Zaprinast, M&B-22948

扎普司特Chemical Name: 2-o-Propoxyphenyl-8-azapurin-6-one; 1,4-Dihydro-5-(2-propoxyphenyl)-1,2,3-triazolo[4,5-d]pyrimidin-7-one
CAS No. 37762-06-4
项目整合开发状态: Preclinical
项目研究机构: May & Baker (Originator)
合成路线:By reduction of 2-propoxybenzamidoxime (I) with H2 over Raney-Ni in ethanol to give 2-propoxybenzamidine (II),m.p.170-1 C,which was condensed with ethyl alpha-nitrosocyanacetate (A) by means of sodium methoxide in methanol yielding 4-amino-2-(2-propoxyphenyl)-5-nitrosopyrimid-6-one (III),m.p.215-6 C.This compound was reduced with sodium dithionite in water to give 4,5-diamino-2-(2-propoxyphenyl)- pyrimid-6-one (IV),m.p.162-4 C,which was finally cyclized with sodium nitrite in aqueous HCl.
📌 参考资料/链接:
参考文献标题:Pharmaceutical compositions comprising azapurinones useful in treating allergic respiratory disorders
文献作者:Broughton,B.J.; et al.(May & Baker,Ltd.)
参考来源:DE 2162096; FR 2118078; GB 1338235; US 3987160

📄 详细内容


合成路线:By reduction of 2-propoxybenzamidoxime (I) with H2 over Raney-Ni in ethanol to give 2-propoxybenzamidine (II),m.p.170-1 C,which was condensed with ethyl alpha-nitrosocyanacetate (A) by means of sodium methoxide in methanol yielding 4-amino-2-(2-propoxyphenyl)-5-nitrosopyrimid-6-one (III),m.p.215-6 C.This compound was reduced with sodium dithionite in water to give 4,5-diamino-2-(2-propoxyphenyl)- pyrimid-6-one (IV),m.p.162-4 C,which was finally cyclized with sodium nitrite in aqueous HCl.

参考文献标题:M&B 22,948
文献作者:Ryan,M.P.; Castar,J.
参考来源:Drugs Fut 1977,2(1),35


合成路线:By reduction of 2-propoxybenzamidoxime (I) with H2 over Raney-Ni in ethanol to give 2-propoxybenzamidine (II),m.p.170-1 C,which was condensed with ethyl alpha-nitrosocyanacetate (A) by means of sodium methoxide in methanol yielding 4-amino-2-(2-propoxyphenyl)-5-nitrosopyrimid-6-one (III),m.p.215-6 C.This compound was reduced with sodium dithionite in water to give 4,5-diamino-2-(2-propoxyphenyl)- pyrimid-6-one (IV),m.p.162-4 C,which was finally cyclized with sodium nitrite in aqueous HCl.
参考文献标题:Antiallergic activity of 2-phenyl-8-azapurin-6-ones
文献作者:Broughton,B.J.; Chaplen,P.; Knowles,P.; Lunt,E.; Marshall,S.M.; Pain,D.L.; Wooldridge,K.R.
参考来源:J Med Chem 1975,18(11),1117-22


产品链接: CAS No. 37762-06-4››