SYNTHESIS OF A 2-BENZAZEPINE ANALOG OF A POTENT, NONPEPTIDE GPIIB/IIIA ANTAGONIST

被引:11
作者
MILLER, WH [1 ]
NEWLANDER, KA [1 ]
EGGLESTON, DS [1 ]
HALTIWANGER, RC [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT, DEPT PHYS & STRUCT CHEM, KING OF PRUSSIA, PA 19406 USA
关键词
D O I
10.1016/0040-4039(94)02273-E
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of the 2-benzazepine derivative 3 as an analog of the potent, nonpeptide GPIIb/IIIa antagonist 2 is reported. The synthetic route employs as key steps a Heck arylation of dimethyl itaconate and a selective cyclization to form the aryl-fused seven-membered ring.
引用
收藏
页码:373 / 376
页数:4
相关论文
共 10 条
[1]  
BLACKBURN BK, 1993, ANNU REP MED CHEM, V28, P79
[2]  
BONDINELL WE, IN PRESS BIOORG MED
[3]   SYNTHESIS OF NOVEL TETRAHYDROBENZAZEPINONES [J].
BUSACCA, CA ;
JOHNSON, RE .
TETRAHEDRON LETTERS, 1992, 33 (02) :165-168
[4]  
Cook Nigel S., 1994, Drugs of the Future, V19, P135
[5]  
HECK RF, 1982, ORG REACTIONS, V27, P345
[6]   DIRECT DESIGN OF A POTENT NONPEPTIDE FIBRINOGEN RECEPTOR ANTAGONIST BASED ON THE STRUCTURE AND CONFORMATION OF A HIGHLY CONSTRAINED CYCLIC RGD PEPTIDE [J].
KU, TW ;
ALI, FE ;
BARTON, LS ;
BEAN, JW ;
BONDINELL, WE ;
BURGESS, JL ;
CALLAHAN, JF ;
CALVO, RR ;
CHEN, LC ;
EGGLESTON, DS ;
GLEASON, JG ;
HUFFMAN, WF ;
HWANG, SM ;
JAKAS, DR ;
KARASH, CB ;
KEENAN, RM ;
KOPPLE, KD ;
MILLER, WH ;
NEWLANDER, KA ;
NICHOLS, A ;
PARKER, MF ;
PEISHOFF, CE ;
SAMANEN, JM ;
UZINSKAS, I ;
VENSLAVSKY, JW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) :8861-8862
[7]  
NICHOLS AJ, 1994, N HORIZ TH, P213
[8]   DEVELOPMENT OF GPIIB IIIA ANTAGONISTS AS ANTITHROMBOTIC DRUGS [J].
NICHOLS, AJ ;
RUFFOLO, RR ;
HUFFMAN, WF ;
POSTE, G ;
SAMANEN, J .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1992, 13 (11) :413-417
[9]   RAPID CHROMATOGRAPHIC TECHNIQUE FOR PREPARATIVE SEPARATIONS WITH MODERATE RESOLUTION [J].
STILL, WC ;
KAHN, M ;
MITRA, A .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (14) :2923-2925
[10]  
TALLEY JJ, 1990, Patent No. 4939288