Reference

Metabolism of 2-sec-butylphenyl N-methylcarbamate (Bassa, BPMC) in rice plants and its degradation in soils

Metabolism of 2-sec-butylphenyl N-methylcarbamate (Bassa, BPMC) in rice plants and its degradation in soils. Ogawa, Kunihiko; Tsuda, Masataka; Yamauchi, Fumio; Yamaguchi, Isamu; Misato, Tomomasa (Inst. Phys.In this study， 61005-14-9 and 61073-17-4 are also used. Chem. Res., Wako, Japan). Nippon Noyaku Gakkaishi, 1(3), 219-29 (English) 1976. CODEN: NNGADV. DOCUMENT TYPE: Journal CA Section: 5 (Agrochemicals) Studies were conducted on absorption, translocation, and metab. by rice plants and degrdn. in soils of 2-sec-butylphenyl N-methylcarbamate (I) [3766-81-2] labeled at the 1-Me position of the sec-Bu side chain. I was absorbed by rice plants through roots and leaves and translocated into upper parts of the plants and apical parts of leaves. Nine days after application of the labeled I to rice plant leaves at the tillering and milk-ripening stages, 95 and 87%, resp., of the original radioactivity was not recovred and presumed to have been lost by volatilization. Fifteen metabolites were detected in rice plants. Major metabolites were hydroxylated derivs. of I and their conjugates, 2-(1-methyl-2-hydroxypropyl)phenyl N-methylcarbamate [61073-11-8] being in the largest proportion. I disappeared faster from Tochigi volcanic ash soil than from Kochi mineral soil. In I-treated soils, 22 products were detected, major ones being 2-(1-acetylethyl)phenyl N-methylcarbamate [61005-13-8], 2-sec-butylphenyl carbamate [61005-12-7], and 2-sec-butylphenol [89-72-5]. About 40% of the original radioactivity was unextractable from soil 30 days after treatment. All I metabolites had lower anticholinesterase activities than I except 2-sec-butyl-4-hydroxyphenyl N-methylcarbamate [61073-12-9] which was found only as a conjugate. .

Microbial metabolism of N-methylcarbamate insecticde

Microbial metabolism of N-methylcarbamate insecticde. I. Metabolism of o-sec-butylphenyl N-methylcarbamate by Aspergillus niger van Tieghem. Suzuki, Takashi; Takeda, Mitsuharu (Natl. Inst. Hyg. Sci., Tokyo, Japan). Chem. Pharm. Bull., 24(9), 1967-75 (English) 1976. CODEN: CPBTAL. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) Section cross-reference(s): 5 In order to understand the metabolic fate of N-methylcarbamate in soil, the metab. of o-sec-butylphenyl N-methylcarbamate (BPMC) [3766-81-2] in a fungus, Aspergillus niger, was investigated. The following 10 metabolites were detected in addn. to unchanged BPMC; o-sec-butylphenol [89-72-5], o-sec-butylphenylcarbamate [61005-12-7], o-(1-methylacetonyl)phenyl N-methylcarbamate [61005-13-8], o-sec-butylphenyl N-hydroxymethylcarbamate [61005-14-9], o-(1-hydroxy-1-methylpropyl)phenyl N-methylcarbamate [40137-48-2], threo-o-(2-hydroxy-1-methylpropyl)phenyl N-methylcarbamate [61005-15-0], erythro-o-(2-hydroxy-1-methylpropyl)phenylN-methylcarbamate [61024-37-1], o-(1-hydroxymethylpropyl)phenyl N-methylcarbamate [61037-69-2], o-(3-hydroxy-1-methylpropyl)phenyl N-methylcarbamate [61005-16-1], and 1 unidentified product. 61005-12-7 is also in the experiment. Both thin-layer chromatog. and gas-liq. chromatog. were used for detection and isolation of these metabolites, and the structures of these materials wer characterized by uv, ir, nuclear magnetic resonance and mass spectral anal. Some major metabolites were identified by comparison of their chem. and physicochem. properties with those of synthesized materials. .