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Research Article Open access CC BY 3.0

Synthesis of Some New Phthalimides as Anti-metabolic Agents with Chemotherapeutic Effects

Fathy A. Yassin, Amal F. Seleim, Ali M. Hassan, Atif F. Hadad, Nahed M. Fathy, M. Fayad

Journal of Pharmaceutical Research International · pp. 1923–1936 · Published 8 Aug 2014

10.9734/BJPR/2014/6355

Abstract

A series of new phthalimides 1(a-f) were synthesized via reaction phthalic anhydride with different amino acids under fusion conditions. Esterification of N-phthaloyl acid derivatives 1(a-f) with methanol in the presence of SOCl2 to producing the corresponding esters 2(a-f). Which on reaction with hydrazine hydrate in boiling n-butanol afforded the corresponding N-phthaloyl acid hydrazides 4(a-f) Reaction of compound (4a) with different aldehydes and ketones yielded the corresponding hydrazone derivatives 5(a-d). Some new phthalimides linked to hetero cyclic moieties such as benzimidazoles, benzoxazines and quinazolines were synthesized. The structure of the synthesized compounds was confirmed from their analytical and spectral data such as, IR spectra, 1H-NMR and mass spectra. Antimicrobial against two types of bacteria and anticancer activity for some of the synthesized imides were evaluated. The results showed that most of them have a good antimicrobial and anticancer activities.

Phthalimide phthaloyl ethyl glycinate benzimidazoles benzoxazines quinzolinones anti-inflammatory antihypertensive activity antimicrobial anticancer activities.

Cited by 4

Synthesis, molecular docking, and antiepileptic activity of new N-phthaloylglycine derivatives

Mona khademi, Fatemeh Moradkhani, Faezeh Sadat Hosseini · Journal of the Iranian Chemical Society · 2022

Facile, Expeditious and Cost-effective Preparation of N-Phthaloyl (S)-Amino Acids and Their in silico Activities against Staphylococcus Aureus

Aisha Saddiqa, Iram Shahzadi, Muhammad Usman · Organic Preparations and Procedures International · 2022

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