Solvent free synthesis, crystal studies, docking studies and antibacterial properties of some novel fluorinated pyridazinone derivatives

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• 作者：H.B.V. Sowmya ; T.H. Suresha Kumara ; G. Nagendrappa ; Jerry P. Jasinski ; Sean P. Millikan ; Gilish Jose ; Dileep R ; P.S. Sujan Ganapathy
• 关键词：Organofluorine compounds ; Microwave synthesis ; Docking studies ; Antibacterial studies ; X-ray crystal studies
• 刊名：Journal of Molecular Structure
• 出版年：24 December, 2013
• 年：2013
• 卷：1054-1055
• 期：Complete
• 页码：179-187
• 全文大小：1909 K

文摘

The solvent free synthesis of six 6-(3,5-difluorophenyl)-4,5-dihydropyridazin-3(2H)-one derivatives was carried out by microwave irradiation of a pulverized mixture of 4-(3,5-difluorophenyl)-4-oxobutanoic acid and substituted hydrazine hydrochloride in presence of catalytic amount of acetic acid at 150 掳C/75 W for 5 min. Single crystals of two derivatives, C₁₆H₁₂N₂OF₂ [3a] and C₁₆H₁₁N₂OF₃ [3f] were formed allowing for structural analysis. [C₁₆H₁₂N₂OF₂]: orthorhombic, Pbcn; a = 17.1583(5) 脜, b = 11.3751(3) 脜, c = 13.7704(4) 脜, V = 2687.67(13) 脜³, Z = 8, 173(2) K, 渭(Cu K伪) = 0.920 mm^鈭?, D_calc = 1.415 g/mm³, 16553 reflections, 2651 unique (R_int = 0.0298); R₁ = 0.0394 (I > 2蟽(I)) and wR₂ = 0.1118 (all data). [C₁₆H₁₁N₂OF₃]: triclinic, P-1, a = 7.4837(4) 脜, b = 13.3707(10) 脜, c = 13.7194(9) 脜, 伪 = 76.622(6)掳, 尾 = 88.771(5)掳, 纬 = 81.453(5)掳, V = 1320.60(16) 脜³, Z = 4, 173(2) K, 渭(Cu K伪) = 1.087 mm^鈭?, D_calc = 1.530 g/mm3, 8522 reflections, 5092 unique (R_int = 0.0277); R₁ = 0.0441 (I > 2蟽(I)) and wR₂ = 0.1289 (all data). Preliminary antibacterial properties and docking studies are described for all the six derivatives.