N-(6-aminohexyl)-N''-cyano-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]guanidine -Drug Synthesis Database

【结构式】

【分子编号】48291

【品名】N-(6-aminohexyl)-N''-cyano-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]guanidine

【CA登记号】

【分子式】C₂₃H₃₈N₆O

【分子量】414.59456

【元素组成】C 66.63% H 9.24% N 20.27% O 3.86%

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：(V)

Condensation of amine (I) with diphenyl cyanocarbonimidate (II) affords isourea (III), which is then converted into cyanoguanidine (V) by coupling with diamine (IV) in CH2Cl2. The final step for the synthesis of the desired product is the reaction of the primary amine group of (V) with the active ester (VI) obtained by activation of calvatic acid (VII) with N-hydroxysuccinimide (N-HOSu) and N,N'-dicyclohexyl-carbodiimide (DCC) in THF.

参考文献中间体

合成目标

【1】 Hirschfeld, J.; et al.; Iodoaminopotentidine and related compounds: A new class of ligands with high affinity and selectivity for the histamine H2 receptor. J Med Chem 1992, 35, 12, 2231.
【2】 Sorba, G.; Dubini, F.; Brenciaglia, M.I.; Bertinaria, M.; Scaltrito, M.M.; Di Stilo, A.; Gasco, A.; Anti-Helicobacter pylori agents endowed with H2-antagonist properties. Bioorg Med Chem Lett 2001, 11, 3, 403.

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)	16105	3-[3-(piperidinomethyl)phenoxy]-1-propanamine; 3-[3-(piperidinomethyl)phenoxy]propylamine		C₁₅H₂₄N₂O	详情	详情
(II)	25868	1-[(cyanoimino)(phenoxy)methoxy]benzene	107-37-9	C₁₄H₁₀N₂O₂	详情	详情
(III)	48290	1-[3-(3-[[(cyanoimino)(phenoxy)methyl]amino]propoxy)benzyl]piperidine		C₂₃H₂₈N₄O₂	详情	详情
(IV)	22344	1,6-hexanediamine; 6-aminohexylamine	124-09-4	C₆H₁₆N₂	详情	详情
(V)	48291	N-(6-aminohexyl)-N''-cyano-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]guanidine		C₂₃H₃₈N₆O	详情	详情
(VI)	48292	2-cyano-1-(4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]phenyl)-1-oxidodiazen-1-ium		C₁₂H₈N₄O₅	详情	详情
(VII)	48293	(E)-1-(4-carboxyphenyl)-2-cyano-1-oxidodiazen-1-ium		C₈H₅N₃O₃	详情	详情

Extended Information