WO2006092074A1 - Menthane carboxamide derivatives having cooling properties - Google Patents
Menthane carboxamide derivatives having cooling properties Download PDFInfo
- Publication number
- WO2006092074A1 WO2006092074A1 PCT/CH2006/000116 CH2006000116W WO2006092074A1 WO 2006092074 A1 WO2006092074 A1 WO 2006092074A1 CH 2006000116 W CH2006000116 W CH 2006000116W WO 2006092074 A1 WO2006092074 A1 WO 2006092074A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cooling
- compound
- compounds
- cooling properties
- carboxamide derivatives
- Prior art date
Links
- NVVDUCGEKAIMHN-UHFFFAOYSA-N CC(C)C(CCC(C)C1)C1C(Nc1ccc2OCOc2c1)=O Chemical compound CC(C)C(CCC(C)C1)C1C(Nc1ccc2OCOc2c1)=O NVVDUCGEKAIMHN-UHFFFAOYSA-N 0.000 description 1
- NGERVPIDNVLGCU-UHFFFAOYSA-N CCC(CCC(C)C1)C1C(Nc1ccc2nc[s]c2c1)=O Chemical compound CCC(CCC(C)C1)C1C(Nc1ccc2nc[s]c2c1)=O NGERVPIDNVLGCU-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- 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
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- 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
Definitions
- This invention relates to heterocyclic compounds having cooling properties.
- Cooling compounds that is, chemical compounds that impart a cooling sensation to the skin or the mucous membranes of the body, are well known to the art and are widely used in a variety of products such as foodstuffs, tobacco products, beverages, dentifrices, mouthwashes and toiletries.
- the compounds may be easily prepared and isolated by art-recognized methods
- the compounds of the invention may be used in products that are applied to the mouth or the skin to give a cooling sensation.
- applying is meant any form of bringing into contact, for example, oral ingestion or, in the case of tobacco products, inhalation.
- the skin it may be, for example, by including the compound in a cream or salve, or in a sprayable composition.
- the invention therefore also provides a method of providing a cooling effect to the mouth or skin by applying thereto a product comprising a compound as hereinabove described.
- the invention also provides a composition that provides a cooling sensation to the skin or oral cavity, comprising a compound as hereinabove defined.
- the chemicals are mixed in the toothgel, a piece of toothgel is put on a toothbrush and a panelist's teeth are brushed.
- the mouth is rinsed with water and the water is spit out.
- An intense cooling sensation is felt by the panelist in all areas of the mouth. The cooling perception lasts for several hours.
Abstract
Description
Claims
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007557307A JP2008531606A (en) | 2005-03-01 | 2006-02-23 | Heterocyclic compounds |
CA002597415A CA2597415A1 (en) | 2005-03-01 | 2006-02-23 | Menthane carboxamide derivatives having cooling properties |
CN200680006684XA CN101133030B (en) | 2005-03-01 | 2006-02-23 | Menthane carboxamide derivatives having cooling properties |
US11/884,479 US7868004B2 (en) | 2005-03-01 | 2006-02-23 | Menthane carboxamide derivatives having cooling properties |
BRPI0607407-3A BRPI0607407A2 (en) | 2005-03-01 | 2006-02-23 | carboxamide menthane derivatives having refreshing properties |
DE602006017038T DE602006017038D1 (en) | 2005-03-01 | 2006-02-23 | MENTHANCARBOXYL ACID AMID DERIVATIVES WITH COOLING CHARACTERISTICS |
MX2007010040A MX2007010040A (en) | 2005-03-01 | 2006-02-23 | Menthane carboxamide derivatives having cooling properties. |
AT06705356T ATE482199T1 (en) | 2005-03-01 | 2006-02-23 | MENTHANE CARBONIC ACID AMIDE DERIVATIVES WITH COOLING PROPERTIES |
EP06705356A EP1853565B1 (en) | 2005-03-01 | 2006-02-23 | Menthane carboxamide derivatives having cooling properties |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US65756205P | 2005-03-01 | 2005-03-01 | |
US60/657,562 | 2005-03-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2006092074A1 true WO2006092074A1 (en) | 2006-09-08 |
Family
ID=36127379
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/CH2006/000116 WO2006092074A1 (en) | 2005-03-01 | 2006-02-23 | Menthane carboxamide derivatives having cooling properties |
Country Status (12)
Country | Link |
---|---|
US (1) | US7868004B2 (en) |
EP (1) | EP1853565B1 (en) |
JP (1) | JP2008531606A (en) |
KR (1) | KR20070107083A (en) |
CN (1) | CN101133030B (en) |
AT (1) | ATE482199T1 (en) |
BR (1) | BRPI0607407A2 (en) |
CA (1) | CA2597415A1 (en) |
DE (1) | DE602006017038D1 (en) |
ES (1) | ES2352563T3 (en) |
MX (1) | MX2007010040A (en) |
WO (1) | WO2006092074A1 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007048265A1 (en) * | 2005-10-25 | 2007-05-03 | Givaudan Sa | Organic compounds |
USRE44339E1 (en) | 2003-11-21 | 2013-07-02 | Givaudan S.A. | N-substituted P-menthane carboxamides |
WO2012120099A3 (en) * | 2011-03-08 | 2013-08-01 | B.R.A.I.N. Biotechnology Research And Information Network Ag | Small molecule modulators of the cold and menthol receptor trpm8 |
US10299999B2 (en) | 2011-02-23 | 2019-05-28 | Givaudan S.A. | Flavour composition comprising menthol and menthane carboxamides |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101583287A (en) * | 2006-12-20 | 2009-11-18 | 奇华顿荷兰服务有限责任公司 | N-substituted-p-menthane-3-carboxamide and uses thereof |
WO2009076792A1 (en) * | 2007-12-19 | 2009-06-25 | Givaudan Sa | Cooling compounds |
WO2009089641A1 (en) * | 2008-01-17 | 2009-07-23 | Givaudan Sa | Benzimidazole derivatives and their use as cooling agents |
GB0902849D0 (en) * | 2009-02-19 | 2009-04-08 | Givaudan Sa | Organic compounds |
CA2946383A1 (en) | 2014-04-23 | 2016-03-10 | The Procter & Gamble Company | Compositions for deposition on biological surfaces |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1351761A (en) * | 1971-02-04 | 1974-05-01 | Wilkinson Sword Ltd | Substituted p-menthane carboxamides and compositions containing them |
WO2005002582A2 (en) * | 2003-07-02 | 2005-01-13 | Genentech, Inc. | Trp-p8 active compounds and therapeutic treatment methods |
WO2005020897A2 (en) * | 2003-08-22 | 2005-03-10 | Dendreon Corporation | Compositions and methods for the treatment of disease associated with trp-p8 expression |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5918309A (en) * | 1997-10-14 | 1999-07-06 | Second Chance Body Armor, Inc. | Blunt force resistant structure for a protective garment |
CN1300095C (en) | 2002-10-28 | 2007-02-14 | 吉万奥丹股份有限公司 | Coolant solutions and compositions comprising the sameitle |
EP1685093B3 (en) | 2003-11-21 | 2012-04-11 | Givaudan SA | N-substituted p-menthane carboxamide and use of n-substituted p-menthane carboxamides |
GB0425661D0 (en) | 2004-11-23 | 2004-12-22 | Givaudan Sa | Organic compounds |
US8673198B2 (en) * | 2006-02-18 | 2014-03-18 | Honeywell International Inc | Method of making improved ballistic products |
-
2006
- 2006-02-23 DE DE602006017038T patent/DE602006017038D1/en active Active
- 2006-02-23 MX MX2007010040A patent/MX2007010040A/en not_active Application Discontinuation
- 2006-02-23 KR KR1020077019793A patent/KR20070107083A/en not_active Application Discontinuation
- 2006-02-23 US US11/884,479 patent/US7868004B2/en not_active Expired - Fee Related
- 2006-02-23 WO PCT/CH2006/000116 patent/WO2006092074A1/en active Application Filing
- 2006-02-23 ES ES06705356T patent/ES2352563T3/en active Active
- 2006-02-23 CN CN200680006684XA patent/CN101133030B/en not_active Expired - Fee Related
- 2006-02-23 EP EP06705356A patent/EP1853565B1/en not_active Not-in-force
- 2006-02-23 JP JP2007557307A patent/JP2008531606A/en active Pending
- 2006-02-23 AT AT06705356T patent/ATE482199T1/en not_active IP Right Cessation
- 2006-02-23 CA CA002597415A patent/CA2597415A1/en not_active Abandoned
- 2006-02-23 BR BRPI0607407-3A patent/BRPI0607407A2/en not_active Application Discontinuation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1351761A (en) * | 1971-02-04 | 1974-05-01 | Wilkinson Sword Ltd | Substituted p-menthane carboxamides and compositions containing them |
WO2005002582A2 (en) * | 2003-07-02 | 2005-01-13 | Genentech, Inc. | Trp-p8 active compounds and therapeutic treatment methods |
WO2005020897A2 (en) * | 2003-08-22 | 2005-03-10 | Dendreon Corporation | Compositions and methods for the treatment of disease associated with trp-p8 expression |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USRE44339E1 (en) | 2003-11-21 | 2013-07-02 | Givaudan S.A. | N-substituted P-menthane carboxamides |
WO2007048265A1 (en) * | 2005-10-25 | 2007-05-03 | Givaudan Sa | Organic compounds |
US8263046B2 (en) | 2005-10-25 | 2012-09-11 | Givaudan S.A. | N-phenyl-N-pyridinyl-benzamides and benzenesulfonomides having cooling properties |
US10299999B2 (en) | 2011-02-23 | 2019-05-28 | Givaudan S.A. | Flavour composition comprising menthol and menthane carboxamides |
WO2012120099A3 (en) * | 2011-03-08 | 2013-08-01 | B.R.A.I.N. Biotechnology Research And Information Network Ag | Small molecule modulators of the cold and menthol receptor trpm8 |
US9585865B2 (en) | 2011-03-08 | 2017-03-07 | B.R.A.I.N. Biotechnology Research And Information Network Ag | Small molecule modulators of the cold and menthol receptor TRPM8 |
Also Published As
Publication number | Publication date |
---|---|
DE602006017038D1 (en) | 2010-11-04 |
CA2597415A1 (en) | 2006-09-08 |
US7868004B2 (en) | 2011-01-11 |
KR20070107083A (en) | 2007-11-06 |
CN101133030A (en) | 2008-02-27 |
EP1853565B1 (en) | 2010-09-22 |
MX2007010040A (en) | 2007-09-21 |
US20080305051A1 (en) | 2008-12-11 |
BRPI0607407A2 (en) | 2009-09-01 |
CN101133030B (en) | 2010-07-28 |
EP1853565A1 (en) | 2007-11-14 |
ATE482199T1 (en) | 2010-10-15 |
JP2008531606A (en) | 2008-08-14 |
ES2352563T3 (en) | 2011-02-21 |
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