765949-69-7Relevant academic research and scientific papers
Synthesis and biological testing of novel analogues of sydnone as potential antibacterial agents.
Moustafa, Mohamed A,Nasr, Magda N,Gineinah, Magdy M,Bayoumi, Waleed A
, p. 164 - 170 (2004)
Several series of 3-phenylsydnone derivatives conjugated to well-known moieties with antibacterial activity were synthesized via several routes. These derivatives include 3-cyano-2-oxopyridine, 2-amino-3-cyanopyridine, 2-arylidene-1-ethylidenehydrazine and 2-aroyl-1-ethylidenehydrazine moieties. Thus, the key intermediate 3-(4-acetylphenyl)sydnone (3) was allowed to react with the appropriate aldehyde, ethyl cyanoacetate or malononitrile in presence of excess ammonium acetate in two steps (method 1) or through a one-pot reaction technique (methods 2 and 3) to give the corresponding sydnone derivatives 5 and 6, respectively. Moreover, condensation of compound 3 with hydrazine hydrate followed by the reaction with the appropriate aldehyde, mono- and dicarboxylic acid hydrazide yielded the corresponding sydnone derivatives 8, 9 and 10, respectively. Most of the synthesized compounds were screened for their in vitro antibacterial activity against various pathogenic organisms of both Gram-positive and Gram-negative bacteria. The minimum inhibitory concentrations (MICs) were determined using agar dilution method.
Ring transformation reactions of 3-[3/4-acetylphenyl] sydnones; synthesis of oxime, hydrazone and dibromo derivatives of 3-[3/4-acetylphenyl] sydnones and 3-[3/4-acetylphenyl]-5-methyl-[1,3,4]oxadiazolin-2-ones
Latthe, Prashant R.,Kamble, Ravindra R.,Badami, Bharati V.
, p. 654 - 658 (2007/10/03)
The oximes (3 and 4) and hydrazone (5a,b and 6a,b) derivatives of m/p-acetylphenylsydnones (1 and 2) have been subjected to one-pot ring conversion to the 3-[m/p-acetylphenyl]-5-methyl-[1,3,4]oxadiazolin-2-ones (7, 8, 9a,b and 10a,b). The α,β-unsaturated
