ARL-67085, AR-C67085MX(former code)
5'-腺苷酸,2-(丙硫代)-,单酐与(二氯甲基苯)双[磷酸],四钠盐(9CI)Chemical Name: 5'-O-[[[Dichloro(phosphono)methyl](hydroxy)phosphoryloxy](hydroxy)phosphoryl]-2-(propylsulfanyl)adenosine tetrasodium salt; 2-(Propylsulfanyl)-5'-adenylic acid monoanhydride with (dichloromethylene)bis(phosphonic acid) tetrasodium salt
CAS No. 145782-75-8
项目整合开发状态: Phase I
项目研究机构: AstraZeneca (Originator)
合成路线:Diazotization of (I) with isoamyl nitrite in the presence of dipropyl disulfide afforded sulfide (III) through the intermediate diazonium salt (II).Further substitution of the chloro atom of (III) for ammonia provided 2-(propylthio)adenosine (IV).The 5'-hydroxyl group of (IV) was then phosphorylated by reaction with phosphoryl chloride in cold triethyl phosphate followed by aqueous work-up.The resulting 5'-monophosphate (V) was treated with carbonyl diimidazole and tri-n-butylamine to produce the phosphoryl imidazole intermediate (VI),which was finally condensed with dichloromethylenebis(phosphonic acid) (X).The target compound was isolated as the tetrasodium salt upon treatment with NaI in methanol-acetone.
📌 参考资料/链接：
参考文献标题:Antagonists of the platelet P2T receptor: A novel approach to antithrombotic therapy
文献作者:Ingall,A.H.; Dixon,J.; Bailey,A.; Coombs,M.E.; Cox,D.; McInally,J.I.; Hunt,S.F.; Kindon,N.D.; Teobald,B.J.; Willis,P.A.; Humphries,R.G.; Leff,P.; Clegg,J.A.; Smith,J.A.; Tomlinson,W.
参考来源:J Med Chem 1999,42(2),213