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

[11] GITLER MS, IN PRESS J CEREB BLO
[12] MUSCARINIC ACETYLCHOLINE-RECEPTORS IN ALZHEIMERS-DISEASE - INVIVO IMAGING WITH IODINE 123-LABELED 3-QUINUCLIDINYL-4-IODOBENZILATE AND EMISSION TOMOGRAPHY
HOLMAN, BL
GIBSON, RE
HILL, TC
ECKELMAN, WC
ALBERT, M
REBA, RC
[J]. JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION, 1985, 254 (21): : 3063 - 3066
[13] MAMEDOV S, 1961, ZH OBSHCH KHIM+, V31, P3905
[14] MAMEDOV S, 1968, ZH ORG KHIM, V4, P436
[15] MEINWALD J, 1965, ORG SYN, V45, P77
[16] LIGAND - A VERSATILE COMPUTERIZED APPROACH FOR CHARACTERIZATION OF LIGAND-BINDING SYSTEMS
MUNSON, PJ
RODBARD, D
[J]. ANALYTICAL BIOCHEMISTRY, 1980, 107 (01) : 220 - 239
[17] AN IMPROVED METHOD FOR THE PREPARATION OF AROMATIC DIAZOKETONES
NEWMAN, MS
BEAL, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (04) : 1506 - 1507
[18] A NEW SYNTHESIS OF ALPHA-ALKOXY KETONES
NEWMAN, MS
BEAL, PF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (11) : 5161 - 5163
[19] SYNTHESIS AND EVALUATION OF RADIOIODINATED DERIVATIVES OF 1-AZABICYCLO[2.2.2]OCT-3-YL ALPHA-HYDROXY-ALPHA-(4-IODOPHENYL)-ALPHA-PHENYLACETATE AS POTENTIAL RADIOPHARMACEUTICALS
RZESZOTARSKI, WJ
ECKELMAN, WC
FRANCIS, BE
SIMMS, DA
GIBSON, RE
JAGODA, EM
GRISSOM, MP
ENG, RR
CONKLIN, JJ
REBA, RC
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (02) : 156 - 160
[20] AFFINITY AND SELECTIVITY OF THE OPTICAL ISOMERS OF 3-QUINUCLIDINYL BENZILATE AND RELATED MUSCARINIC ANTAGONISTS
RZESZOTARSKI, WJ
MCPHERSON, DW
FERKANY, JW
KINNIER, WJ
NORONHABLOB, L
KIRKIENRZESZOTARSKI, A
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (07) : 1463 - 1466

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