1627962-89-3Relevant academic research and scientific papers
Synthesis of novel hexahydroquinolines and 6-amino-2-oxopyridine-3,5-dicarbonitriles incorporating sulfamethoxazole via [3?+?3] annulation
Abdelmoniem, Amr M.,Abdelrahman, Mohamed Gamal Mohamed,Ghozlan, Said Ahmed Soliman,Abdelhamid, Ismail A.
, p. 3387 - 3395 (2019/11/03)
Cyclic enaminone and cyanoacetamide derivative with incorporated sulfamethoxazole moiety were prepared. Their reactions with arylidenemalononitrile derivatives in ethanol or pyridine/piperidine at reflux yielded the corresponding hexahydroquinoline and 6-amino-2-oxopyridine-3,5-dicarbonitrile derivatives incorporating sulfamethoxazole. The mechanism and structural elucidation of products were discussed.
Synthesis and antimicrobial evaluation of some isoxazole based heterocycles
Darwish, Elham S.,Atia, Khalid A.,Farag, Ahmad M.
, p. 1393 - 1411 (2014/07/07)
The versatile hitherto unreported 2-cyano-N-(4-{[(5-methylisoxazol- 3-yl)amino]sulfonyl}phenyl)acetamide (3) was utilized for the synthesis of a variety of heterocycles incorporating sulfamoyl moiety. The 2-pyridone derivatives were obtained via reaction of cyanoacetamide with pentane-2,4-dione, arylidenes malononitrile, or terephthalaldehyde and malononitrile upon heating under reflux in the presence of a catalyst. Condensation of the cyanoacetamide 3 with salicylaldehyde furnished the corresponding chromene derivatives. Coupling of 3 with arene diazonium chlorides gave the hydrazone derivatives 13a-c, which upon treatment with hydrazine hydrate and ethyl chloroformate furnished the corresponding pyrazole and triazine derivatives, respectively. Reaction of 3 with carbon disulfide and 1,2-dibromoethane, 1,3-dibromopropane or dimethyl sulfate afforded 2-cyano-2-(1,3-dithiolan-2-ylidene)-N-(4-{[(5-methylisoxazol-3- yl)amino]sulfonyl}phenyl)acetamide (18), 2-cyano-2-(1,3-dithian-2-ylidene)-N- 4-{[(5-methylisoxazol-3-yl)amino]sulfonyl}phenyl)acetamide (19), and 2-cyano- N-(4-{[(5-methylisoxazol-3-yl)amino]sulfonyl}phenyl)-3,3-bis(methylthio) acrylamide (20). The newly synthesized compounds were evaluated for their in vitro antibacterial and antifungal activities, and showed promising results.
