WO2007138031A3 - Menthane carboxylic acid n-(alkylthioalkyl)amides and use thereof as physiologically active cooling active ingredients - Google Patents

Menthane carboxylic acid n-(alkylthioalkyl)amides and use thereof as physiologically active cooling active ingredients Download PDF

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Publication number
WO2007138031A3
WO2007138031A3 PCT/EP2007/055157 EP2007055157W WO2007138031A3 WO 2007138031 A3 WO2007138031 A3 WO 2007138031A3 EP 2007055157 W EP2007055157 W EP 2007055157W WO 2007138031 A3 WO2007138031 A3 WO 2007138031A3
Authority
WO
WIPO (PCT)
Prior art keywords
alkylthioalkyl
amides
carboxylic acid
active ingredients
menthane carboxylic
Prior art date
Application number
PCT/EP2007/055157
Other languages
French (fr)
Other versions
WO2007138031A2 (en
Inventor
Jakob Ley
Original Assignee
Symrise Gmbh & Co Kg
Jakob Ley
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.)
Filing date
Publication date
Application filed by Symrise Gmbh & Co Kg, Jakob Ley filed Critical Symrise Gmbh & Co Kg
Publication of WO2007138031A2 publication Critical patent/WO2007138031A2/en
Publication of WO2007138031A3 publication Critical patent/WO2007138031A3/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/40Y being a hydrogen or a carbon atom
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/36Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/06Chewing gum characterised by the composition containing organic or inorganic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20Synthetic spices, flavouring agents or condiments
    • A23L27/203Alicyclic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/24Thermal properties
    • A61K2800/244Endothermic; Cooling; Cooling sensation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

Abstract

The present invention relates to a compound or mixture of compounds selected from the group consisting of compounds of the formulae (I) and (ent-l) wherein in the formulae (I) and (ent-l) R1 means hydrogen or a linear, branched or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 10 carbon atoms, R2 means a linear, branched or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 10 carbon atoms and Q means a linear or branched, saturated, unsubstituted or substituted, alkylene group, which, including optionally present substituents, comprises a total of 1 to 12 carbon atoms.
PCT/EP2007/055157 2006-06-01 2007-05-29 Menthane carboxylic acid n-(alkylthioalkyl)amides and use thereof as physiologically active cooling active ingredients WO2007138031A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US80364506P 2006-06-01 2006-06-01
US60/803,645 2006-06-01

Publications (2)

Publication Number Publication Date
WO2007138031A2 WO2007138031A2 (en) 2007-12-06
WO2007138031A3 true WO2007138031A3 (en) 2008-03-06

Family

ID=38698363

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2007/055157 WO2007138031A2 (en) 2006-06-01 2007-05-29 Menthane carboxylic acid n-(alkylthioalkyl)amides and use thereof as physiologically active cooling active ingredients

Country Status (1)

Country Link
WO (1) WO2007138031A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2386211B1 (en) 2010-05-11 2016-08-10 Symrise AG Use of rubusoside to reduce or suppress particular unpleasant taste sensations
CN112939801A (en) * 2021-02-03 2021-06-11 安徽中草香料股份有限公司 Process for synthesizing cooling agent

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060091A (en) * 1972-01-28 1977-11-29 Wilkinson Sword Limited Tobacco and tobacco-containing manufactures containing an ingredient having physiological cooling activity
GB2233873A (en) * 1989-07-17 1991-01-23 Warner Lambert Co Cooling and breath-freshening confectionery
JP2004059474A (en) * 2002-07-26 2004-02-26 T Hasegawa Co Ltd p-MENTHANE DERIVATIVE AND COLD SENSING AGENT CONTAINING THE SAME

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060091A (en) * 1972-01-28 1977-11-29 Wilkinson Sword Limited Tobacco and tobacco-containing manufactures containing an ingredient having physiological cooling activity
GB2233873A (en) * 1989-07-17 1991-01-23 Warner Lambert Co Cooling and breath-freshening confectionery
JP2004059474A (en) * 2002-07-26 2004-02-26 T Hasegawa Co Ltd p-MENTHANE DERIVATIVE AND COLD SENSING AGENT CONTAINING THE SAME

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 200427, Derwent World Patents Index; AN 2004-287101, XP002462579 *
WATSON H R ET AL: "NEW COMPOUNDS WITH THE MENTHOL COOLING EFFECT", JOURNAL OF THE SOCIETY COSMETIC CHEMISTS, SOCIETY OF COSMETIC CHEMISTS,, US, vol. 29, no. 4, 1978, pages 185 - 200, XP009045124, ISSN: 0037-9832 *

Also Published As

Publication number Publication date
WO2007138031A2 (en) 2007-12-06

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