Novel Method of Synthesis and Antimicrobial Evaluation of 2-Aroyl-6-Hydroxy/Chloro/Hydrazino/Carboxymethoxy-3(2h)-Pyridazinones

Abstract

Maleoylchloride on cyclocondensation with aromaticacidhydrazides yields 2-aroyl-6hydroxy-3(2H)-pyridazinones (1a-o). Compounds (1a-o) on chlorination with POCI3 followed by the action of hydrazine hydrate affords corresponding 2-aroyl-6-chloro-3(2H)-pyradazinones (2a-o) and 2-aroyl-6-hydrazino-3(2H)-pyradazinones (3a-o). Compounds (1a-o) on reaction with monochloroaceticacid in aq.NaOH furnishes 2-aroyl-6-carboxymethoxy-3(2H)-pyradazinones (4a-o). The constitution of the products (1 to 4) have been elucidated by elemental analyses and spectral data. The products have been assayed for their antimicrobial activities.( 4a · 0 ) R = Aryl 267 Brought to you by |

In Vitro Antimicrobial Activities of 6-Substituted-3(2H)- pyridazinone-2-acetyl-2- (substituted/nonsubstitutedbenzal/ acetophenone) Hydrazone Derivatives

“…The synthesis of novel pyridazinone derivatives is an important point to evaluate their chemical and biological activities. In particular, the cardiovascular effects of these compounds have been studied extensively (10,11). Various compounds synthesized in this area are being investigated as phosphodiesterase-III inhibitors, new antiplatelet and cardiotonic agents (8).…”

“…In particular, 3(2H)-pyridazinones are becoming remarkable therapeutic agent. Purohit et al found that 3(2H)-pyridazinone derivatives were effective against B. megaterium, B. subtilis, E. coli, P. fluorescens and Aspergillus species (11). Sonmez et al detected that 5-benzoyl-4hydroxy-2-methyl-6-phenyl-2H-pyridazin-3one compound showed good inhibition activity against Gram-positive, Gram-negative bacteria and fungi isolates with MICs in the range of 0.16-0.005 mg / ml (14).…”

“…Recent researches have revealed that substituted pyridazinones have various chemical and biological activities such as anti-inflammatory and analgesic, antidepressant, anti-hypertensive, anticonvulsant, cardiotonic, antibacterial, antifungal, antitubercular, diuretics, anti-HIV, antimalarial and anti-cancer effects (6)(7)(8)(9). To this effect, 3(2H)-pyridazinones first prepared by Fischer have a unique structure and display variety of pharmacological and therapeutic properties (10)(11)(12)(13). It was reported that this special skeleton could be functional at various ring positions.…”

“…Therefore, this structure attracts many scientists to synthesize and design new drugs. There are various studies reporting antibacterial, antitubercular and anti-fungal effects of these compounds (11)(12)(13). Anti-fungal activity of pyridazinone derivatives was detected against Candida albicans and Cryptococcus neoformans which cause secondary infections in immunosuppressive patients (14,15).…”

The Chemistry of Alkenyl Nitriles and its Utility in Heterocyclic Synthesis

“…The recent wide applications of 2-propenoylamides, esters and 2-propenoyl chlorides in the synthesis of biologically and pharmacologically active compounds [330][331][332][333][334][335][336][337][338][339][340] and beside their uses in the synthesis of industriasl products make them worthy to be synthesized to obtain new structures of anticipated enhanced potency. Madkour et al reported the reaction and uses of 3-(4'-methoxyphenyl) and 3-(2'-thienyl)-2-cyano-2-propenoyl chloride in heterocyclic synthesis, as described in Scheme 157.…”