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Antitumor imidazotetrazines. 20. Preparation of the 8-acid derivative of mitozolomide and its utility in the preparation of active antitumor agents.

Abstract：

:The preparation of 3-(2-chlorethyl)-4-oxo-3H-imidazo[5,1-d]-1,2,3,5- tetrazine-8-carboxylic acid, a key derivative of mitozolomide in our exploration of the structure-activity relationships of this class of antitumor agents, is described. The facile conversion to the 8-carbonyl chloride gave a derivative that reacted preferentially with nucleophiles at the 8-position rather than at the reactive 4-oxo group, allowing the preparation of a wide range of ester, thioester, amide (including an amide derived from an amino acid), hydroxamic acid, hydrazide and sulfoximide, azide and diazoacetyl derivatives. The in vivo activity is presented of a range of these compounds against TLX5 lymphoma and L1210 leukemia cell lines.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Horspool KR,Stevens MF,Newton CG,Lunt E,Walsh RJ,Pedgrift BL,Baig GU,Lavelle F,Fizames C

doi

10.1021/jm00167a018

subject

Has Abstract

pub_date

1990-05-01 00:00:00

pages

1393-9

issue

5

eissn

0022-2623

issn

1520-4804

journal_volume

33

pub_type

杂志文章

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