Chemistry of Phosphorus Ylides. Part 22 [1]. Effect of Newly Synthesized Niclosamide Mannich Bases, Phosphopyranones, Phosphoranylidenes, and Oxaphosphinin on Some Metabolic Aspects of Biomphalaria Alexandrina

Summary.

Niclosamide reacts with secondary amines and formaldehyde under the condition of Mannich reaction, to give new Mannich bases. The reaction of these niclosamide Mannich bases with active phosphacumulene ylides affords the corresponding phenyliminopyranone, pyranone, and pyranthione, respectively. When Wittig reaction was carried out on the pyranone, using p-nitrobenzaldehyde, a new arylidene and triphenylphosphine oxide were obtained. On the other hand, stabilized phosphonium ylides affect the transylidation of niclosamide Mannich bases to the corresponding phosphoranylidenes. When diphenylmethylenetriphenylphosphorane reacts with a niclosamide Mannich base, an oxaphosphinin was obtained. The molluscicidal potency of the newly synthesized derivatives against Biomphalaria alexandrina was studied, too.