INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE - SYNTHESIS AND BIOLOGICAL-ACTIVITY OF AMIDE AND CYANOGUANIDINE DERIVATIVES CONTAINING A 5,11-DIHYDRO[1]BENZTHIEPIN, BENZOXEPIN, AND BENZAZEPIN [4,3-B]PYRIDINE RING-SYSTEM

Authors
WOLIN R CONNOLLY M KELLY J WEINSTEIN J ROSENBLUM S AFONSO A JAMES L KIRSCHMEIER P BISHOP WR
Citation
R. Wolin et al., INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE - SYNTHESIS AND BIOLOGICAL-ACTIVITY OF AMIDE AND CYANOGUANIDINE DERIVATIVES CONTAINING A 5,11-DIHYDRO[1]BENZTHIEPIN, BENZOXEPIN, AND BENZAZEPIN [4,3-B]PYRIDINE RING-SYSTEM, Bioorganic & medicinal chemistry letters, 8(18), 1998, pp. 2521-2526
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
8
Issue
18
Year of publication
1998
Pages
2521 - 2526
Database
ISI
SICI code
0960-894X(1998)8:18<2521:IOFT-S>2.0.ZU;2-8
Abstract
Bioisosteric replacement of the C-6 carbon atom in piperidine I and pi perazine II with S, O, and N heteroatoms is described. Amide and cyano guanidine derivatives of these compounds were evaluated in vitro and f ound to be good inhibitors of farnesyl-protein transferase. An improve d method of preparing the 5,11-dihydro-[1]-benzthiepin nucleus 6 was a ccomplished in high yield and with excellent regioselectivity using an AlCl3 melt protocol. (C) 1998 Elsevier Science Ltd. All rights reserv ed.