可能な配合物の重量に基づいて0.1~0.5wt%の前記冷却剤を含む、請求項3に記載の気化可能な配合物。
- 前記冷却剤が、25℃でメンソールの蒸気圧よりも低い蒸気圧を有する、請求項1~4のいずれか一項に記載の気化可能な配合物。
- 前記冷却剤が、25℃で0.008mmHgよりも低い蒸気圧を有する、請求項5に記載の気化可能な配合物。
- 前記冷却剤が、(1S,2R,5S)-N-エチル-5-メチル-2-(プロパン-2-イル)シクロヘキサンカルボキサミド、エチル-2-[[(1R,2S,5R)-5-メチル-2-プロパン-2-イルシクロヘキサンカルボニル]アミノ]アセテート、(1R,2S,5R)-N-(4-メトキシフェニル-p-メンタンカルボキサミド、(1R,2S,5R)-N-(2-(ピリジン-2-イル)エチル)メンチルカルボキサミド、(-)-メントン1,2-グリセロールケタール、(-)-乳酸メンチル、及び3-((-)-メントキシ)プロパン-1,2-ジオールからなる群から選択される、請求項1~6のいずれか一項に記載の気化可能な配合物。
- 前記冷却剤がN,2,3-トリメチル-2-プロパン-2-イルブタンアミドである、請求項1~6のいずれか一項に記載の気化可能な配合物。
- 電子蒸気供給システムのための気化可能な配合物であって、
(i)1種又は複数の溶媒と、
(ii)大気圧において230℃~500℃の範囲内の温度で揮発する、前記気化可能な配合物の重量に基づいて0.001~12wt%未満の冷却剤と
を含む、気化可能な配合物であって、
前記冷却剤が、エチル-2-[[(1R,2S,5R)-5-メチル-2-プロパン-2-イルシクロヘキサンカルボニル]アミノ]アセテート、(1R,2S,5R)-N-(4-メトキシフェニル-p-メンタンカルボキサミド、(1R,2S,5R)-N-(2-(ピリジン-2-イル)エチル)メンチルカルボキサミド、(-)-メントン1,2-グリセロールケタール、(-)-乳酸メンチル、及び3-((-)-メントキシ)プロパン-1,2-ジオールからなる群から選択される、気化可能な配合物。 - 前記気化可能な配合物の重量に基づいて0.001~11wt%の前記冷却剤を含む、請求項9に記載の気化可能な配合物。
- 前記気化可能な配合物の重量に基づいて0.005~10wt%の前記冷却剤を含む、請求項10に記載の気化可能な配合物。
- 前記1種又は複数の溶媒が、水、グリセロール、プロピレングリコール及びそれらの混合物から選択される、請求項1~11のいずれか一項に記載の気化可能な配合物。
- 前記1種又は複数の溶媒が、グリセロール、プロピレングリコール及びそれらの混合物から選択される、請求項1~11のいずれか一項に記載の気化可能な配合物。
- 活性剤をさらに含む、請求項1~13のいずれか一項に記載の気化可能な配合物。
- 前記活性剤がニコチンである、請求項14に記載の気化可能な配合物。
- (a)請求項1~15のいずれか一項に定義された気化可能な配合物を用意するステップと、
(b)前記気化可能な配合物を気化させるステップと
を含む、蒸気を生成する方法。 - (a)容器と、
(b)請求項1~15のいずれか一項に定義された気化可能な配合物と
を含む、収容された気化可能な配合物。 - 電子蒸気供給システムであって、
(a)前記電子蒸気供給システムの使用者による吸入のための液体を気化させる気化器と、
(b)前記気化器に電力を供給する電池又はバッテリーを備える電源と
を備え、
(c)請求項1~15のいずれか一項に定義された気化可能な配合物
を含む電子蒸気供給システム。 - 電子蒸気供給システムのための気化可能な配合物の貯蔵寿命を延ばすために使用するための冷却剤であって、前記冷却剤が大気圧において230℃~500℃の範囲内の温度で揮発する、冷却剤。
- 前記気化可能な配合物が、請求項1~15のいずれか一項に定義された気化可能な配合物である、請求項19に記載の冷却剤。
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