Synthesis and molluscicidal activity of some 1,3,4-triaryl-5-chloropyrazole, pyrano[2,3-c]pyrazole, pyrazolylphthalazine and pyrano[2,3-d]thiazole derivatives.
2-(5-Chloro-1,3-diphenyl-1H-pyrazol-4-ylmethylene)-malononitrile 1a reacts with the arylidenes of malononitrile 2a-d to afford the triaryl-5-chloropyrazoles 3a-d, respectively. 1a reacts with the active methylene pyrazolinones 5a, b and 12a, b to afford different products 8, 9, 10, 11, and 14a, b--depending on the substitution in the pyrazole ring. Compound 1a reacts also with the pyridazinone derivative 15 to afford the phthalazinone 16, and with the thiazolinones 17a-c to afford the pyrano[2,3-d]thiazoles 20a-c, respectively. It reacts also with the malononitrile dimer 21a and with ethyl cyanoacetate dimer 21b to yield the pyrazolyl pyridines 22a, b, respectively. The synthesized compounds showed a moderate molluscicidal activity towards Biomphalaria alexandrina snails.
Abdelrazek
Fathy M
FM
Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt. prof_fmrazek@yahoo.com
Michael
Farid A
FA
Mohamed
Alaa E
AE
D000818:Animals; D001700:Biomphalaria; D004305:Dose-Response Relationship, Drug; D015394:Molecular Structure; D008975:Molluscacides / Q000138:chemical synthesis*; D010793:Phthalazines / Q000138:chemical synthesis*; D011720:Pyrazoles / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis*
D008975:Molluscacides; D010793:Phthalazines; D011720:Pyrazoles; D013844:Thiazoles