Apafant, DE-081, WEB-2086
阿帕泛Chemical Name: 3-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]propionic acid morpholide
CAS No. 105219-56-5
项目整合开发状态: Discontinued
项目研究机构: Boehringer Ingelheim (Originator), Santen (Licensee)
合成路线:Starting from 4-dicarbethoxybutan-1-one (I) and o-chlorocyanoacetophenone (II),in the presence of sufur the aminobenzoylthiophene (III) was obtained.Saponification,decarboxylation and esterification yielded the mono ester (IV),which was acetylated to (V).Amination and ring closure gave the corresponding diazepinone (VII).Sulfuration of (VII),treatment with hydrazine and then with orthoacetate yielded the triazolo compound (X).Saponification of (X) and amidation with morpholine in the presence of carbodiimidazole gave WEB 2086.
📌 参考资料/链接：
参考文献标题:Thieno-triazolo-1,4-diazepino-2-carboxamides,proc
文献作者:Weber,K.-H.; Walther,G.; Harreus,A.; Casals Stenzel,J.; Muacevic,G.; Tr鰃er,W.(Boehringer Ingelheim GmbH)
参考来源:AU 8652728; DE 3502392; EP 0194416; ES 8802426; ES 8802523; JP 1986176591; JP 1990191281; US 4968794; US 5082839; US 5155103
📄 详细内容
合成路线:Starting from 4-dicarbethoxybutan-1-one (I) and o-chlorocyanoacetophenone (II),in the presence of sufur the aminobenzoylthiophene (III) was obtained.Saponification,decarboxylation and esterification yielded the mono ester (IV),which was acetylated to (V).Amination and ring closure gave the corresponding diazepinone (VII).Sulfuration of (VII),treatment with hydrazine and then with orthoacetate yielded the triazolo compound (X).Saponification of (X) and amidation with morpholine in the presence of carbodiimidazole gave WEB 2086.
参考文献标题:WEB 2086
文献作者:Weber,K.H.
参考来源:Drugs Fut 1988,13(3),242
合成路线:Starting from 4-dicarbethoxybutan-1-one (I) and o-chlorocyanoacetophenone (II),in the presence of sufur the aminobenzoylthiophene (III) was obtained.Saponification,decarboxylation and esterification yielded the mono ester (IV),which was acetylated to (V).Amination and ring closure gave the corresponding diazepinone (VII).Sulfuration of (VII),treatment with hydrazine and then with orthoacetate yielded the triazolo compound (X).Saponification of (X) and amidation with morpholine in the presence of carbodiimidazole gave WEB 2086.
参考文献标题:Brotizolam radioimmunoassay: Development,evaluati
文献作者:Bechtel,W.D.; Weber,K.-H.
参考来源:J Pharm Sci 1985,741265
产品链接: CAS No. 105219-56-5››