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Synthesis and Cytostatic Activity of (E)-Ethyl-2-Amino-5-(3,3-Dimethyl-4-Oxobutyliden)-4-Oxo-1- (2-Phenylaminobenzamido)-4,5-Dihydro-1Hpyrrol-3-Carboxylate

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Interaction of (Z)-N-(5-tert-butyl)-2-oxofuran-3(2H)-yliden-2-phenylaminobenzohydrazide (I) with cyanoacetic ester in the presence of triethylamine was used to synthesize the novel derivative (E)-ethyl-2-amino-5-(3,3-dimethyl-4-oxobutyliden)-4-oxo-1-(2-phenylaminobenzamido)-4,5-dihydro-1H-py rrole-3-carboxylate (II). The acute toxicity of this compound was studied, along with its cytotoxic activity against gastrointestinal stromal tumor (GIST) cell line T-1. Compound II showed a concentration- and time-dependent effect comparable with the antitumor compounds imatinib, paclitaxel, etoposide, and hydroxyurea.

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Author information

Correspondence to S. S. Zykova.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 53, No. 10, pp. 15 – 18, October, 2019.

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Zykova, S.S., Kizimova, I.A., Syutkina, A.I. et al. Synthesis and Cytostatic Activity of (E)-Ethyl-2-Amino-5-(3,3-Dimethyl-4-Oxobutyliden)-4-Oxo-1- (2-Phenylaminobenzamido)-4,5-Dihydro-1Hpyrrol-3-Carboxylate. Pharm Chem J (2020) doi:10.1007/s11094-020-02096-z

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Keywords

  • 2-amino-5-substituted derivatives of 4,5-dihydro-1H-pyrrole-3-carboxulate
  • MTT test
  • acute toxicity
  • cytotoxicity
  • GIST T-1 tumor cell line