SYNTHESIS AND MUSCARINIC CHOLINERGIC RECEPTOR AFFINITIES OF 3-QUINUCLIDINYL ALPHA-(ALKOXYALKYL)-ALPHA-ARYL-ALPHA-HYDROXYACETATES

被引：19

作者：

COHEN, VI

GIBSON, RE

FAN, LH

DELACRUZ, R

GITLER, MS

HARIMAN, E

REBA, RC

机构：

[1] Section of Radiopharmaceutical Chemistry, George Washington University Medical Center, Washington

[2] Radiopharmacology, Merck Sharp and Dohme Research Laboratories, West Point

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1991年 / 34卷 / 10期

关键词：

D O I：

10.1021/jm00114a006

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.

引用

页码：2989 / 2993

页数：5

共 23 条

[1] SYNTHESIS OF SOME 3-(1-AZABICYCLO[2.2.2]OCTYL) 3-AMINO-2-HYDROXY-2-PHENYLPROPIONATES - PROFILE OF ANTIMUSCARINIC EFFICACY AND SELECTIVITY
AUDIA, VH
MCPHERSON, DW
WEITZBERG, M
RZESZOTARSKI, WJ
STURM, B
KACHUR, JF
ABREU, M
KAISER, C
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) : 307 - 310
[2] COHEN VI, 1989, J PHARM SCI, V78, P833
[3] COHEN VI, IN PRESS J PHARM SCI
[4] EXTERNAL IMAGING OF CEREBRAL MUSCARINIC ACETYLCHOLINE-RECEPTORS
ECKELMAN, WC
REBA, RC
RZESOTARSKI, WJ
GIBSON, RE
HILL, T
HOLMAN, BL
BUDINGER, T
CONKLIN, JJ
ENG, R
GRISSOM, MP
[J]. SCIENCE, 1984, 223 (4633) : 291 - 293
[5] ECKELMAN WC, IN PRESS USING AUTOR
[6] GIBSON RE, 1989, J NUCL MED, V30, P1079
[7] GIBSON RE, 1984, J NUCL MED, V25, P214
[8] GIBSON RE, 1984, LIFE SCI, V34, P2287, DOI 10.1016/0024-3205(84)90219-4
[9] DIFFERENCES IN AFFINITIES OF MUSCARINIC ACETYLCHOLINE-RECEPTOR ANTAGONISTS FOR BRAIN AND HEART RECEPTORS
GIBSON, RE
RZESZOTARSKI, WJ
ECKELMAN, WC
JAGODA, EM
WECKSTEIN, DJ
REBA, RC
[J]. BIOCHEMICAL PHARMACOLOGY, 1983, 32 (12) : 1851 - 1856
[10] GIBSON RE, 1990, QUANTITATIVE IMAGING, P129

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