NEW PIRROLO 3,2-e]INDOL DERIVATIVES, PROCESS FOR THE PREPARATION THEREOF AND APPLICATIONS
申请人:UNIVERSIDAD DE
SANTIAGO DE COMPOSTELA
公开号:EP0680964A1
公开(公告)日:1995-11-08
The new pirrolo [3,2-e]indol derivatives have the formulae (I), (Ia) and (II) wherein R is substituted or unsubstituted aryl or heteroaryl, R' is substituted or unsubstituted alcanoyl, alkenoyl, alkinoyl, arenocarbonyl or heterareocarbonyl and X is chloro, bromo, iodo or alkylsulfonyl or arylsulfonyl. The process comprises: (a) deacylating (VII) in order to obtain (VIII); (b) subjecting (VIII) to a cyclopropyl ring opening raction in order to give (IX); (c) reacting (IX) with acid R-COOH in order to yield (I); (d) optionally, reacting (I) with a base in the presence of a condensing agent in order to obtain (II); (e) optionally, reacting (I) with a carboxylic acid in the presence of a condensing agent or with an acid chloride in the presence of a base to give (Ia). The compounds (I), (Ia) and (II) find application as agents having antitimoral activity for the treatment of cancer.
新的吡咯并[3,2-e]吲哚衍生物具有式(I)、(Ia)和(II),其中 R 是取代或未取代的芳基或杂芳基,R'是取代或未取代的丙酰基、烯酰基、烷酰基、壬羰基或杂羰基,X 是氯、溴、碘或烷基磺酰基或芳基磺酰基。该工艺包括(a) 对(VII)进行脱酰基反应,得到(VIII); (b) 对(VIII)进行环丙基开环反应,得到(IX); (c) 使(IX)与酸 R-COOH 反应,得到(I);(d) 可选择在有缩合剂存在的情况下,使(I)与碱反应,以得到(II); (e) 可选择在有缩合剂存在的情况下,使(I)与羧酸反应,或在有碱存在的情况 下,使(Ia)与酰氯反应,以得到(Ia)。化合物(I)、(Ia)和(II)可用作治疗癌症的具有抗口服活性的制剂。