title: Synthesis of Some New Pyridazine Derivatives for Anti-HAV Evaluation.
abstract: 4-(2-(4-Halophenyl)hydrazinyl)-6-phenylpyridazin-3(2H)-ones1a,bwere prepared and treated with phosphorus oxychloride, phosphorus pentasulphide and ethyl chloroformate to give the corresponding chloropyridazine, pyridazinethione, oxazolopyridazine derivatives2-4, respectively. Compound2reacted with hydrazine hydrate to afford hydrazinylpyridazine7. 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 derivatives8-10. 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 compound3with chloroacetic acid in presence ofp-chlorobenzaldehyde. Compound11reacted with nitrogen nucleophiles (hydroxylamine hydrochloride, hydrazine hydrate) and active methylene group-containing reagents (malononitrile, ethyl cyanoacetate) to afford the corresponding fused compounds12-15, 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.
authors.affiliation: Department of Chemistry, College of Science, Taibah University, Al-Madinah Al-Monawarah 1343, Saudi Arabia. emanmflefel@yahoo.com.|Department of Photochemistry, Chemical Industries Research Division, National Research Centre, 33 EL-Bohouth St., Dokki 12622, Giza, Egypt. emanmflefel@yahoo.com.
authors.forename: Eman M
authors.initials: EM
authors.lastname: Flefel
authors.affiliation: Department of Photochemistry, Chemical Industries Research Division, National Research Centre, 33 EL-Bohouth St., Dokki 12622, Giza, Egypt. walednrc@gmail.com.
authors.forename: Waled A
authors.initials: WA
authors.lastname: Tantawy
authors.affiliation: Department of Photochemistry, Chemical Industries Research Division, National Research Centre, 33 EL-Bohouth St., Dokki 12622, Giza, Egypt. walaa.elsofany@gmail.com.
authors.forename: Walaa I
authors.initials: WI
authors.lastname: El-Sofany
authors.affiliation: Department of Photochemistry, Chemical Industries Research Division, National Research Centre, 33 EL-Bohouth St., Dokki 12622, Giza, Egypt. mahmoudelshahat@gmail.com.
authors.forename: Mahmoud
authors.initials: M
authors.lastname: El-Shahat
authors.affiliation: Department of Photochemistry, Chemical Industries Research Division, National Research Centre, 33 EL-Bohouth St., Dokki 12622, Giza, Egypt. ahmedcheme4@yahoo.com.
authors.forename: Ahmed A
authors.initials: AA
authors.lastname: El-Sayed
authors.affiliation: Department of Water Pollution, Environmental Research Division, National Research Centre, 33 EL-Bohouth St., Dokki 12622, Giza, Egypt. dnanadeem@yahoo.com.
authors.forename: Dina N
authors.initials: DN
authors.lastname: Abd-Elshafy
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D056945:Hep G2 Cells; D030041:Hepatitis A virus / Q000187:drug effects* / Q000502:physiology; D006801:Humans; D015394:Molecular Structure; D011724:Pyridazines / Q000138:chemical synthesis / Q000494:pharmacology*; D010948:Viral Plaque Assay; D014779:Virus Replication
chemical_list: D000998:Antiviral Agents; D011724:Pyridazines
keywords: fused pyridazine derivatives; hepatitis A virus (HAV); pyridazine