PS-26

Chemical Name: 1-[3-(3,4-Dichlorophenoxy)propoxy]-5-isopropylbiguanide dihydrochloride
项目整合开发状态: Preclinical
项目研究机构: Jacobus (Originator)
合成路线:The reaction of 3,4-dichlorophenol (I) with 1,3-dibromopropane (II) by means of NaOH and tetrabutylammonium hydrogensulfate gives the corresponding phenol ether (III),which is condensed with N-acetylhydroxylamine (IV) by means of NaOH or KOH in an alcoholic solvent to yield the O-substituted acetylhydroxylamine (V).The hydrolysis of (V) with HCl in methanol affords the free O-substituted hydroxylamine (VI),which is finally condensed with N1-cyano-N3-isopropylguanidine (VII) in hot ethyl acetate.The intermediate N1-cyano-N3-isopropylguanidine (VII) has been obtained by reaction of sodium dicyanamide (VIII) with isopropylamine (IX) and HCl in a hot alcoholic solvent.
📌 参考资料/链接:
参考文献标题:Phenoxypropoxybiguanides,prodrugs of DHFR-inhibiting diaminotriazine antimalarials
文献作者:Jensen,N.P.; Ager,A.L.; Bliss,R.A.; Canfield,C.J.; Kotecka,B.M.; Rieckmann,K.H.; Terpinski,J.; Jacobus,D.P.
参考来源:J Med Chem 2001,44(23),3925