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- W4235665452 abstract "Biological target: Menthol is a natural terpenoid with agonist activity at the thermoreceptive, non-selective cation channel, transient receptor potential melastatin type 8 (TRPM8). Present on nerve fibres and skin cells, these channels are activated by a fall in temperature and mediate analgesia. Menthol is also an agonist at GABAA receptors, for which (+)-menthol reveals stereoselectivity. Therapeutic profile: (−)-Menthol is a household medicament, widely used as a local anaesthetic and analgesic, to reduce itching, as a gastric sedative agent and as a decongestant. Synthetic highlight: Diastereoselective production of rac-menthol from its aromatic precursor is achieved by site-selective isopropylation and diastereoselective hydrogenation to the all-trans racemate. Enantioselective allylic amine–enamine–imine rearrangement of an acyclic diene-allylic amine, catalyzed by an Rh(I)-(−)-BINAP complex, affords (−)-menthol; the process has been scaled-up to production of 1,000 tons/year." @default.
- W4235665452 created "2022-05-12" @default.
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- W4235665452 date "2011-01-01" @default.
- W4235665452 modified "2023-10-18" @default.
- W4235665452 title "(−)-Menthol" @default.
- W4235665452 cites W16636071 @default.
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- W4235665452 doi "https://doi.org/10.1007/978-3-0348-0125-6_9" @default.
- W4235665452 hasPublicationYear "2011" @default.
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