DE2317538C2 - Carbonsäureamide, Verfahren zu deren Herstellung und deren Verwendung - Google Patents
Carbonsäureamide, Verfahren zu deren Herstellung und deren VerwendungInfo
- Publication number
- DE2317538C2 DE2317538C2 DE2317538A DE2317538A DE2317538C2 DE 2317538 C2 DE2317538 C2 DE 2317538C2 DE 2317538 A DE2317538 A DE 2317538A DE 2317538 A DE2317538 A DE 2317538A DE 2317538 C2 DE2317538 C2 DE 2317538C2
- Authority
- DE
- Germany
- Prior art keywords
- acid
- carboxamides
- iso
- carbon atoms
- water
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000003857 carboxamides Chemical class 0.000 title claims description 18
- 238000002360 preparation method Methods 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 150000001408 amides Chemical class 0.000 claims 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 claims description 7
- 239000002826 coolant Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 38
- 239000000203 mixture Substances 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 239000000243 solution Substances 0.000 description 24
- 230000000694 effects Effects 0.000 description 23
- 238000001816 cooling Methods 0.000 description 21
- 150000001875 compounds Chemical class 0.000 description 14
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- 241000208125 Nicotiana Species 0.000 description 12
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 12
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical class [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- 239000003159 antacid agent Substances 0.000 description 4
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 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 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 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 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 206010000059 abdominal discomfort Diseases 0.000 description 2
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- 235000013334 alcoholic beverage Nutrition 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 230000000202 analgesic effect Effects 0.000 description 2
- 235000013361 beverage Nutrition 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 229940075894 denatured ethanol Drugs 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 235000015243 ice cream Nutrition 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 235000015110 jellies Nutrition 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 2
- 239000001095 magnesium carbonate Substances 0.000 description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000007968 orange flavor Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
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- 239000003380 propellant Substances 0.000 description 2
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
- 229940081974 saccharin Drugs 0.000 description 2
- 235000019204 saccharin Nutrition 0.000 description 2
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
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- 235000012222 talc Nutrition 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- 230000000699 topical effect Effects 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
- HLVFKOKELQSXIQ-UHFFFAOYSA-N 1-bromo-2-methylpropane Chemical compound CC(C)CBr HLVFKOKELQSXIQ-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
- 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 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
- MIWKMBLORLMHOJ-UHFFFAOYSA-N 2-ethyl-3-methylbutanamide Chemical compound CCC(C(C)C)C(N)=O MIWKMBLORLMHOJ-UHFFFAOYSA-N 0.000 description 1
- PPPSEQGDDFQZNM-UHFFFAOYSA-N 2-ethyl-3-methylbutanoyl chloride Chemical compound CCC(C(C)C)C(Cl)=O PPPSEQGDDFQZNM-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 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
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- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
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- 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 1
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- GXGAKHNRMVGRPK-UHFFFAOYSA-N dimagnesium;dioxido-bis[[oxido(oxo)silyl]oxy]silane Chemical compound [Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O GXGAKHNRMVGRPK-UHFFFAOYSA-N 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 230000037072 sun protection Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- KMZJRCPGGAQHGC-UHFFFAOYSA-N trisodium boric acid borate Chemical compound [Na+].[Na+].[Na+].OB(O)O.[O-]B([O-])[O-] KMZJRCPGGAQHGC-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 229940118846 witch hazel Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 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
- A61K8/18—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
- A61Q19/00—Preparations for care of the skin
-
- 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
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
-
- 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
- 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
- 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
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing 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)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Nutrition Science (AREA)
- Birds (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biochemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Dermatology (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Engineering & Computer Science (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Detergent Compositions (AREA)
- Fats And Perfumes (AREA)
- Manufacture Of Tobacco Products (AREA)
- Seasonings (AREA)
- Confectionery (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1791472A GB1421743A (en) | 1972-04-18 | 1972-04-18 | Ingestible topical and other compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2317538A1 DE2317538A1 (de) | 1973-10-31 |
| DE2317538C2 true DE2317538C2 (de) | 1983-02-03 |
Family
ID=10103461
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2317538A Expired DE2317538C2 (de) | 1972-04-18 | 1973-04-07 | Carbonsäureamide, Verfahren zu deren Herstellung und deren Verwendung |
| DE2366423A Expired DE2366423C2 (de) | 1972-04-18 | 1973-04-07 | Verwendung von Carboxamiden als Kaltrezeptorstimulantien für Gegenstände oder Mittel mit einem Kühleffekt |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2366423A Expired DE2366423C2 (de) | 1972-04-18 | 1973-04-07 | Verwendung von Carboxamiden als Kaltrezeptorstimulantien für Gegenstände oder Mittel mit einem Kühleffekt |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US4230688A (enExample) |
| JP (1) | JPS5935940B2 (enExample) |
| AU (1) | AU468442B2 (enExample) |
| BE (1) | BE798312A (enExample) |
| BR (1) | BR7302825D0 (enExample) |
| CA (1) | CA984745A (enExample) |
| DE (2) | DE2317538C2 (enExample) |
| FR (1) | FR2180942B1 (enExample) |
| GB (1) | GB1421743A (enExample) |
| HK (1) | HK43179A (enExample) |
| NL (1) | NL181164C (enExample) |
| ZA (1) | ZA732515B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3724900A1 (de) * | 1986-08-08 | 1988-03-10 | Colgate Palmolive Co | N-alkylneoalkanamide sowie diese enthaltenden zubereitungen |
Families Citing this family (254)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4193936A (en) * | 1971-02-04 | 1980-03-18 | Wilkinson Sword Limited | N-substituted paramenthane carboxamides |
| FR2452921A1 (fr) * | 1979-04-02 | 1980-10-31 | Rhone Poulenc Ind | Procede d'obtention de compositions parfumantes et de produits parfumes et compositions et produits ainsi obtenus |
| US4682982A (en) * | 1985-03-27 | 1987-07-28 | Colgate-Palmolive Company | Antistatic N-higher mono alkyl and mono alkenyl neoalkanamides, processes for manufacturing thereof, antistatic compositions containing such amides, and processes for decreasing accumulations of static charges on laundry |
| US4886545A (en) * | 1986-01-31 | 1989-12-12 | Nelson Research & Development Company | Compositions comprising 1-substituted azacycloalkanes and their uses |
| US5434190A (en) * | 1986-08-08 | 1995-07-18 | Colgate-Palmolive Co. | N-aryl and N-cycloalkyl neoalkanamide insect repellents |
| US4804683A (en) * | 1986-08-08 | 1989-02-14 | Colgate-Palmolive Company | N-alkyl neotridecanamide insect repellents |
| US5434189A (en) * | 1986-08-08 | 1995-07-18 | Colgate-Palmolive Co. | N-alkyl neotridecanamide insect repellents |
| US5258408A (en) * | 1986-08-08 | 1993-11-02 | Colgate-Palmolive Company | Process of repelling insects from an area by application of N-alkyl neoalkanamide insect repellent thereto |
| US5391578A (en) * | 1986-08-08 | 1995-02-21 | Colgate-Palmolive Co. | N-lower alkyl neoalkanamide insect repellents |
| US5182304A (en) * | 1986-08-08 | 1993-01-26 | Colgate-Palmolive Co. | N-lower alkyl neodecanamide insect repellents |
| US4808414A (en) * | 1986-09-29 | 1989-02-28 | Nelson Research & Development Co. | Amide penetration enhancers for transdermal delivery of systemic agents |
| US4920101A (en) * | 1987-09-30 | 1990-04-24 | Nelson Research & Development Co. | Compositions comprising 1-oxo- or thiohydrocarbyl substituted azacycloaklkanes |
| US4879275A (en) * | 1987-09-30 | 1989-11-07 | Nelson Research & Development Co. | Penetration enhancers for transdermal delivery of systemic agent |
| US5143900A (en) * | 1989-05-19 | 1992-09-01 | Colgate-Palmolive Company | Perfumes containing N-lower alkyl neoalkanamide (s) |
| ES2078457T3 (es) * | 1990-11-06 | 1995-12-16 | Wrigley W M Jun Co | Sabores mejorados usando cetales de mentona. |
| DE4110973A1 (de) * | 1991-04-05 | 1992-10-08 | Haarmann & Reimer Gmbh | Mittel mit physiologischem kuehleffekt und fuer diese mittel geeignete wirksame verbindungen |
| EP0641187B1 (en) * | 1992-05-18 | 1997-09-17 | The Procter & Gamble Company | Coolant compositions |
| WO1993025177A1 (en) * | 1992-06-17 | 1993-12-23 | The Procter & Gamble Company | Coolant compositions with reduced stinging |
| WO1994008550A1 (en) * | 1992-10-09 | 1994-04-28 | The Procter & Gamble Company | Anaesthetic compositions |
| US5981591A (en) * | 1992-12-04 | 1999-11-09 | Mayor Pharmaceutical Laboratories, Inc. | Sprayable analgesic composition and method of use |
| US5760085A (en) * | 1993-04-30 | 1998-06-02 | The Procter & Gamble Company | Topical aromatic releasing compositions |
| FI955144L (fi) * | 1993-04-30 | 1995-10-31 | Procter & Gamble | Päällystetyt farmaseuttiset koostumukset |
| ATE168265T1 (de) * | 1993-04-30 | 1998-08-15 | Procter & Gamble | Zusammensetzungen zur freigabe einer aromatischen substanz in die nase |
| US5407665A (en) * | 1993-12-22 | 1995-04-18 | The Procter & Gamble Company | Ethanol substitutes |
| US5527530A (en) * | 1994-07-08 | 1996-06-18 | The Procter & Gamble Company | Alcoholic moisturizing after shave lotion |
| US5679324A (en) * | 1994-07-08 | 1997-10-21 | The Procter & Gamble Co. | Aerosol foamable fragrance composition |
| US5449512A (en) * | 1994-08-24 | 1995-09-12 | The Procter & Gamble Company | Anhydrous after shave lotions |
| US5856282A (en) * | 1994-12-22 | 1999-01-05 | The Procter & Gamble Company | Silicone compositions |
| MX9706958A (es) * | 1995-03-16 | 1997-11-29 | Procter & Gamble | Composiciones refrigerantes. |
| US6231900B1 (en) | 1995-08-19 | 2001-05-15 | The Procter & Gamble Company | Confectionery product and preparation thereof |
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| US6767925B1 (en) | 1996-10-31 | 2004-07-27 | Joseph A. Deihl | Sprayable analgesic composition and method of use |
| PT991371E (pt) | 1997-01-16 | 2008-07-09 | Procter & Gamble | Método para tratar dentaduras |
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| WO1998040863A1 (en) * | 1997-03-14 | 1998-09-17 | Tv Interactive Data Corporation | A method of detachably attaching an insert to a remote control base and the resulting remote control |
| GB9707978D0 (en) | 1997-04-21 | 1997-06-11 | Procter & Gamble | Throat soothing compositions |
| GB9707979D0 (en) | 1997-04-21 | 1997-06-11 | Procter & Gamble | Confectionery compositions |
| GB9707977D0 (en) | 1997-04-21 | 1997-06-11 | Procter & Gamble | Centre filled confectionery |
| US6627233B1 (en) | 1997-09-18 | 2003-09-30 | Wm. Wrigley Jr. Company | Chewing gum containing physiological cooling agents |
| US6455080B1 (en) * | 1997-12-29 | 2002-09-24 | Wm. Wrigley Jr., Company | Chewing gum containing controlled release acyclic carboxamide and method of making |
| RU2214721C2 (ru) | 1997-09-18 | 2003-10-27 | Вм. Ригли Дж. Компани | Способ производства жевательной резинки с физиологическими охлаждающими агентами (варианты), жевательная резинка по этому способу, композиция охлаждающего ароматизирующего вещества, жевательная резинка, включающая эту композицию, покрытая жевательная резинка (варианты), способ усиления вкусового воздействия покрытой жевательной резинки, способ покрытия жевательной резинки, композиция жевательной резинки |
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| US20010018579A1 (en) | 1998-12-18 | 2001-08-30 | Walter Klemp | Disposable absorbent garment having stretchable side waist regions |
| AU2751000A (en) * | 1999-02-02 | 2000-08-25 | Avon Products Inc. | Methods for alleviating discomfort of a hot flash and compositions therefor |
| US6323365B1 (en) * | 2000-07-28 | 2001-11-27 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Active derivative of valproic acid for the treatment of neurological and psychotic disorders and a method for their preparation |
| US8273367B2 (en) * | 2001-04-17 | 2012-09-25 | The Procter And Gamble Company | Articles comprising a mint odor-free cooling agent |
| WO2004011017A1 (en) * | 2002-07-31 | 2004-02-05 | Himalayan International Institute Of Yoga Science And Philosophy | Nasal irrigation solutions and methods of using same |
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| US8591972B2 (en) | 2005-05-23 | 2013-11-26 | Kraft Foods Global Brands Llc | Delivery system for coated active components as part of an edible composition |
| US9271904B2 (en) | 2003-11-21 | 2016-03-01 | Intercontinental Great Brands Llc | Controlled release oral delivery systems |
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| US8263143B2 (en) * | 2005-08-22 | 2012-09-11 | Kraft Foods Global Brands Llc | Degradable chewing gum |
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| WO2025117353A1 (en) | 2023-11-30 | 2025-06-05 | Lubrizol Advanced Materials, Inc. | Crosslinked and hydrophobically modified xanthan gum |
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| EP4678009A1 (en) | 2024-07-08 | 2026-01-14 | Nicoventures Trading Limited | Premix containing gelling agent for oral product |
| WO2026013602A1 (en) | 2024-07-10 | 2026-01-15 | Rai Strategic Holdings, Inc. | Oral products |
| WO2026033452A1 (en) | 2024-08-09 | 2026-02-12 | R. J. Reynolds Tobacco Company | Aerosol-generating consumable including sensate |
| US20260060287A1 (en) | 2024-08-30 | 2026-03-05 | Rai Strategic Holdings, Inc. | Aerosolizable composition including a substituted 3-(1-methylpyrrolidin-2-yl)pyridine compound |
| WO2026083326A2 (en) | 2024-10-18 | 2026-04-23 | Rai Strategic Holdings, Inc. | Aerosol generating material comprising a substituted 3-(1-methylpyrrolidin-2-yl)pyridine compound |
| WO2026083323A1 (en) | 2024-10-18 | 2026-04-23 | Rai Strategic Holdings, Inc. | Aerosol-modifying additive comprising a substituted 3-(1methylpyrrolidin-2-yl)pyridine |
| WO2026083320A1 (en) | 2024-10-18 | 2026-04-23 | Rai Strategic Holdings, Inc. | Aerosol generating material comprising a substituted 3-(1-methylpyrrolidin-2-yl)pyridine |
| WO2026083313A2 (en) | 2024-10-18 | 2026-04-23 | Rai Strategic Holdings, Inc. | Aerosol generating gel material comprising a substituted 3-(1-methylpyrrolidin-2-yl)pyridine |
| WO2026083322A1 (en) | 2024-10-18 | 2026-04-23 | Rai Strategic Holdings, Inc. | End plug comprising a substituted 3-(1-methylpyrrolidin-2-yl)pyridine |
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Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2186976A (en) * | 1940-01-16 | Tkialkylacetamides having satu | ||
| US1482343A (en) * | 1922-08-14 | 1924-01-29 | Farbwerke Vorm Meibter Lucius | Process of making alpha-alkylated acids and derivatives thereof |
| US1969828A (en) * | 1931-11-09 | 1934-08-14 | Abbott Lab | Sedative compounds |
| US2166119A (en) * | 1936-10-03 | 1939-07-18 | Du Pont | Insecticide |
| ES148410A1 (es) * | 1938-06-24 | 1941-11-01 | Ig Farbenindustrie Ag | MEDIOS HUMECTANTES PARA LEJiAS DE MERCERIZACIoN |
| FR1572332A (enExample) * | 1968-04-05 | 1969-06-27 |
-
1972
- 1972-04-18 GB GB1791472A patent/GB1421743A/en not_active Expired
-
1973
- 1973-04-07 DE DE2317538A patent/DE2317538C2/de not_active Expired
- 1973-04-07 DE DE2366423A patent/DE2366423C2/de not_active Expired
- 1973-04-11 ZA ZA732515A patent/ZA732515B/xx unknown
- 1973-04-12 AU AU54429/73A patent/AU468442B2/en not_active Expired
- 1973-04-16 JP JP48042276A patent/JPS5935940B2/ja not_active Expired
- 1973-04-17 CA CA168,898A patent/CA984745A/en not_active Expired
- 1973-04-17 BE BE2052696A patent/BE798312A/xx not_active IP Right Cessation
- 1973-04-18 NL NLAANVRAGE7305509,A patent/NL181164C/xx not_active IP Right Cessation
- 1973-04-18 FR FR7314111A patent/FR2180942B1/fr not_active Expired
- 1973-04-18 BR BR2825/73A patent/BR7302825D0/pt unknown
-
1979
- 1979-05-07 US US06/036,662 patent/US4230688A/en not_active Expired - Lifetime
- 1979-06-28 HK HK431/79A patent/HK43179A/xx unknown
-
1980
- 1980-04-25 US US06/143,948 patent/US4296255A/en not_active Expired - Lifetime
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3724900A1 (de) * | 1986-08-08 | 1988-03-10 | Colgate Palmolive Co | N-alkylneoalkanamide sowie diese enthaltenden zubereitungen |
| DE3724900C2 (de) * | 1986-08-08 | 2000-04-06 | Colgate Palmolive Co | N-Alkylneoalkanamide sowie deren Verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| BE798312A (fr) | 1973-10-17 |
| CA984745A (en) | 1976-03-02 |
| JPS5935940B2 (ja) | 1984-08-31 |
| DE2317538A1 (de) | 1973-10-31 |
| US4296255A (en) | 1981-10-20 |
| GB1421743A (en) | 1976-01-21 |
| AU5442973A (en) | 1974-10-17 |
| DE2366423C2 (de) | 1984-01-19 |
| ZA732515B (en) | 1974-02-27 |
| JPS4919043A (enExample) | 1974-02-20 |
| US4230688A (en) | 1980-10-28 |
| FR2180942B1 (enExample) | 1978-01-13 |
| HK43179A (en) | 1979-07-06 |
| AU468442B2 (en) | 1976-01-15 |
| NL181164B (nl) | 1987-02-02 |
| BR7302825D0 (pt) | 1974-07-18 |
| NL181164C (nl) | 1987-07-01 |
| DE2366423A1 (enExample) | 1982-09-23 |
| FR2180942A1 (enExample) | 1973-11-30 |
| NL7305509A (enExample) | 1973-10-22 |
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