On November 13, 2014, Hirasawa, Hideaki; Kawamura, Naohiro; Kobayashi, Junichi published a patent.Product Details of 1459793-02-2 The title of the patent was Preparation of α-substituted glycine amides as TRPM8 inhibitors. And the patent contained the following:
Title compounds I [A1 = C6-10 aryl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.), 5-membered heterocyclyl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.) or 6-membered heterocyclyl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.); A2 = C6-10 aryl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.), heterocyclyl (optionally substituted with halo, hydroxy, C1-6 alkyl, etc.) or C3-6 cycloalkyl; X = CH or N; Y = -CR1R2- or oxygen atom; R1, R2 = independently H, halo or C1-6 alkyl; R3, R4 = independently H, halo, C1-6 alkyl, etc.; n = 1 or 2; or pharmacol. acceptable salts thereof] were prepared For example, to a solution of (R)-4,6-difluoroindan-1-ylamine (0.1 g) in methanol (1 mL) was added benzaldehyde (0.063 g), the resulting mixture was stirred at 60° for 1 h, treated with nicotinic acid (0.073 g) and 4-phenylcyclohexen-1-ylisocyanide (0.108 g) [room temperature → 60° (overnight)], cooled to room temperature, concentrated in vacuo, and treated with THF (3 mL), water (12 μL) and HCl (4 mol/L in dioxane, 440 μL) at room temperature for 1.5 h to give, after work-up, compound II (0.076 g). The invention compounds showed potent inhibitory effect on icilin-induced wet-dog shaking in rat. Compounds I are claimed useful for the treatment of diseases or conditions associated with afferent nerve hyperexcitability or injury. The experimental process involved the reaction of (S)-2,3-Dihydrobenzofuran-3-amine hydrochloride(cas: 1459793-02-2).Product Details of 1459793-02-2
The Article related to glycine amide preparation trpm8 inhibitor, nerve hyperexcitability disease treatment glycine amide trpm8 inhibition, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Benzocyclopropenes, Benzocyclobutenes, and Indenes and other aspects.Product Details of 1459793-02-2
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem