N-cyano-N'-(3,4-dichlorobenzyl)guanidine -Drug Synthesis Database

【结构式】

【分子编号】21142

【品名】N-cyano-N'-(3,4-dichlorobenzyl)guanidine

【CA登记号】

【分子式】C₉H₈Cl₂N₄

【分子量】243.09488

【元素组成】C 44.47% H 3.32% Cl 29.17% N 23.05%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

OPB-2045 can be obtained by several related ways: 1) The addition of 3,4-dichlorobenzylamine hydrochloride (I) to sodium dicyanamide (II) in refluxing acetonitrile gives 1-(3,4-dichlorobenzyl)-3-cyanoguanidine (III), which is then condensed with octylamine hydrochloride (IV) in refluxing mesitylene. 2) The treatment of S,S'-dimethyl(cyanoimino)dithiocarbonate (V) with aqueous ammonia and further reaction with 3,4-dichlorobenzylamine hydrochloride (I) yields intermediate (III), which is then condensed with (IV) as before. 3) By condensation of 3,4-dichlorobenzylamine hydrochloride (I) with 1-cyano-3-octylguanidine (VI) in refluxing mesitylene.

参考文献中间体

合成目标

【1】 Kikuchi, M.; Ishikawa, H.; Yasumura, K.; Ohguro, K.; Tsubouchi, H.; Synthesis and structure-activity relationships of novel antiseptics. Bioorg Med Chem Lett 1997, 7, 13, 1721.
【2】 Yasumura, K.; Kikuchi, M.; Ishikawa, H.; Ohguro, K.; Tsubouchi, H.; Synthesis and structure-activity relationships of new disinfectants. Symp Med Chem 1996, Abst 2-P-3.
【3】 Sorbera, L.A.; Castañer, J.; OPB-2045. Drugs Fut 1999, 24, 2, 151.
【4】 Ishikawa, H.; Yasumura, K.; Tsubouchi, H.; Higuchi, Y.; Tamaoka, H. (Otsuka Pharmaceutical Co., Ltd.); Biguanide derivs., manufacturing method thereof, and disinfectants containing the derivs.. EP 0507317 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	21140	(3,4-dichlorophenyl)methanamine hydrochloride		C₇H₈Cl₃N	详情	详情
(II)	21141	sodium dicyanimide		C₂N₃Na	详情	详情
(III)	21142	N-cyano-N'-(3,4-dichlorobenzyl)guanidine		C₉H₈Cl₂N₄	详情	详情
(IV)	21143	1-octanamine hydrochloride	142-95-0	C₈H₂₀ClN	详情	详情
(V)	18174	[[bis(methylsulfanyl)methylene]amino](nitrilo)methane	10191-60-3	C₄H₆N₂S₂	详情	详情
(VI)	21145	N-cyano-N'-octylguanidine		C₁₀H₂₀N₄	详情	详情

Extended Information