✦ LIBER ✦

Multi-13 C-labelled inhibitors of tubulin assembly: 5-substituted methyl N-(1H-benzimidazol-2-YL)carbamates

✍ Scribed by H. H. Andrew Cheung; Diem Dieu Chau; Ernest Lacey

Book ID: 102375673
Publisher: John Wiley and Sons
Year: 1987
Tongue: French
Weight: 495 KB
Volume: 24
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580240802

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✦ Synopsis

Eight methyl N-(lH-benzimidazol-2-yl)carbamates with

1 3 various 5-substituents were synthesized, each C-enriched at carbon 2, and the carbonyl and methoxy carbons. Five were prepared by cyclization involving the appropriate 4-substituted 1,2-diaminobenzene (CgHgcO-, CH3CH2CH20-, C H ~C H Z C H ~S -, CgHgS-and CH3CH2CH2CH2-), and methyl-C N-[imino(methylthio)methyl-Clcarbamate-C or methyl N,N'-bis(methoxy-C-carbonyl-C)carbamimidothionate-C. The latter were prepared from commercially available and thiourea. The remaining three (5-substituents: C6H5CH(OH)-, CgHgSO-and CH3CH2CH2SO-) were prepared by side-chain reduction or oxidation. The H-and C-NMR, and the methane CI mass spectral data of the products and intermediates are presented.

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