O-aminophenol Derivatives Research Articles

Oxidation of 2,3-disubstituted indoles with m-chloroperbenzoic acid. Formation of o-aminophenol derivatives and a dimeric product

Oxidation of tetrahydrocarbazole (5) with m-chloroperbenzoic acid in methylene dichloride at –60 °C gave the N-benzoyl-o-aminophenol (11) together with the hydroxy-3H-indole (7) and the indol-3(2H)-one (9). The N-benzoyl-o-aminophenol (11) was found to be derived from the hydroxy-4aH-carbazole (7)via an unstable tertiary amine intermediate (17) by further oxidation. The N-benzoyl-o-aminophenol (11) was also obtained by the oxidation of the other hydroxy-3H-indoles (18), (19), and (24). On the other hand, similar oxidation of N-methyl-tetrahydrocarbazole (6) gave the hydroxyenamine (28) and its dimer (27), and of 2,3-diphenylindole (31) and the N-methyl derivative (30) gave the hydroxy-3H-indole (19) and the ketoamide (33), while the 1,4-benzoxazine derivatives (34) and (35) were obtained in the case of the N-acetyl derivative (32).

Fluorometric Determination of ChlorzoxazoneviaChemical Derivatization

Abstract Parameters for the fluorometric determination of chlorzoxazone based on chemical derivatization with various fluorogenic reagents is presented. Among the reagents utilized were dansyl chloride, fluorescamine, 2,4-dihydroxybenzaldehyde and salicylaldehyde. The reagents were reacted with either intact chlorzoxazone or with the o-aminophenol and semicarbazide derivatives formed by reaction of the drug with aqueous base and hydrazine hydrate, respectively. The fluorophor formed by basic hydrolysis of chlorzoxazone followed by reaction with fluorescarnine was the most sensitive procedure investigated. Fluorescence was linear over the range 0.27–3.4 μg/ml. Application of the procedure to the analysis of chlorzoxazone in a dosage form and in spiked human plasma and urine samples gave accuracy in the range 1–4%.

Studies on the formation of phenoxazine-pigment from o-aminophenol derivatives by hemoglobin. I. Conversion of 3-OH-anthranilic acid into cinnabarinic acid in the presence of Mn

Studies on the formation of phenoxazine-pigment from o-aminophenol derivatives by hemoglobin. I. Conversion of 3-OH-anthranilic acid into cinnabarinic acid in the presence of Mn

Correction. Reaction of "Sulfenes" with Aryl Nitrones and N-Phenylhydroxylamines to Form Benzoxathiazepines and o-Aminophenol Derivatives, respectively.

Correction. Reaction of "Sulfenes" with Aryl Nitrones and N-Phenylhydroxylamines to Form Benzoxathiazepines and o-Aminophenol Derivatives, respectively.

Reaction of "sulfenes" with aryl nitrones and N-phenylhydroxyl-amines to form benzoxathiazepines and o-aminophenol derivatives, respectively

Reaction of "sulfenes" with aryl nitrones and N-phenylhydroxyl-amines to form benzoxathiazepines and o-aminophenol derivatives, respectively

SYNTHESIS OF O-AMINOPHENOL DERIVATIVES

Fifteen kinds of o-aminophenol derivatives, including 2-(2, 4-dihydroxy-6-methyl- and-5-ethyl-benzylideneamino) phenol and sodium (o-hydroxyanilino) methanesulfonate, were synthesized. Of the compounds synthesized, sodium (o-hydroxyanilino) methanesulfonate is easily soluble in water and showed antibacterial action, at 6.25γ/ml., against human-type sensitive H37Rv-S strain tubercle bacilli and on H37Rv-S strain resistant to isonicotinoyl hydrazide, streptomycin, and PAS, while o-aminophenol is effective at 1.25γ/ml. concentration. However, the toxicity of this sodium salt is 1/10 that of o-aminophenol and a fairly good clinical result was observed in combined use with kanamycin and cycloserine.