Quality Control of 2,5-Diphenyloxazole. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2,5-Diphenyloxazole, is researched, Molecular C15H11NO, CAS is 92-71-7, about Synthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles. Author is Narita, Koichi; Suganuma, Keisuke; Murata, Toshihiro; Kondo, Ryutaro; Satoh, Hiroka; Watanabe, Kazuhiro; Sasaki, Kenroh; Inoue, Noboru; Yoshimura, Yuichi.
African trypanosomiasis is a zoonotic protozoan disease affecting the nervous system. Various natural products reportedly exhibit trypanocidal activity. Naturally occurring 2,5-diphenyloxazoles present in Oxytropis lanata, and their derivatives, were synthesized. The trypanocidal activities of the synthesized compounds were evaluated against Trypanosoma brucei brucei, T. b. gambiense, T. b. rhodesiense, T. congolense, and T. evansi. Natural product 1 exhibited trypanocidal activity against all the species/subspecies of trypanosomes, exhibiting half-maximal inhibitory concentrations (IC50) of 1.1-13.5 μM. Modification of the oxazole core improved the trypanocidal activity. The 1,3,4-oxadiazole (7) and 2,4-diphenyloxazole (9) analogs exhibited potency superior to that of 1. However, these compounds exhibited cytotoxicity in Madin-Darby bovine kidney cells. The O-methylated analog of 1 (12) was non-cytotoxic and exhibited selective trypanocidal activity against T. congolense (IC50 = 0.78 μM). Structure-activity relationship studies of the 2,5-diphenyloxazole analogs revealed aspects of the mol. structure critical for maintaining selective trypanocidal activity against T. congolense.
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Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica