Olanexidine hydrochloride, OPB-2045
伊咪多二碳酰胺,N-[(3,4-二氯苯基)甲基]-N'-辛基,盐酸盐(1:1) 奥兰西丁 伊咪多二碳酰胺,N-[(3,4-二氯苯基)甲基]-N'-辛基,盐酸盐,水合物(2:2:1)Chemical Name: 1-(3,4-Dichlorobenzyl)-5-octylbiguanide hydrochloride
CAS No. 146509-94-6, 146510-36-3 (free base), 218282-71-4 (hemihydrate)
项目整合开发状态: Discontinued
项目研究机构: Otsuka (Originator)
合成路线: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.
📌 参考资料/链接：
参考文献标题:Biguanide derivs.,manufacturing method thereof,and disinfectants containing the derivs.
文献作者:Ishikawa,H.; Yasumura,K.; Tsubouchi,H.; Higuchi,Y.; Tamaoka,H.(Otsuka Pharmaceutical Co.,Ltd.)
参考来源:EP 0507317
📄 详细内容
合成路线: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.
参考文献标题:Synthesis and structure-activity relationships of new disinfectants
文献作者:Yasumura,K.; Kikuchi,M.; Ishikawa,H.; Ohguro,K.; Tsubouchi,H.
参考来源:Symp Med Chem 1996,Abst 2-P-3
合成路线: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.
参考文献标题:Synthesis and structure-activity relationships of novel antiseptics
文献作者:Kikuchi,M.; Ishikawa,H.; Yasumura,K.; Ohguro,K.; Tsubouchi,H.
参考来源:Bioorg Med Chem Lett 1997,7(13),1721
合成路线: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.
参考文献标题:OPB-2045
文献作者:Sorbera,L.A.; Castar,J.
参考来源:Drugs Fut 1999,24(2),151