Dibromochloropropane

Cc, Willhite

doi:10.1002/jat.2550020512

Cited by 4 publications

(2 citation statements)

References 22 publications

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“…Exposure to DBCP induced sterility and infertility in human males, and DBCP has also been shown to be a rodent carcinogen (summarized in Willhite, 1982). Both of these effects might well be the result of genotoxic processes.…”

Section: Discussionmentioning

confidence: 99%

The genetic toxicity of 1,2-dibromo-3-chloropropane, 1,2-dibromo-3- chloro-2-methylpropane, and 1,2,3-tribromo-2-methylpropane

Kee¹,

Phillips²,

Traul³

1987

Cell Biol Toxicol

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1,2-Dibromo-3-chloro-2-methylpropane (DBCMP) and 1,2,3-tribromo-2-methylpropane (TBMP) are contaminants formed during the manufacture of bromobutyl rubber. These chemicals are structurally similar to 1,2-dibromo-3-chloropropane (DBCP), a known genotoxin and rodent carcinogen. The present study compared the genotoxic properties of DBCMP and TBMP to those of DBCP. In the Salmonella assay, DBCP was positive in strains TA-98, TA-100 and TA-1535 in the presence of exogenous activation; DBCP was weakly active in TA-1535 in the absence of activation. Neither DBCMP nor TBMP produced reproducible evidence of mutagenic activity in the Salmonella assay despite the use of several different variations of this test. In the mouse lymphoma gene mutation assay, DBCP and TBMP were positive in the presence and absence of activation, while DBCMP was positive only in the absence of activation. All three test compounds were active in the Syrian hamster embryo morphologic transformation assay. The results indicated that both DBCMP and TBMP exhibited some genotoxic activity as did DBCP. The presence of the methyl group on the 2-carbon position essentially eliminated the mutagenicity of DBCMP and TBMP in the Salmonella assay.

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Section: Discussionmentioning

confidence: 99%

The genetic toxicity of 1,2-dibromo-3-chloropropane, 1,2-dibromo-3- chloro-2-methylpropane, and 1,2,3-tribromo-2-methylpropane

Kee¹,

Phillips²,

Traul³

1987

Cell Biol Toxicol

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“…Willhite et al have published a series of papers specifically dealing with the effects of retinoid structure on teratogenic activity [9][10][11]. We have used in the past the Computer Automated Structure Evaluation (CASE) methodology to study successfully several databases for structure-activity relationships such as the mutagenicity of non-fused-ring nitroarenes [12], antileukemic activity of 9-anilinoacridines [13], antibacterial activity of quinolones [14], and glyoxalase I inhibition of flavonoids [15], just to mention a few.…”

Section: Introductionmentioning

confidence: 99%

Computer Automated Structure Evaluation (CASE) of the teratogenicity of retinoids with the aid of a novel geometry index

Klopman

1990

J Computer-Aided Mol Des

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The CASE (Computer Automated Structure Evaluation) program, with the aid of a geometry index for discriminating cis and trans isomers, has been used to study a set of retinoids tested for teratogenicity in hamsters. CASE identified 8 fragments, the most important representing the non-polar terminus of a retinoid with an additional ring system which introduces some rigidity in the side chain. The geometry index helped to identify relevant fragments with an all-trans configuration and to distinguish them from irrelevant fragments with other configurations.

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Genetic toxicology of 1,2-dibromo-3-chloropropane (DBCP)

Teramoto

Shirasu

1989

Mutation Research/Reviews in Genetic Toxicology

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Dibromochloropropane

Cited by 4 publications

References 22 publications

The genetic toxicity of 1,2-dibromo-3-chloropropane, 1,2-dibromo-3- chloro-2-methylpropane, and 1,2,3-tribromo-2-methylpropane

The genetic toxicity of 1,2-dibromo-3-chloropropane, 1,2-dibromo-3- chloro-2-methylpropane, and 1,2,3-tribromo-2-methylpropane

Computer Automated Structure Evaluation (CASE) of the teratogenicity of retinoids with the aid of a novel geometry index

Genetic toxicology of 1,2-dibromo-3-chloropropane (DBCP)

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