A new synthesis of temozolomide

An efficient condensation reaction between nitrosoimidazoles and phenyl methylcarbazate forms the basis of a new synthetic route to phenyloxycarbonyl substituted triazenylimidazoles. Exposure of these triazenes to diffuse daylight is sufficient to induce (E) to (Z)-isomerization of the triazene -N=N...

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Bibliographic Details
Published inPerkin 1 : an international journal of organic and bio-organic chemistry no. 16; pp. 1877 - 1880
Main Authors Wanner, MJ, Koomen, GJ
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.08.2002
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANTITUMOR DRUG TEMOZOLOMIDE
IMIDAZOTETRAZINES
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Summary:An efficient condensation reaction between nitrosoimidazoles and phenyl methylcarbazate forms the basis of a new synthetic route to phenyloxycarbonyl substituted triazenylimidazoles. Exposure of these triazenes to diffuse daylight is sufficient to induce (E) to (Z)-isomerization of the triazene -N=N- bond, resulting in spontaneous formation of temozolomide in high yield.
ISSN:1472-7781
DOI:10.1039/b205614c