Literature DB >> 4401377

Metabolism of m-tert.-butylphenyl N-methylcarbamate in insects and mice.

P G Douch, J N Smith.   

Abstract

The metabolism of m-tert.-butylphenyl N-methylcarbamate was studied in mice and five species of insects. Both the tert.-butyl group and the N-methyl group were hydroxylated. The major phenolic metabolite was m-(beta-hydroxy-tert.-butyl)phenol, which was identified by mass spectroscopy. Significant amounts of dihydroxy compounds were formed at a constant rate from the start of the enzymic oxidation process. The considerable species variation in the yields of the different types of oxidation products suggests that N-demethylation and oxidation of the tert.-butyl groups were catalysed by different enzymes. A microsomal NADPH-dependent enzyme also catalysed the splitting of the ester link in the insecticide.

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Year:  1971        PMID: 4401377      PMCID: PMC1178071          DOI: 10.1042/bj1250385

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  9 in total

1.  Mode of action of carbamates.

Authors:  J E CASIDA
Journal:  Annu Rev Entomol       Date:  1963       Impact factor: 19.686

Review 2.  Metabolism of insecticidal methylcarbamates in animals.

Authors:  H W Dorough
Journal:  J Agric Food Chem       Date:  1970 Nov-Dec       Impact factor: 5.279

Review 3.  Mixed-function oxidase involvement in the biochemistry of insecticide synergists.

Authors:  J E Casida
Journal:  J Agric Food Chem       Date:  1970 Sep-Oct       Impact factor: 5.279

Review 4.  Mechanisms of selective insecticidal action.

Authors:  F P Winteringham
Journal:  Annu Rev Entomol       Date:  1969       Impact factor: 19.686

5.  Detoxications in peripatus. Sulphate, phosphate and histidine conjugations.

Authors:  T W Jordan; R W McNaught; J N Smith
Journal:  Biochem J       Date:  1970-06       Impact factor: 3.857

6.  Degradation of parathion in the rat.

Authors:  T Nakatsugawa; N M Tolman; P A Dahm
Journal:  Biochem Pharmacol       Date:  1969-05       Impact factor: 5.858

7.  The search for a veterinary insecticide. II. Carbamates active against sheep blowfly.

Authors:  J Fraser; D Greenwood; I R Harrison; W H Wells
Journal:  J Sci Food Agric       Date:  1967-08       Impact factor: 3.638

8.  Oxidation of methyl groups by grass grubs and vertebrate liver enzymes.

Authors:  G E Hook; J N Smith
Journal:  Biochem J       Date:  1967-02       Impact factor: 3.857

9.  Studies of the enzymic mechanism of the metabolism of diethyl 4-nitrophenyl phosphorothionate (parathion) by rat liver microsomes.

Authors:  R A Neal
Journal:  Biochem J       Date:  1967-10       Impact factor: 3.857

  9 in total
  2 in total

1.  The metabolism of 3,5-di-tert.-butylphenyl N-methylcarbamate in insects and by mouse liver enzymes.

Authors:  P G Douch; J N Smith
Journal:  Biochem J       Date:  1971-11       Impact factor: 3.857

2.  Metabolism of 3,5-di-t-butyl-4-methylphenyl N-methylcarbamate, Terbucarb, on isolated rat hepatocytes.

Authors:  T Suzuki; K Yaguchi; Y Nakagawa; T Suga
Journal:  Bull Environ Contam Toxicol       Date:  1995-05       Impact factor: 2.151

  2 in total

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