Literature DB >> 940114

Chemistry of nitrosoureas. Decomposition of Deuterated 1,3-bis(2-chloroethyl)-1-nitrosourea.

R B Brundrett, J W Cowens, M Colvin.   

Abstract

BCNU-alpha-d4 [1,3-bis(2-chloro-1,1-dideuterioethyl)-1-nitrosourea] and BCNU-beta-d4 [1,3-bis(2-chloro-2,2-dideuterioethyl)-1-nitrosourea] were synthesized and decomposed in buffered (pH 7.4)water. The products were analyzed by GC-MS. The deuterium distribution in the products is inconsistent with vinylcarbonium ion or diazochloroethane intermediacy but is consistent with a 2-chloroethylcarbonium ion intermediate with some rearrangement to the 1-chloroethylcarbonium ion and the cyclic chloronium ion.

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Year:  1976        PMID: 940114     DOI: 10.1021/jm00229a019

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  2 in total

1.  Differential distribution and covalent binding of two labeled forms of methyl-CCNU in the Fischer 344 rat.

Authors:  R A Kramer; M G McMenamin; M R Boyd
Journal:  Cancer Chemother Pharmacol       Date:  1985       Impact factor: 3.333

2.  Influence of phosphate and phosphoesters on the decomposition pathway of 1,2-bis(methylsulfonyl)-1-(2-chloroethyhydrazine (90CE), the active anticancer moiety generated by Laromustine, KS119, and KS119W.

Authors:  Philip G Penketh; Krishnamurthy Shyam; Rui Zhu; Raymond P Baumann; Kimiko Ishiguro; Alan C Sartorelli
Journal:  Chem Res Toxicol       Date:  2014-03-24       Impact factor: 3.739

  2 in total

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