专利号:US-2024083829-A1 优先权日:2020-12-31 标 题:Process for the asymmetric synthesis of isopiperitenol 发明人:LIST BENJAMIN; GRIMM JOYCE; ZHOU HUI; LIU LUPING; ZWERSCHKE ALEXANDER 权利人:STUDIENGESELLSCHAFT KOHLE GGMBH 摘要:The present invention refers to a process for the asymmetric synthesis of isopiperitenol and successor compounds.
专利号:US-10022366-B2 优先权日:2013-04-23 标 题:Extending and maintaining micropore viability of microneedle treated skin with lipid biosynthesis inhibitors for sustained drug delivery 发明人:STINCHCOMB AUDRA L; GHOSH PRIYANKA 权利人:STINCHCOMB AUDRA L; GHOSH PRIYANKA; UNIV MARYLAND; UNIV KENTUCKY RES FOUND 摘要:Microneedles and their use as a physical skin permeation enhancement technique facilitate drug delivery across the skin in therapeutically relevant concentrations. Micropores created in the skin by MNs reseal because of normal healing processes of the skin, thus limiting the duration of the drug delivery window. Pore lifetime enhancement strategies can increase effectiveness of MNs as a drug delivery mechanism by prolonging the delivery window. Fluvastatin (FLU) was used to enhance pore lifetime by inhibiting the synthesis of cholesterol, a major component of the stratum corneum lipids. The skin recovered within a 30-45-min time period following the removal of occlusion, and there was no significant irritation observed due to the treatment compared to the control sites. Thus, it can be concluded that localized skin treatment with FLU can be used to extend micropore lifetime and deliver drugs for up to 7 days across MN-treated skin.
专利号:US-3962341-A 优先权日:1973-02-06 标 题:Production of piperitenone 发明人:GOETZ NORBERT 权利人:BASF AG 摘要:A process for the production of piperitenone by heating 3,3-dimethylacrolein in the presence of an acid. Piperitenone is a valuable intermediate for the synthesis of menthol which is much sought after for cosmetic and pharmaceutical purposes.
专利号:WO-2012152438-A1 优先权日:2011-05-11 标题 :Process for the preparation of nitrate acid ester of organic compounds 发明人:BONFANTI ANNALISA; STORONI LAURA; RONSIN GAEL 权利人:NICOX SA; BONFANTI ANNALISA; STORONI LAURA; RONSIN GAEL 摘要:The present invention relates to a one-step process for the synthesis of nitric acid esters or 15 N isotopically labeled nitrate esters of organic compounds starting from the correspondent alcohols. Formula (I).
专利号:US-2019276389-A1 优先权日:2015-12-18 标题:Synthesis of aryl cyclohexane ester derivatives useful as sensates in consumer products 发明人:WOS JOHN AUGUST; YELM KENNETH EDWARD; BUNKE GREGORY MARK; FREDERICK HEATH ALAN; REILLY MICHAEL; HAUGHT JOHN CHRISTIAN; SREEKRISHNA KOTI TATACHAR; LIN YAKANG 权利人:PROCTER & GAMBLE 摘要:Personal care compositions, such as oral care and skin care compositions containing a flavor/perfume system comprising one or more coolants. The pleasant cool sensation provided by a coolant is enhanced in terms of quicker onset, greater intensity, impact or longer duration, which improves appeal and acceptability of the compositions to consumers.
专利号:US-8754259-B2 优先权日:2008-08-15 标 题 :Synthesis of cyclohexane derivatives useful as sensates in consumer products 发明人:YELM KENNETH EDWARD; BUNKE GREGORY MARK; HAUGHT JOHN CHRISTIAN 权利人:PROCTER & GAMBLE; PROCTER & GAMBLE 摘要:The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect. Preparation schemes for neoisomers of other menthyl derivatives which are useful as coolants, including esters, ethers, carboxy esters and other N-substituted carboxamides are also provided.
[参考文献]: Hwa-Won Lee, Et Al. Acaricidal Potency Of Active Constituent Isolated From Mentha Piperita And Its Structural Analogs Against Pyroglyphid Mites. Journal Of The Korean Society For Applied Biological Chemistry Volume, 2015, 58, 97-602.
合成参考文献
摘要:Kashemirov, B. A.; Błażewska, K.; Justyna, K.; Lyu, J.; McKenna, C. E., Science of Synthesis Knowledge Updates, (2021) 1, 402. 摘要:Quarterly Journal of Pharmacy & Pharmacology., 5(233), 1932