CH564914A5 - Alkylcyclohexylcarboxamides - and physiological cooling compsns - Google Patents

Alkylcyclohexylcarboxamides - and physiological cooling compsns

Info

Publication number: CH564914A5
Authority: CH; Switzerland
Prior art keywords: sep; added; compound; alkyl; composition
Prior art date: 1972-04-18

Application number

CH541973A

Other languages

English (en)

French (fr)

Original Assignee

Wilkinson Sword Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1972-04-18

Filing date

1973-04-16

Publication date

1975-08-15

1972-04-18 Priority claimed from GB1791672A external-priority patent/GB1411786A/en

1972-04-18 Priority claimed from GB1791472A external-priority patent/GB1421743A/en

1973-04-16 Application filed by Wilkinson Sword Ltd filed Critical Wilkinson Sword Ltd

1975-08-15 Publication of CH564914A5 publication Critical patent/CH564914A5/fr

Links

238000001816 cooling Methods 0.000 title claims abstract description 55
125000000217 alkyl group Chemical group 0.000 claims abstract description 19
210000004400 mucous membrane Anatomy 0.000 claims abstract description 8
125000000623 heterocyclic group Chemical group 0.000 claims abstract description 3
239000000203 mixture Substances 0.000 claims description 105
150000001875 compounds Chemical class 0.000 claims description 62
230000000694 effects Effects 0.000 claims description 46
238000002360 preparation method Methods 0.000 claims description 31
238000000034 method Methods 0.000 claims description 28
241000208125 Nicotiana Species 0.000 claims description 21
235000002637 Nicotiana tabacum Nutrition 0.000 claims description 21
239000006210 lotion Substances 0.000 claims description 21
239000004615 ingredient Substances 0.000 claims description 18
229910052739 hydrogen Inorganic materials 0.000 claims description 17
239000007788 liquid Substances 0.000 claims description 17
239000007787 solid Substances 0.000 claims description 16
239000001257 hydrogen Substances 0.000 claims description 14
235000010585 Ammi visnaga Nutrition 0.000 claims description 13
244000153158 Ammi visnaga Species 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 13
230000001476 alcoholic effect Effects 0.000 claims description 12
239000000796 flavoring agent Substances 0.000 claims description 12
235000013355 food flavoring agent Nutrition 0.000 claims description 11
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
230000002421 anti-septic effect Effects 0.000 claims description 8
239000004744 fabric Substances 0.000 claims description 8
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
229910052799 carbon Inorganic materials 0.000 claims description 7
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
150000002431 hydrogen Chemical class 0.000 claims description 7
239000003086 colorant Substances 0.000 claims description 5
239000003795 chemical substances by application Substances 0.000 claims description 4
239000002671 adjuvant Substances 0.000 claims description 3
239000002537 cosmetic Substances 0.000 claims description 3
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
125000003368 amide group Chemical group 0.000 claims description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
239000003599 detergent Substances 0.000 claims description 2
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
241000238876 Acari Species 0.000 claims 1
239000000551 dentifrice Substances 0.000 claims 1
238000005187 foaming Methods 0.000 claims 1
239000000779 smoke Substances 0.000 claims 1
235000019504 cigarettes Nutrition 0.000 abstract description 21
150000001412 amines Chemical class 0.000 abstract description 2
229940069428 antacid Drugs 0.000 abstract description 2
239000003159 antacid agent Substances 0.000 abstract description 2
230000002500 effect on skin Effects 0.000 abstract 1
239000008141 laxative Substances 0.000 abstract 1
229940125722 laxative agent Drugs 0.000 abstract 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 54
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 52
239000000243 solution Substances 0.000 description 40
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 24
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 21
238000009835 boiling Methods 0.000 description 20
239000002304 perfume Substances 0.000 description 19
-1 acyclic amides Chemical class 0.000 description 18
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 16
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 14
235000009508 confectionery Nutrition 0.000 description 13
239000000344 soap Substances 0.000 description 13
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
239000000047 product Substances 0.000 description 12
239000002826 coolant Substances 0.000 description 11
238000009472 formulation Methods 0.000 description 11
NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 10
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 10
NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 10
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 10
238000002844 melting Methods 0.000 description 10
230000008018 melting Effects 0.000 description 10
229940041616 menthol Drugs 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
229940075894 denatured ethanol Drugs 0.000 description 9
229910052943 magnesium sulfate Inorganic materials 0.000 description 8
235000019341 magnesium sulphate Nutrition 0.000 description 8
238000003756 stirring Methods 0.000 description 8
239000000606 toothpaste Substances 0.000 description 8
239000003921 oil Substances 0.000 description 7
235000019198 oils Nutrition 0.000 description 7
239000002674 ointment Substances 0.000 description 7
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 6
239000000443 aerosol Substances 0.000 description 6
150000001408 amides Chemical class 0.000 description 6
235000008504 concentrate Nutrition 0.000 description 6
239000012141 concentrate Substances 0.000 description 6
230000035597 cooling sensation Effects 0.000 description 6
FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 6
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
239000003380 propellant Substances 0.000 description 6
239000002453 shampoo Substances 0.000 description 6
206010016326 Feeling cold Diseases 0.000 description 5
239000002781 deodorant agent Substances 0.000 description 5
210000001508 eye Anatomy 0.000 description 5
239000006072 paste Substances 0.000 description 5
235000014214 soft drink Nutrition 0.000 description 5
230000000699 topical effect Effects 0.000 description 5
125000006527 (C1-C5) alkyl group Chemical group 0.000 description 4
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
RWAXQWRDVUOOGG-UHFFFAOYSA-N N,2,3-Trimethyl-2-(1-methylethyl)butanamide Chemical compound CNC(=O)C(C)(C(C)C)C(C)C RWAXQWRDVUOOGG-UHFFFAOYSA-N 0.000 description 4
229930006000 Sucrose Natural products 0.000 description 4
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 4
DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 4
POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 4
230000003796 beauty Effects 0.000 description 4
229910021538 borax Inorganic materials 0.000 description 4
239000001768 carboxy methyl cellulose Substances 0.000 description 4
239000006071 cream Substances 0.000 description 4
238000004821 distillation Methods 0.000 description 4
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
125000002768 hydroxyalkyl group Chemical group 0.000 description 4
239000000155 melt Substances 0.000 description 4
238000002156 mixing Methods 0.000 description 4
239000002324 mouth wash Substances 0.000 description 4
CQCGJKKNVQQSEW-UHFFFAOYSA-N n,2-diethylcyclohexane-1-carboxamide Chemical compound CCNC(=O)C1CCCCC1CC CQCGJKKNVQQSEW-UHFFFAOYSA-N 0.000 description 4
MLGQKMLAQSNRSE-UHFFFAOYSA-N n-ethyl-2,3-dimethyl-2-propan-2-ylbutanamide Chemical compound CCNC(=O)C(C)(C(C)C)C(C)C MLGQKMLAQSNRSE-UHFFFAOYSA-N 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
239000003208 petroleum Substances 0.000 description 4
239000012487 rinsing solution Substances 0.000 description 4
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 4
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 4
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 4
RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 4
235000010339 sodium tetraborate Nutrition 0.000 description 4
239000005720 sucrose Substances 0.000 description 4
239000006188 syrup Substances 0.000 description 4
235000020357 syrup Nutrition 0.000 description 4
MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 4
229940034610 toothpaste Drugs 0.000 description 4
CENSOTMOKSXAQG-UHFFFAOYSA-N 1-ethyl-n-(1-hydroxy-2-methylpropan-2-yl)-2-methylcyclohexane-1-carboxamide Chemical compound OCC(C)(C)NC(=O)C1(CC)CCCCC1C CENSOTMOKSXAQG-UHFFFAOYSA-N 0.000 description 3
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
239000005639 Lauric acid Substances 0.000 description 3
235000006679 Mentha X verticillata Nutrition 0.000 description 3
235000002899 Mentha suaveolens Nutrition 0.000 description 3
235000001636 Mentha x rotundifolia Nutrition 0.000 description 3
235000021355 Stearic acid Nutrition 0.000 description 3
239000002253 acid Substances 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
239000004480 active ingredient Substances 0.000 description 3
235000013361 beverage Nutrition 0.000 description 3
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 3
239000001273 butane Substances 0.000 description 3
239000000969 carrier Substances 0.000 description 3
235000015218 chewing gum Nutrition 0.000 description 3
229940112822 chewing gum Drugs 0.000 description 3
239000000470 constituent Substances 0.000 description 3
150000003950 cyclic amides Chemical class 0.000 description 3
150000001923 cyclic compounds Chemical class 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
238000001914 filtration Methods 0.000 description 3
239000006260 foam Substances 0.000 description 3
DKAGJZJALZXOOV-UHFFFAOYSA-N hydrate;hydrochloride Chemical compound O.Cl DKAGJZJALZXOOV-UHFFFAOYSA-N 0.000 description 3
230000007062 hydrolysis Effects 0.000 description 3
238000006460 hydrolysis reaction Methods 0.000 description 3
239000004310 lactic acid Substances 0.000 description 3
235000014655 lactic acid Nutrition 0.000 description 3
239000000865 liniment Substances 0.000 description 3
239000000463 material Substances 0.000 description 3
GLAFIDIEIMZAPT-UHFFFAOYSA-N n,n,2-trimethyl-1-(2-methylpropyl)cyclohexane-1-carboxamide Chemical compound CC(C)CC1(C(=O)N(C)C)CCCCC1C GLAFIDIEIMZAPT-UHFFFAOYSA-N 0.000 description 3
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
VKFDAQKRWKUEHU-UHFFFAOYSA-N n-butyl-1-propylcyclohexane-1-carboxamide Chemical compound CCCCNC(=O)C1(CCC)CCCCC1 VKFDAQKRWKUEHU-UHFFFAOYSA-N 0.000 description 3
GQFRNZVKWUZJJY-UHFFFAOYSA-N n-ethyl-1-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCNC(=O)C1(C(C)C)CCCCC1 GQFRNZVKWUZJJY-UHFFFAOYSA-N 0.000 description 3
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
230000003287 optical effect Effects 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
230000035807 sensation Effects 0.000 description 3
235000019615 sensations Nutrition 0.000 description 3
230000000391 smoking effect Effects 0.000 description 3
235000017557 sodium bicarbonate Nutrition 0.000 description 3
229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
239000000600 sorbitol Substances 0.000 description 3
239000008117 stearic acid Substances 0.000 description 3
210000001519 tissue Anatomy 0.000 description 3
WMEBPQLEDFWBRX-UHFFFAOYSA-N 2,3-dimethyl-2-propan-2-ylbutanoyl chloride Chemical compound CC(C)C(C)(C(C)C)C(Cl)=O WMEBPQLEDFWBRX-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
LIFHMKCDDVTICL-UHFFFAOYSA-N 6-(chloromethyl)phenanthridine Chemical compound C1=CC=C2C(CCl)=NC3=CC=CC=C3C2=C1 LIFHMKCDDVTICL-UHFFFAOYSA-N 0.000 description 2
POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 2
HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 description 2
LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
235000005979 Citrus limon Nutrition 0.000 description 2
244000131522 Citrus pyriformis Species 0.000 description 2
235000019739 Dicalciumphosphate Nutrition 0.000 description 2
239000001513 FEMA 4603 Substances 0.000 description 2
241000208680 Hamamelis mollis Species 0.000 description 2
235000016257 Mentha pulegium Nutrition 0.000 description 2
244000246386 Mentha pulegium Species 0.000 description 2
235000004357 Mentha x piperita Nutrition 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
239000005844 Thymol Substances 0.000 description 2
239000000654 additive Substances 0.000 description 2
239000000853 adhesive Substances 0.000 description 2
235000013334 alcoholic beverage Nutrition 0.000 description 2
230000029936 alkylation Effects 0.000 description 2
238000005804 alkylation reaction Methods 0.000 description 2
229960000458 allantoin Drugs 0.000 description 2
CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
229940064004 antiseptic throat preparations Drugs 0.000 description 2
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
239000004327 boric acid Substances 0.000 description 2
210000005252 bulbus oculi Anatomy 0.000 description 2
239000001506 calcium phosphate Substances 0.000 description 2
229960000541 cetyl alcohol Drugs 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
PNZXMIKHJXIPEK-UHFFFAOYSA-N cyclohexanecarboxamide Chemical class NC(=O)C1CCCCC1 PNZXMIKHJXIPEK-UHFFFAOYSA-N 0.000 description 2
NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 2
229940038472 dicalcium phosphate Drugs 0.000 description 2
229910000390 dicalcium phosphate Inorganic materials 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
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ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 2
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KROCDCFXBNHDFK-UHFFFAOYSA-N morpholin-4-yl-(1-propylcyclohexyl)methanone Chemical compound C1COCCN1C(=O)C1(CCC)CCCCC1 KROCDCFXBNHDFK-UHFFFAOYSA-N 0.000 description 2
229940051866 mouthwash Drugs 0.000 description 2
PCOMMNVANAQDMV-UHFFFAOYSA-N n,2-diethyl-3-methyl-2-propan-2-ylbutanamide Chemical compound CCNC(=O)C(CC)(C(C)C)C(C)C PCOMMNVANAQDMV-UHFFFAOYSA-N 0.000 description 2
WVWDCKIHXIRMTO-UHFFFAOYSA-N n,n-dimethyl-1-propylcyclohexane-1-carboxamide Chemical compound CCCC1(C(=O)N(C)C)CCCCC1 WVWDCKIHXIRMTO-UHFFFAOYSA-N 0.000 description 2
GZJLOYCAYZLBKN-UHFFFAOYSA-N n-(1-hydroxy-2-methylpropan-2-yl)-3-methyl-2,2-di(propan-2-yl)butanamide Chemical compound CC(C)C(C(C)C)(C(C)C)C(=O)NC(C)(C)CO GZJLOYCAYZLBKN-UHFFFAOYSA-N 0.000 description 2
ZPWOHLYYRKICAA-UHFFFAOYSA-N n-ethyl-2,4-dimethyl-2-(2-methylpropyl)pentanamide Chemical compound CCNC(=O)C(C)(CC(C)C)CC(C)C ZPWOHLYYRKICAA-UHFFFAOYSA-N 0.000 description 2
BSMQCLSXMDMBAV-UHFFFAOYSA-N n-ethyl-2-methyl-1-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCNC(=O)C1(C(C)C)CCCCC1C BSMQCLSXMDMBAV-UHFFFAOYSA-N 0.000 description 2
GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
210000001640 nerve ending Anatomy 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
235000015205 orange juice Nutrition 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
239000000049 pigment Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002994 raw material Substances 0.000 description 2
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235000019204 saccharin Nutrition 0.000 description 2
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 2
229960004889 salicylic acid Drugs 0.000 description 2
210000004761 scalp Anatomy 0.000 description 2
239000004328 sodium tetraborate Substances 0.000 description 2
MFSDELSXOVOZBJ-UHFFFAOYSA-M sodium;dodecyl sulfate;propane-1,2,3-triol Chemical compound [Na+].OCC(O)CO.CCCCCCCCCCCCOS([O-])(=O)=O MFSDELSXOVOZBJ-UHFFFAOYSA-M 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
229960000790 thymol Drugs 0.000 description 2
BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 2
239000001993 wax Substances 0.000 description 2
229940118846 witch hazel Drugs 0.000 description 2
NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 2
235000009529 zinc sulphate Nutrition 0.000 description 2
239000011686 zinc sulphate Substances 0.000 description 2
ULJXKUJMXIVDOY-OPRDCNLKSA-N (1r,2r,5r)-2-methyl-5-propan-2-ylcyclohexan-1-ol Chemical compound CC(C)[C@@H]1CC[C@@H](C)[C@H](O)C1 ULJXKUJMXIVDOY-OPRDCNLKSA-N 0.000 description 1
TXTWXQXDMWILOF-UHFFFAOYSA-N (2-ethoxy-2-oxoethyl)azanium;chloride Chemical compound [Cl-].CCOC(=O)C[NH3+] TXTWXQXDMWILOF-UHFFFAOYSA-N 0.000 description 1
125000004209 (C1-C8) alkyl group Chemical group 0.000 description 1
HLVFKOKELQSXIQ-UHFFFAOYSA-N 1-bromo-2-methylpropane Chemical compound CC(C)CBr HLVFKOKELQSXIQ-UHFFFAOYSA-N 0.000 description 1
XXVQHCHMKHVOOH-UHFFFAOYSA-N 1-ethyl-2-methylcyclohexane-1-carbonyl chloride Chemical compound CCC1(C(Cl)=O)CCCCC1C XXVQHCHMKHVOOH-UHFFFAOYSA-N 0.000 description 1
HYSKLEUURQKFSE-UHFFFAOYSA-N 1-propan-2-ylcyclohexane-1-carbonyl chloride Chemical compound CC(C)C1(C(Cl)=O)CCCCC1 HYSKLEUURQKFSE-UHFFFAOYSA-N 0.000 description 1
VQYXSRKVNPPTTM-UHFFFAOYSA-N 1-propan-2-ylcyclohexane-1-carboxylic acid Chemical compound CC(C)C1(C(O)=O)CCCCC1 VQYXSRKVNPPTTM-UHFFFAOYSA-N 0.000 description 1
ZVQCKFRUFVAOTI-UHFFFAOYSA-N 1-propylcyclohexane-1-carbonyl chloride Chemical compound CCCC1(C(Cl)=O)CCCCC1 ZVQCKFRUFVAOTI-UHFFFAOYSA-N 0.000 description 1
ZVBMXGLAFRTOJS-UHFFFAOYSA-N 1-propylcyclohexane-1-carboxylic acid Chemical compound CCCC1(C(O)=O)CCCCC1 ZVBMXGLAFRTOJS-UHFFFAOYSA-N 0.000 description 1
KGKXNVLESJJBEL-UHFFFAOYSA-N 2,2-diethylbutanamide Chemical compound CCC(CC)(CC)C(N)=O KGKXNVLESJJBEL-UHFFFAOYSA-N 0.000 description 1
GHXNRYVDXNZXID-UHFFFAOYSA-N 2,2-diethylbutanoic acid Chemical compound CCC(CC)(CC)C(O)=O GHXNRYVDXNZXID-UHFFFAOYSA-N 0.000 description 1
MUXPPYATEKVUBJ-UHFFFAOYSA-N 2,2-diethylbutanoyl chloride Chemical compound CCC(CC)(CC)C(Cl)=O MUXPPYATEKVUBJ-UHFFFAOYSA-N 0.000 description 1
OWEMTCOXFULTNW-UHFFFAOYSA-N 2,3-dimethyl-2-propan-2-ylbutanoic acid Chemical compound CC(C)C(C)(C(C)C)C(O)=O OWEMTCOXFULTNW-UHFFFAOYSA-N 0.000 description 1
JPAMKBKLNCSGRD-UHFFFAOYSA-N 2,4-dimethyl-2-(2-methylpropyl)pentanoic acid Chemical compound CC(C)CC(C)(C(O)=O)CC(C)C JPAMKBKLNCSGRD-UHFFFAOYSA-N 0.000 description 1
HAUCDFONFDGDEM-UHFFFAOYSA-N 2,4-dimethyl-2-(2-methylpropyl)pentanoyl chloride Chemical compound CC(C)CC(C)(C(Cl)=O)CC(C)C HAUCDFONFDGDEM-UHFFFAOYSA-N 0.000 description 1
SXSCOJZGRCAGJF-UHFFFAOYSA-N 2-butan-2-yl-2,3-dimethylpentanoyl chloride Chemical compound CCC(C)C(C)(C(Cl)=O)C(C)CC SXSCOJZGRCAGJF-UHFFFAOYSA-N 0.000 description 1
OSDGBFJREJOXGJ-UHFFFAOYSA-N 2-butan-2-yl-n-(2-hydroxyethyl)-2,3-dimethylpentanamide Chemical compound CCC(C)C(C)(C(C)CC)C(=O)NCCO OSDGBFJREJOXGJ-UHFFFAOYSA-N 0.000 description 1
WCJJXASGRZUXNF-UHFFFAOYSA-N 2-ethylcyclohexane-1-carbonyl chloride Chemical compound CCC1CCCCC1C(Cl)=O WCJJXASGRZUXNF-UHFFFAOYSA-N 0.000 description 1
IZCGGVWIMXITIR-UHFFFAOYSA-N 2-methyl-1-(2-methylpropyl)cyclohexane-1-carbonyl chloride Chemical compound CC(C)CC1(C(Cl)=O)CCCCC1C IZCGGVWIMXITIR-UHFFFAOYSA-N 0.000 description 1
241000208223 Anacardiaceae Species 0.000 description 1
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical class [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
ULJXKUJMXIVDOY-UHFFFAOYSA-N Carvomenthol Natural products CC(C)C1CCC(C)C(O)C1 ULJXKUJMXIVDOY-UHFFFAOYSA-N 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
235000016795 Cola Nutrition 0.000 description 1
235000011824 Cola pachycarpa Nutrition 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
239000003082 abrasive agent Substances 0.000 description 1
150000001260 acyclic compounds Chemical class 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
230000000202 analgesic effect Effects 0.000 description 1
230000001458 anti-acid effect Effects 0.000 description 1
230000001166 anti-perspirative effect Effects 0.000 description 1
239000003213 antiperspirant Substances 0.000 description 1
239000010425 asbestos Substances 0.000 description 1
239000003212 astringent agent Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
235000020226 cashew nut Nutrition 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
210000003169 central nervous system Anatomy 0.000 description 1
230000001055 chewing effect Effects 0.000 description 1
235000019219 chocolate Nutrition 0.000 description 1
235000019506 cigar Nutrition 0.000 description 1
238000004040 coloring Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
239000008278 cosmetic cream Substances 0.000 description 1
150000005378 cyclohexanecarboxylic acids Chemical class 0.000 description 1
238000001514 detection method Methods 0.000 description 1
238000007865 diluting Methods 0.000 description 1
FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
ZZAPENIYDFOWME-UHFFFAOYSA-N ethyl 2-[(2,3-dimethyl-2-propan-2-ylbutanoyl)amino]acetate Chemical compound CCOC(=O)CNC(=O)C(C)(C(C)C)C(C)C ZZAPENIYDFOWME-UHFFFAOYSA-N 0.000 description 1
NTNZTEQNFHNYBC-UHFFFAOYSA-N ethyl 2-aminoacetate Chemical compound CCOC(=O)CN NTNZTEQNFHNYBC-UHFFFAOYSA-N 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
239000003889 eye drop Substances 0.000 description 1
229940012356 eye drops Drugs 0.000 description 1
230000001815 facial effect Effects 0.000 description 1
239000003925 fat Substances 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000012467 final product Substances 0.000 description 1
239000004088 foaming agent Substances 0.000 description 1
235000015203 fruit juice Nutrition 0.000 description 1
239000000499 gel Substances 0.000 description 1
150000004795 grignard reagents Chemical class 0.000 description 1
150000005826 halohydrocarbons Chemical class 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
235000015122 lemonade Nutrition 0.000 description 1
239000004571 lime Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
239000000391 magnesium silicate Substances 0.000 description 1
229910052919 magnesium silicate Inorganic materials 0.000 description 1
235000019792 magnesium silicate Nutrition 0.000 description 1
210000004379 membrane Anatomy 0.000 description 1
239000012528 membrane Substances 0.000 description 1
239000001525 mentha piperita l. herb oil Substances 0.000 description 1
SPHMMZWBAYSJSG-UHFFFAOYSA-N n,2,2-triethyl-3-methylbutanamide Chemical compound CCNC(=O)C(CC)(CC)C(C)C SPHMMZWBAYSJSG-UHFFFAOYSA-N 0.000 description 1
DGDSEGJXQRTFBV-UHFFFAOYSA-N n,n,2,2-tetraethyl-3-methylbutanamide Chemical compound CCN(CC)C(=O)C(CC)(CC)C(C)C DGDSEGJXQRTFBV-UHFFFAOYSA-N 0.000 description 1
ZYQWAFXFBQUZGE-UHFFFAOYSA-N n,n,2,3-tetramethyl-2-propan-2-ylbutanamide Chemical compound CC(C)C(C)(C(C)C)C(=O)N(C)C ZYQWAFXFBQUZGE-UHFFFAOYSA-N 0.000 description 1
KLVRKNJSKXACLQ-UHFFFAOYSA-N n,n,2-triethylbutanamide Chemical compound CCC(CC)C(=O)N(CC)CC KLVRKNJSKXACLQ-UHFFFAOYSA-N 0.000 description 1
RNTPPLUFUHIOOM-UHFFFAOYSA-N n,n,2-trimethyl-2-propan-2-ylhexanamide Chemical compound CCCCC(C)(C(C)C)C(=O)N(C)C RNTPPLUFUHIOOM-UHFFFAOYSA-N 0.000 description 1
JXBUDYOESYSPGK-UHFFFAOYSA-N n,n-dimethyl-1-propan-2-ylcyclohexane-1-carboxamide Chemical compound CN(C)C(=O)C1(C(C)C)CCCCC1 JXBUDYOESYSPGK-UHFFFAOYSA-N 0.000 description 1
NUNYWPCBMIDGEF-UHFFFAOYSA-N n-(1-hydroxy-2-methylpropan-2-yl)-2-methyl-1-(2-methylpropyl)cyclohexane-1-carboxamide Chemical compound OCC(C)(C)NC(=O)C1(CC(C)C)CCCCC1C NUNYWPCBMIDGEF-UHFFFAOYSA-N 0.000 description 1
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
CTHRLKKGPSKAJS-UHFFFAOYSA-N n-ethyl-1-methylcyclohexane-1-carboxamide Chemical compound CCNC(=O)C1(C)CCCCC1 CTHRLKKGPSKAJS-UHFFFAOYSA-N 0.000 description 1
FZRVJGOKGNRMIX-UHFFFAOYSA-N n-ethyl-1-propylcyclohexane-1-carboxamide Chemical compound CCNC(=O)C1(CCC)CCCCC1 FZRVJGOKGNRMIX-UHFFFAOYSA-N 0.000 description 1
NBESHLYYMHCQHT-UHFFFAOYSA-N n-ethyl-2-methyl-2-propan-2-ylhexanamide Chemical compound CCCCC(C)(C(C)C)C(=O)NCC NBESHLYYMHCQHT-UHFFFAOYSA-N 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
235000019520 non-alcoholic beverage Nutrition 0.000 description 1
235000014593 oils and fats Nutrition 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
210000003254 palate Anatomy 0.000 description 1
235000019477 peppermint oil Nutrition 0.000 description 1
230000001766 physiological effect Effects 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
238000005498 polishing Methods 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
210000002784 stomach Anatomy 0.000 description 1
LVLJBRFCYXMKCE-UHFFFAOYSA-N sulfo dodecanoate Chemical compound CCCCCCCCCCCC(=O)OS(O)(=O)=O LVLJBRFCYXMKCE-UHFFFAOYSA-N 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
150000003511 tertiary amides Chemical class 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
235000015961 tonic Nutrition 0.000 description 1
230000001256 tonic effect Effects 0.000 description 1
229960000716 tonics Drugs 0.000 description 1
239000000341 volatile oil Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12G—WINE; PREPARATION THEREOF; ALCOHOLIC BEVERAGES; PREPARATION OF ALCOHOLIC BEVERAGES NOT PROVIDED FOR IN SUBCLASSES C12C OR C12H
- C12G3/00—Preparation of other alcoholic beverages
- C12G3/04—Preparation of other alcoholic beverages by mixing, e.g. for preparation of liqueurs
- C12G3/06—Preparation of other alcoholic beverages by mixing, e.g. for preparation of liqueurs with flavouring ingredients
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2054—Heterocyclic compounds having nitrogen as the only 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
- A24B15/32—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by acyclic compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0208—Tissues; Wipes; Patches
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/24—Thermal properties
- A61K2800/244—Endothermic; Cooling; Cooling sensation
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/002—Aftershave preparations
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q9/00—Preparations for removing hair or for aiding hair removal
- A61Q9/02—Shaving preparations

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Birds (AREA)
Epidemiology (AREA)
Organic Chemistry (AREA)
Dermatology (AREA)
Nutrition Science (AREA)
Food Science & Technology (AREA)
Polymers & Plastics (AREA)
Genetics & Genomics (AREA)
Biochemistry (AREA)
Zoology (AREA)
Toxicology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Wood Science & Technology (AREA)
General Chemical & Material Sciences (AREA)
Biomedical Technology (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Thermotherapy And Cooling Therapy Devices (AREA)
Cosmetics (AREA)

CH541973A 1972-04-18 1973-04-16 Alkylcyclohexylcarboxamides - and physiological cooling compsns CH564914A5 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB1791672A GB1411786A (en)	1972-04-18	1972-04-18	Substituted cyclohexanamides their preparation and use as cold receptor stimulants
GB1791472A GB1421743A (en)	1972-04-18	1972-04-18	Ingestible topical and other compositions

Publications (1)

Publication Number	Publication Date
CH564914A5 true CH564914A5 (en)	1975-08-15

Family

ID=26253003

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH541973A CH564914A5 (en)	1972-04-18	1973-04-16	Alkylcyclohexylcarboxamides - and physiological cooling compsns

Country Status (14)

Country	Link
AT (1)	AT330963B (de)
CH (1)	CH564914A5 (de)
DD (1)	DD104026A5 (de)
DK (1)	DK137915B (de)
EG (1)	EG11313A (de)
FI (1)	FI55440C (de)
HU (1)	HU167887B (de)
IE (1)	IE38028B1 (de)
IL (1)	IL41995A (de)
IT (1)	IT1006572B (de)
LU (1)	LU67436A1 (de)
NO (1)	NO148699C (de)
RO (1)	RO67320A (de)
SE (1)	SE418453B (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CH641756A5 (fr) *	1978-04-27	1984-03-15	Sanofi Sa	Composes derives de l'acide cyclohexylcarboxylique, et medicaments les contenant.
DE3724900C2 (de) *	1986-08-08	2000-04-06	Colgate Palmolive Co	N-Alkylneoalkanamide sowie deren Verwendung
WO1993023005A1 (en) *	1992-05-18	1993-11-25	The Procter & Gamble Company	Coolant compositions
WO1993025177A1 (en) *	1992-06-17	1993-12-23	The Procter & Gamble Company	Coolant compositions with reduced stinging
US5688497A (en) *	1996-09-04	1997-11-18	Warner-Lambert Company	Shaving aid with physiological cooling effect
US20110159141A1 (en) *	2006-09-27	2011-06-30	Shiuh Luo	Cooling confectioneries and beverages
DE102008015424A1 (de) *	2008-03-20	2009-09-24	Beiersdorf Ag	Kühlende kosmetische oder dermatologische Zubereitungen mit einem Gehalt an (1R,2S,5R)-2-Isopropyl-5-methyl-N-(2-(pyridyn-2-yl)ethyl-cyclohexancarboxamid und/oder (1R,2S,5R)-N-(4-(Cyanomethyl)-phenyl)-2-isopropyl-5- methylcyclohexancarboxamid mit Menthoxypropandiol
DE102008015426A1 (de) *	2008-03-20	2009-09-24	Beiersdorf Ag	Kühlende kosmetische oder dermatologische Zubereitungen mit einem Gehalt an (1R,2S,5R)-2-Isopropyl-5-methyl-N-(2-(pyridyn-2-yl)ethyl-cyclohexancarboxamid und/oder (1R,2S,5R)-N-(4-(Cyanomethyl)-phenyl)-2-isopropyl-5-methylcyclohexancarboxamid zu Reduktion von Hautrötungen
DE102008015425A1 (de) *	2008-03-20	2010-01-21	Beiersdorf Ag	Kosmetische oder dermatologische Zubereitungen zur Verringerung von Juckreiz und anderen dermatologischen Missempfindungen, die insbesondere bei Altershaut auftreten können, mit einem Gehalt an (1R,2S,5R)-2-Isopropyl-5-methyl-N-(2-(pyridin-2-yl)ethyl-cyclohexancarboxamid und/oder (1R,2S,5R)-N-(4-(Cyanomethyl)-phenyl)-2-isopropyl-5-methylcyclohexancarboxamid
DE102008015428A1 (de) *	2008-03-20	2009-09-24	Beiersdorf Ag	Kühlende Zubereitungen für den humanen Haut- und/oder Schleimhautkontakt mit einem Gehalt an (1R,2S,5R)-2-Isopropyl-5-methyl-N-(2-(pyridin-2-yl)ethyl-cyclohexancarboxamid und/oder (1R,2S,5R)-N-(4-(Cyanomethyl)-phenyl)-2-isopropyl-5-methylcyclohexancarboxamid

1973
- 1973-04-09 IT IT22766/73A patent/IT1006572B/it active
- 1973-04-10 IL IL41995A patent/IL41995A/xx unknown
- 1973-04-12 IE IE579/73A patent/IE38028B1/xx unknown
- 1973-04-16 LU LU67436A patent/LU67436A1/xx unknown
- 1973-04-16 DD DD170209A patent/DD104026A5/xx unknown
- 1973-04-16 CH CH541973A patent/CH564914A5/fr not_active IP Right Cessation
- 1973-04-17 NO NO1616/73A patent/NO148699C/no unknown
- 1973-04-17 FI FI1209/73A patent/FI55440C/fi active
- 1973-04-17 HU HUWI232A patent/HU167887B/hu unknown
- 1973-04-17 DK DK210173AA patent/DK137915B/da not_active IP Right Cessation
- 1973-04-17 SE SE7305488A patent/SE418453B/xx unknown
- 1973-04-18 RO RO7374522A patent/RO67320A/ro unknown
- 1973-04-18 AT AT348073A patent/AT330963B/de not_active IP Right Cessation
1974
- 1974-04-17 EG EG138/73A patent/EG11313A/xx active

Also Published As

Publication number	Publication date
ATA348073A (de)	1975-10-15
FI55440C (fi)	1979-08-10
IL41995A (en)	1976-07-30
IL41995A0 (en)	1973-06-29
IT1006572B (it)	1976-10-20
RO67320A (ro)	1980-03-15
IE38028L (en)	1973-10-18
DD104026A5 (de)	1974-02-20
NO148699C (no)	1983-11-30
AT330963B (de)	1976-07-26
DK137915C (de)	1978-11-06
NO148699B (no)	1983-08-22
IE38028B1 (en)	1977-12-07
EG11313A (en)	1977-12-31
HU167887B (de)	1975-12-25
FI55440B (fi)	1979-04-30
DK137915B (da)	1978-06-05
LU67436A1 (de)	1973-07-05
SE418453B (sv)	1981-06-09

Legal Events

Date	Code	Title	Description
1985-12-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
US4153679A (en)	1979-05-08	Acyclic carboxamides having a physiological cooling effect
US4296255A (en)	1981-10-20	Acyclic carboxamides having a physiological cooling effect
US4296093A (en)	1981-10-20	Cyclic carboxamides having a physiological cooling effect
US4070449A (en)	1978-01-24	Compounds having a physiological cooling effect and compositions containing them
US4032661A (en)	1977-06-28	Cyclic sulphoxides and sulphones having a physiological cooling action on the human body
US4044120A (en)	1977-08-23	Compounds having a physiological cooling effect, and compositions containing them
US4136163A (en)	1979-01-23	P-menthane carboxamides having a physiological cooling effect
US5451404A (en)	1995-09-19	Coolant compositions
US4190643A (en)	1980-02-26	Compositions having a physiological cooling effect
US4248859A (en)	1981-02-03	Alicyclic amides having a physiological cooling effect
US4157384A (en)	1979-06-05	Compositions having a physiological cooling effect
US4070496A (en)	1978-01-24	Phosphine oxides having a physiological cooling effect
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US8496950B2 (en)	2013-07-30	Mixture containing menthol
JP3247277B2 (ja)	2002-01-15	液状ｌ−ｎ−メントール組成物及びその調製法
NO140089B (no)	1979-03-26	Anvendelse av 3-substituerte p-mentaner som tilsetningsmiddel i produkter og preparater som kommer i forbindelse med huden eller slimhinnene
US4136164A (en)	1979-01-23	Certain substituted amides having a physiological cooling effect
JP2010513657A (ja)	2010-04-30	Ｎ−置換−ｐ−メンタン−３−カルボキサミドおよびこれらの使用
CA1041506A (en)	1978-10-31	Compounds having a physiological cooling effect and compositions containing them
US4069345A (en)	1978-01-17	Compositions having a physiological cooling effect
NO148699B (no)	1983-08-22	Middel til aa fremkalle en fysiologisk kuldeeffekt paa huden eller slimhinnene av det menneskelige legeme
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EP0814751A1 (de)	1998-01-07	Zusammensetzungen mit kühleffekt
JPS597744B2 (ja)	1984-02-20	物品に生理的冷感活性を与える方法