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一些新型含氟的2-([2-(氟芳基)-1H-吲哚-3-基]亚甲基)肼基硫代甲酰胺和2-(氟芳基)-([5-(取代亚苄基)-4-氧代-2-噻唑烷叉基]腙)-1H-吲哚-3-甲醛的合成及抗生育活性

Synthesis and antifertility activity of some new fluorine containing 2-([2-(fluoroaryl)-1H-indol-3- yl]methylene)hydrazinecarbothioamides and 2-(fluoroaryl)-([5-(substituted benzylidene)-4-oxo-2-thiazolidinylidene]hydrazone)- 1H-indole-3-carboxaldehydes.

作者信息

Joshi K C, Pathak V N, Chaturvedi R K

出版信息

Pharmazie. 1986 Sep;41(9):634-6.

PMID:3797453
Abstract

New fluorine containing 2-(fluoroaryl)-1H-indole-3-carboxaldehydes have been synthesized and subjected to reaction with thiosemicarbazide to give corresponding 2-([2- (fluoroaryl)-1H-indol-3-yl]methylene)hydrazinecarbothiamides which were cyclized in the presence of chloroacetic acid, sodium acetate and substituted benzaldehydes to 2-(fluoroaryl)-([5- (substituted benzylidene)-4-oxo-2-thiazolidinylidene]hydrazone)- 1H-indole-3-carboxaldehydes as potential antifertility agents. In preliminary screening, 2-(4'-fluorophenyl)- ([5-(methylene-3,4-dioxyphenyl)-4-oxo-2- thiazolidinylidene]hydrazone)-1H-indole-3-carbocaldehyde exhibited pronounced antifertility activity. All these new compounds have been characterized by analytical and spectral (IR, PMR, MS) studies.

摘要

新型含氟的2-(氟芳基)-1H-吲哚-3-甲醛已被合成,并使其与氨基硫脲反应,得到相应的2-([2-(氟芳基)-1H-吲哚-3-基]亚甲基)肼基碳硫酰胺,该产物在氯乙酸、乙酸钠和取代苯甲醛存在下环化,生成2-(氟芳基)-([5-(取代亚苄基)-4-氧代-2-噻唑烷叉基]腙)-1H-吲哚-3-甲醛,作为潜在的抗生育剂。在初步筛选中,2-(4'-氟苯基)-([5-(亚甲基-3,4-二氧苯基)-4-氧代-2-噻唑烷叉基]腙)-1H-吲哚-3-碳醛表现出显著的抗生育活性。所有这些新化合物均通过分析和光谱(红外、核磁共振氢谱、质谱)研究进行了表征。

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