title: [New alkylated derivates and dissociation constans of 3-hydroxy-1,2-benzisoxazole].
abstract: In the reactions of 3-hydroxy-1,2-benzisoxazole (BIO) and its 5-Cl and 6-Cl derivatives with ethyl bromoacetate were obtained the mixtures of O- and N- substituted esters but 7-NO2-BIO formed only O-ester. The products of N-aminomethylation of 5-NO2-BIO were active against Trichomonas vaginalis. The structures of pure compounds have been confirmed by elementary analysis and IR spectrometry. Determinations of dissociation constants (pKa) of BIO, 5-Cl-BIO, 6-Cl-BIO, 7-Cl-BIO, 5-F-BIO, 5-NO2-BIO, 7-NO2-BIO by potentiometric titration method were described. Investigated compounds have two values of ionisation constants except the nitro derivatives, this is the confirmation of equilibrium 3-hydroxy-1,2-benzisoxazole <==> 1,2-benzisoxazolinone-3.
authors.affiliation: Zakład Chemii Leków, Akademia Medyczna, ul. Okopowa 1, 20-022 Lublin.
authors.forename: T
authors.initials: T
authors.lastname: Sławik
authors.forename: I
authors.initials: I
authors.lastname: Bień
mesh_terms: D000478:Alkylation; D000818:Animals; D000981:Antiprotozoal Agents / Q000737:chemistry*; D007555:Isoxazoles / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D014246:Trichomonas vaginalis / Q000187:drug effects
chemical_list: C504694:3-hydroxy-1,2-benzisoxazole; D000981:Antiprotozoal Agents; D007555:Isoxazoles