ENZYMATIC ASYMMETRIC-SYNTHESIS OF (2R, 4R, 5S)-2-AMINO-4,5-(1,2-CYCLOHEXYL)-7-PHOSPHONOHEPTANOIC ACID, A POTENT, SELECTIVE AND COMPETITIVE NMDA ANTAGONIST

被引：8

作者：

HAMILTON, GS

HUANG, Z

PATCH, RJ

NARAYANAN, BA

FERKANY, JW

机构：

[1] Nova Pharmaceutical Corporation 6200 Freeport Centre Baltimore

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 01期

关键词：

D O I：

10.1016/S0960-894X(00)80086-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The title compound was prepared by an efficient route which used chemoenzymatic processes to establish all absolute stereochemistry. This compound was shown to be the active isomer of the previously reported isomeric mixture, NPC 12626.

引用

页码：27 / 32

页数：6

共 18 条

[1] SYNTHESIS AND NMDA ANTAGONISTIC PROPERTIES OF THE ENANTIOMERS OF 4-(3-PHOSPHONOPROPYL)PIPERAZINE-2-CARBOXYLIC ACID (CPP) AND OF THE UNSATURATED ANALOG (E)-4-(3-PHOSPHONOPROP-2-ENYL)PIPERAZINE-2-CARBOXYLIC ACID (CPP-ENE)
AEBISCHER, B
FREY, P
HAERTER, HP
HERRLING, PL
MUELLER, W
OLVERMAN, HJ
WATKINS, JC
[J]. HELVETICA CHIMICA ACTA, 1989, 72 (05) : 1043 - 1051
[2] ANTICONVULSANT ACTION OF EXCITATORY AMINO-ACID ANTAGONISTS
CROUCHER, MJ
COLLINS, JF
MELDRUM, BS
[J]. SCIENCE, 1982, 216 (4548) : 899 - 901
[3] CGP-37849 AND CGP-39551 - NOVEL AND POTENT COMPETITIVE N-METHYL-D-ASPARTATE RECEPTOR ANTAGONISTS WITH ORAL ACTIVITY
FAGG, GE
OLPE, HR
POZZA, MF
BAUD, J
STEINMANN, M
SCHMUTZ, M
PORTET, C
BAUMANN, P
THEDINGA, K
BITTIGER, H
ALLGEIER, H
HECKENDORN, R
ANGST, C
BRUNDISH, D
DINGWALL, JG
[J]. BRITISH JOURNAL OF PHARMACOLOGY, 1990, 99 (04) : 791 - 797
[4] FERKANY JW, 1989, J PHARMACOL EXP THER, V250, P100
[5] FERKANY JW, 1992, UNPUB J PHARM EXP TH
[6] FUXE K, 1983, EXCITOTOXINS
[7] 4-(PHOSPHONOALKYL)-2-PIPERIDINECARBOXYLIC AND 4-(PHOSPHONOALKENYL)-2-PIPERIDINECARBOXYLIC ACIDS - SYNTHESIS, ACTIVITY AT N-METHYL-D-ASPARTIC ACID RECEPTORS, AND ANTICONVULSANT ACTIVITY
HUTCHISON, AJ
WILLIAMS, M
ANGST, C
DEJESUS, R
BLANCHARD, L
JACKSON, RH
WILUSZ, EJ
MURPHY, DE
BERNARD, PS
SCHNEIDER, J
CAMPBELL, T
GUIDA, W
SILLS, MA
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (09) : 2171 - 2178
[8] ENZYMES IN ORGANIC-SYNTHESIS .24. PREPARATIONS OF ENANTIOMERICALLY PURE CHIRAL LACTONES VIA STEREOSPECIFIC HORSE LIVER ALCOHOL-DEHYDROGENASE CATALYZED OXIDATIONS OF MONOCYCLIC MESO DIOLS
JAKOVAC, IJ
GOODBRAND, HB
LOK, KP
JONES, JB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (17) : 4659 - 4665
[9] THE PHYSIOLOGY OF EXCITATORY AMINO-ACIDS IN THE VERTEBRATE CENTRAL-NERVOUS-SYSTEM
MAYER, ML
WESTBROOK, GL
[J]. PROGRESS IN NEUROBIOLOGY, 1987, 28 (03) : 197 - 276
[10] THE EXCITATORY AMINO-ACID RECEPTORS - THEIR CLASSES, PHARMACOLOGY, AND DISTINCT PROPERTIES IN THE FUNCTION OF THE CENTRAL NERVOUS-SYSTEM
MONAGHAN, DT
BRIDGES, RJ
COTMAN, CW
[J]. ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 1989, 29 : 365 - 402

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