Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives.
The chromene derivative 4 reacts with acetic anhydride, phenylisothiocyanate and ethyl orthoformate to afford the N-acetyl derivative 6, the chromenopyrimidine 8 and the formimidate 9, respectively. 2-(1H-Indol-3-ylmethylene)-malononitrile 10b reacts with 1,3-cyclohexanedione and dimedone 11a, b to afford the 4(3-indolyl)-chromene derivatives 12a, b respectively, and with the pyrazolone derivatives 13a-d to afford the arylidene exchange derivatives 14a-c and the pyranopyrazole derivative 15, respectively. The arylidene derivatives 10a, b react also with indane-1,3-dione 16 to afford the arylidene exchange derivatives 18a, b. The molluscicidal activity of the synthesized compounds towards Biomphalaria alexandrina snails, the intermediate host of Schistosoma mansoni, was investigated and most of them showed weak to moderate activity.
Abdelrazek
Fathy M
FM
Department of Chemistry, Technische Universität Dresden, Dresden, Germany. prof_fmrazek@yahoo.com
Metz
Peter
P
Kataeva
Olga
O
Jäger
Anne
A
El-Mahrouky
Sherif F
SF
D000818:Animals; D001578:Benzopyrans / Q000138:chemical synthesis*; D001700:Biomphalaria; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D015394:Molecular Structure; D008975:Molluscacides / Q000138:chemical synthesis*; D011714:Pyrans / Q000138:chemical synthesis*; D011720:Pyrazoles / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D001578:Benzopyrans; D008975:Molluscacides; D011714:Pyrans; D011720:Pyrazoles