Synthesis and SAR of 2- and 3-substituted 7-azaindoles as potential dopamine D4 ligands

被引：46

作者：

Curtis, NR

Kulagowski, JJ

Leeson, PD

Ridgill, MP

Emms, F

Freedman, SB

Patel, S

机构：

[1] Merck Sharp & Dohme Res Labs, Ctr Res Neurosci, Dept Med Chem, Harlow CM20 2QR, Essex, England

[2] Merck Sharp & Dohme Res Labs, Ctr Res Neurosci, Dept Biochem, Harlow CM20 2QR, Essex, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 04期

关键词：

D O I：

10.1016/S0960-894X(99)00025-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

7-azaindole compounds bearing a cyclic amine moiety linked by a one or two carbon chain attached at the 2- or 3-position were synthesised and evaluated as potential dopamine D-4 ligands. Highest affinity and selectivity for the D-4 receptor resided in the 3-aminomethyl-7-azaindole series. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：585 / 588

页数：4

共 19 条

[1] Bristow LJ, 1997, J PHARMACOL EXP THER, V283, P1256
[2] Schizophrenia and L-745,870, a novel dopamine D4 receptor antagonist
Bristow, LJ
Kramer, MS
Kulagowski, J
Patel, S
Ragan, CI
Seabrook, GR
[J]. TRENDS IN PHARMACOLOGICAL SCIENCES, 1997, 18 (06) : 186 - 188
[3] SYNTHESIS OF THE 5-HT1D RECEPTOR AGONIST MK-0462 VIA A PD-CATALYZED COUPLING REACTION
CHEN, CY
LIEBERMAN, DR
LARSEN, RD
REAMER, RA
VERHOEVEN, TR
REIDER, PJ
COTTRELL, IF
HOUGHTON, PG
[J]. TETRAHEDRON LETTERS, 1994, 35 (38) : 6981 - 6984
[4] METALATION SRN1 COUPLING IN HETEROCYCLIC SYNTHESIS - A CONVENIENT METHODOLOGY FOR RING FUNCTIONALIZATION
ESTEL, L
MARSAIS, F
QUEGUINER, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) : 2740 - 2744
[5] Grandy D K, 1992, Curr Opin Neurobiol, V2, P275, DOI 10.1016/0959-4388(92)90115-2
[6] Hands D, 1996, SYNTHESIS-STUTTGART, P877
[7] Kramer MS, 1997, ARCH GEN PSYCHIAT, V54, P567
[8] Kulagowski JJ, 1997, CURR PHARM DESIGN, V3, P355
[9] 3-[[4-(4-chlorophenyl)piperazin-1-yl]methyl]-1H-pyrrolo[2,3-b]pyridine: An antagonist with high affinity and selectivity for the human dopamine D-4 receptor
Kulagowski, JJ
Broughton, HB
Curtis, NR
Mawer, IM
Ridgill, MP
Baker, R
Emms, F
Freedman, SB
Marwood, R
Patel, S
Patel, S
Ragan, CI
Leeson, PD
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (10) : 1941 - 1942
[10] SYNTHESIS OF INDOLES VIA PALLADIUM-CATALYZED HETEROANNULATION OF INTERNAL ALKYNES
LAROCK, RC
YUM, EK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (17) : 6689 - 6690

← 1 2 →