BRL-6231(hydrochloride), BRL-51084, WR-99210(free base)-药物合成数据库

【药物名称】BRL-6231(hydrochloride), BRL-51084, WR-99210(free base)

化学结构式(Chemical Structure):

参考文献No.	47466
标题:	Di-hydro triazine derivatives and processes for their manufacture
作者:	Mamalis, P.; Outred, D.I. (SmithKline Beecham plc)
来源:	DE 1957769; ES 373657; FR 2023866; GB 1270831

合成路线图解说明: The reaction of 2,4,5-trichlorophenol (I) with 1,3-dibromopropane (II) by means of refluxing 25% aqueous NaOH gives 3-(2,4,5-trichlorophenoxy)propyl bromide (III), which is condensed with benzhydroxamic acid (IV) by means of NaOH in refluxing methanol yielding 3-(2,4,5-trichlorophenoxy)propyl benzhydroxamate (V). The hydrolysis of (V) with HCl in refluxing methanol affords 3-(2,4,5-trichlorophenoxy)propyloxyamine (VI), which is then condensed with dicyandiamide (VII) in refluxing ethanol to give 3'-(2,4,5-trichlorophenoxy)propyloxydiguanide (VIII). Finally, this compound is cyclized with acetone (IX) by means of HCl.

参考文献No.	800419
标题:	BRL-6231
作者:	Casta馿r, J.; Thorpe, P.J.; Blancafort, P.; Serradell, M.N.
来源:	Drugs Fut 1982,7(10),724

合成路线图解说明: The reaction of 2,4,5-trichlorophenol (I) with 1,3-dibromopropane (II) by means of refluxing 25% aqueous NaOH gives 3-(2,4,5-trichlorophenoxy)propyl bromide (III), which is condensed with benzhydroxamic acid (IV) by means of NaOH in refluxing methanol yielding 3-(2,4,5-trichlorophenoxy)propyl benzhydroxamate (V). The hydrolysis of (V) with HCl in refluxing methanol affords 3-(2,4,5-trichlorophenoxy)propyloxyamine (VI), which is then condensed with dicyandiamide (VII) in refluxing ethanol to give 3'-(2,4,5-trichlorophenoxy)propyloxydiguanide (VIII). Finally, this compound is cyclized with acetone (IX) by means of HCl.