Synthesis of Some New Pyridazine Derivatives for Anti-HAV Evaluation

Abstract

4-(2-(4-Halophenyl)hydrazinyl)-6-phenylpyridazin-3(2H)-ones 1a,b were prepared and treated with phosphorus oxychloride, phosphorus pentasulphide and ethyl chloroformate to give the corresponding chloropyridazine, pyridazinethione, oxazolopyridazine derivatives 2–4, respectively. Compound 2 reacted with hydrazine hydrate to afford hydrazinylpyridazine 7. The reaction of 4-(2-(4-chlorophenyl)hydrazinyl)-3-hydrazinyl-6-phenylpyridazine (7) with acetic anhydride, p-chlorobenzaldehyde and carbon disulphide gave the corresponding pyridazinotriazine derivatives 8–10. On the other hand, 5-(4-chlorophenylamino)-7-(3,5-dimethoxybenzylidene)-3-phenyl-5H-pyridazino[3,4-b][1,4]thiazin-6(7H)-one (11) was prepared directly from the reaction of compound 3 with chloroacetic acid in presence of p-chlorobenzaldehyde. Compound 11 reacted with nitrogen nucleophiles (hydroxylamine hydrochloride, hydrazine hydrate) and active methylene group-containing reagents (malononitrile, ethyl cyanoacetate) to afford the corresponding fused compounds 12–15, respectively. Pharmacological screening for antiviral activity against hepatitis A virus (HAV) was performed for the new compounds. 4-(4-Chlorophenylamino)-6-phenyl-1,2-dihydropyridazino[4,3-e][1,2,4]triazine-3(4H)-thione (10) showed the highest effect against HAV.

Synthesis, Molecular Docking and in Vitro Screening of Some Newly Synthesized Triazolopyridine, Pyridotriazine and Pyridine–Pyrazole Hybrid Derivatives

“…In line with our previous work [ 58 , 59 , 60 , 61 ] and our observations, we propose the modification of new heterocyclic compounds containing a pyridine nucleus in the hope that they could possess good anti-oxidant ability and anti-microbial activity.…”

Development of a Novel Series of Anticancer and Antidiabetic: Spirothiazolidines Analogs

“…In continuation of our earlier interest on the synthesis of a wide range of applicable heterocyclic compounds [11,12,13,14,15,16,64,65,66,67,68,69,70,71,72,73,74,75,76,77], the starting compound 4-(4-aminophenyl)-1-thia-4-azaspiro [4.5]decan-3-one (1) was prepared by condensation between cyclohexanone, p-phenyllenediamine, and thioglycolic acid in dry toluene. Compound 1 was reacted with nitrogen nucleophiles such as hydrazine hydrate, phenylhydrazine, and/or thiosemicarbaxzide to give the hydrazones 2 – 4 , respectively.…”

“…As a continuation to our program directed towards the synthesis of useful chemotherapeutic agency [66,67,68,69,70,71,72,73,74,75,76,77,78], we decided to explore other spirothiazolidinone derivatives for multiple potential biological activities. The current study was designed to locate novel important scaffold spiro (cyclohexane-thiazolidine) derivatives that can inhibit human cancer targets MCF-7 and HepG-2.…”

Synthesis of arylidene hydrazinylpyrido[2,3-d]pyrimidin-4-ones as potent anti-microbial agents

“…According to which we mentioned high; we attempts to combine hydrazine function group and pyrido[2,3- d ]pyrimidin-4( 3H )-one together with a view to obtain more potent antimicrobial analogues. As a part of our program aims to develop synthesis of new biologically active heterocycles [ 45 , 48 , 49 , 50 , 51 ], In this study we are targeted to synthesize certain new pyrido[2,3- d ]pyrimidin-4( 3H )-ones with thiophene nucleus at position 7 and various substituted at position 5 bearing arylidene hydrazinyl groups and study their antimicrobial influence.…”