Degradation of 3-Chloro-p-toluidine Hydrochloride in Watermelon Bait. Identification and Chemical Characterization of Novel N-Glucoside and Oxopropanimine

• Published in: Journal of agricultural and food chemistry Vol. 44; no. 12; pp. 3983 - 3988
• Main Authors: Tawara, Jeanne N, Johnston, John J, Goodall, Margaret J
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 18.12.1996; Amer Chemical Soc
• Subjects: ADDITIF AUX ALIMENTS DES ANIMAUX; ADITIVOS DE PIENSOS; AGENT DE CONSERVATION; Agriculture; Agriculture, Multidisciplinary; AVICIDAS; AVICIDE; Biological and medical sciences; Chemistry; Chemistry, Applied; CITRULLUS LANATUS; DEGRADACION; DEGRADATION; ESPECTROMETRIA; Food Science & Technology; FOTOLISIS; Fundamental and applied biological sciences. Psychology; IDENTIFICACION; IDENTIFICATION; Life Sciences & Biomedicine; PHOTOLYSE; Physical Sciences; Phytopathology. Animal pests. Plant and forest protection; PRESERVADORES; REACCION DE MAILLARD; REACTION DE MAILLARD; SALES DE ACIDOS INORGANICOS; Science & Technology; SEL D'ACIDE MINERAL; SPECTROMETRIE; Vertebrates; 9-chloro-p-toluidine hydrochloride; DRC-1339; 3,4-DICHLOROANILINE; METABOLISM; Maillard reaction; N-beta-D-glucopyranosyl-3-chloro-4-methylaniline; CULTURES; CPTH; N-(3-chloro-4-methylphenyl)-2-oxopropanimine browning; Light effect; Discoloration; Incandescent lamp; Watermelon; Pesticides; Glucoside; Chemical degradation; Vertebrata; Browning; Ultraviolet radiation; Pest; Controlled environment study; Pest management; Toluidine; Bait; Chemical control; Photochemical stability; Aves; Avicide
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/jf960044k

Stability of the avicide 3-chloro-p-toluidine hydrochloride (CPTH) in watermelon bait was assessed. When exposed to light, the presence of CPTH accelerated nonenzymic browning (Maillard) reactions and degradation of the watermelon matrix. The addition of potassium metabisulfite appeared to hinder bait degradation. These experiments resulted in the identification and chemical characterization of two novel CPTH derivatives:  N-β-d-glucopyranosyl-3-chloro-4-methylaniline and N-(3-chloro-4-methylphenyl)-2-oxopropanimine. Keywords: 3-Chloro-p-toluidine hydrochloride; CPTH; DRC-1339; N-β-d-glucopyranosyl-3-chloro-4-methylaniline; N-(3-chloro-4-methylphenyl)-2-oxopropanimine; nonenzymic browning; Maillard reaction