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Synthesis and properties of the antileukemic agent 5(or 4)-[3,3-bis(2-chloroethyl)-1-triazeno]imidazole-4(or 5)-carboxamide

✍ Scribed by Y. Fulmer Shealy; Charles A. Krauth; Lee B. Holum; William E. Fitzgibbon

Publisher: John Wiley and Sons
Year: 1968
Tongue: English
Weight: 373 KB
Volume: 57
Category: Article
ISSN: 0022-3549
DOI: 10.1002/jps.2600570116

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✦ Synopsis

Synthesis and Properties of the Antileukemic Agent 5 ( or 4)-[ 3,3-Bis( 2-~hloroethyl)-~-triazeno]irnidazole-4( or 5)-carboxamide By Y. FULMER SHEALY, CHARLES A. KRAUTH*, LEE B. HOLUM, and WILLIAM E. FITZGIBBON The antileukemic agent 5 (or 4 ) -I 3,3 -bis (2-chloroeth yl) -1 -triazeno]imidazole-4(or 5)-carboxamide (11, NSC-82196

) is an unstable compound that is easily converti ble to an isomeric transformation product. By taking appropriate precautions, however, the triazene may be prepared in good yield, with very little of the transformation product as contaminant, and may be stored for long periods at low temperatures. The quality of specimens of I1 may be estimated from its infrared spectrum and that of its transformation product.

N THE MOUSE lymphoid leukemia L1210 test I system (l), 5(or 4)-[3,3-bis(2-chloroethyl)-1-triazeno ]imidazole-4(or 5)-carboxamide (11) has demonstrated excellent activity. Some of the animals treated with large single doses of this compound survived until the experiments were terminated 4-8 months after treatment. From

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