On December 11, 2008, Bernasconi, Giovanni; Bromidge, Steven Mark; Carpenter, Andrew James; D’Adamo, Lucilla; Di Fabio, Romano; Guery, Sebastien; Pavone, Francesca; Pozzan, Alfonso; Rinaldi, Marilisa; Sabbatini, Fabio Maria; St-Denis, Yves published a patent.SDS of cas: 386704-04-7 The title of the patent was Preparation of N-phenyl piperidinyl- and piperazinylacetohydrazides as modulators of the ghrelin receptor. And the patent contained the following:
Title compounds [I; R1 = Cl, Br, Me, CF3; X = C, N; R1a = H, alkyl; R2a = H, Me; R2 = alkyl, H, (CH2)n, wherein n = 3, 4 and the terminal C of the chain is bonded to the C atom adjacent to the N bearing the R2 group, such that a fused 6,5 or 6,6-bicyclic ring is formed; Y = (substituted) Ph pyridyl, naphthyl, pyrimidinyl, imidazo[1,2-a]pyridine-6-yl, benzothiophen-2-yl, benzothiophen-5-yl, benzofuran-2-yl, dibenzo[b,d]furan-3-yl, dibenzo[b,d]thiophen-2-yl, dibenzo[b,d]thiophen-4-yl, 1,3-benzodioxol-5-yl, 2,3-dihydro-1,4-benzodioxin-5-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, 2,3-dihydro-1-benzofuran-4-yl, 2,2-difluoro-1,3-benzodiox-4-yl, pyridazinyl, imidazolyl, oxazolyl, pyrazolyl, thiazolyl, triazolyl; when Y = 2,3-dihydro-1,4-benzodioxin-6-yl, R1 ≠ Cl], were prepared Thus, dibenzo[b,d]thien-4-ylboronic acid, glyoxylic acid hydrate, and 1-methylpiperazine were microwaved together in MeCN at 120° for 20 min. to give 53% dibenzo[b,d]thien-4-yl(4-methyl-1-piperazinyl)acetic acid hydrochloride. This was stirred with TBTU, PL-DIPAM, and 3,5-dichlorophenylhydrazine in DMF for 24 h at room temperature to give 31% 2-dibenzo[b,d]thien-4-yl-N’-(3,5-dichlorophenyl)-2-(4-methyl-1-piperazinyl)acetohydrazide formate. The latter and other I showed pIC50 values of >5.5 in the GHSR antagonist BACMAM FLIPR assay. The experimental process involved the reaction of (6-(Trifluoromethyl)pyridin-3-yl)methanol(cas: 386704-04-7).SDS of cas: 386704-04-7
The Article related to piperazinylacetohydrazide preparation ghrelin receptor modulator, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.SDS of cas: 386704-04-7
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