THE SYNTHESIS OF THE CARBONYL-C-14 ANALOG OF ZATOSETRON MALEATE, A POTENT, LONG-ACTING, ORALLY EFFECTIVE 5-HT3 RECEPTOR ANTAGONIST

被引：2

作者：

OBANNON, DD ^{[1
]}

WHEELER, WJ ^{[1
]}

机构：

[1] ELI LILLY & CO,LILLY RES LAB,LILLY CORP CTR,INDIANAPOLIS,IN 46285

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1991年 / 29卷 / 06期

关键词：

ZATOSETRON MALEATE; 5-HT3 RECEPTOR ANTAGONIST; C-14; LABELED;

D O I：

10.1002/jlcr.2580290603

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Endo-5-chloro-2,3-dihydro-2,2-dimethyl-N-(8-methyl-8-azabicyclo-[3.2.1.]-oct-3-yl-7-benzofurancarboxamide-[carbonyl-C-14] (Z)-2-butenedioate (zatosetron-[C-14] maleate,1), has been prepared from 5-chloro-7-bromo-2,3-dihydro-2,2-dimethylbenzofuran (5) in four radiochemical steps with the reaction of 5 with K14CN/CuCN as the key step. The synthesis of 5 from 2-bromo-4-chlorophenol is also outlined.

引用

页码：625 / 631

页数：7

共 23 条

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JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (02) : 310 - 319
[2] PANCOPRIDE, A POTENT AND LONG-ACTING 5-HT(3) RECEPTOR ANTAGONIST, IS ORALLY EFFECTIVE AGAINST ANTICANCER DRUG-EVOKED EMESIS
FERNANDEZ, AG
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EUROPEAN JOURNAL OF PHARMACOLOGY, 1992, 222 (2-3) : 257 - 264
[3] LY353433, a potent, orally effective, long-acting 5-HT4 receptor antagonist: Comparison to cisapride and RS23597-190
Cohen, ML
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JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 1996, 277 (01): : 97 - 104
[4] LY277359 MALEATE - A POTENT AND SELECTIVE 5-HT3 RECEPTOR ANTAGONIST WITHOUT GASTROPROKINETIC ACTIVITY
COHEN, ML
BLOOMQUIST, W
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LACEFIELD, W
JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 1990, 254 (01): : 350 - 355
[5] DISPOSITION OF [C-14] ZATOSETRON, A SELECTIVE AND POTENT SEROTONIN RECEPTOR (5HT3) ANTAGONIST, IN HEALTHY-MEN AFTER ORAL-ADMINISTRATION
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FASEB JOURNAL, 1992, 6 (04): : A1570 - A1570
[6] BRL-46470A - A HIGHLY POTENT, SELECTIVE AND LONG-ACTING 5-HT(3) RECEPTOR ANTAGONIST WITH ANXIOLYTIC-LIKE PROPERTIES
BLACKBURN, TP
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PSYCHOPHARMACOLOGY, 1993, 110 (03) : 257 - 264
[7] The efficacy of RS-25259, a long-acting selective 5-HT3 receptor antagonist, for preventing postoperative nausea and vomiting after hysterectomy procedures
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Scuderi, PE
ANESTHESIA AND ANALGESIA, 1998, 87 (02): : 462 - 467
[8] Synthesis and evaluation of 5-HT3 receptor antagonist [C-11]KF17643
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NUCLEAR MEDICINE AND BIOLOGY, 1996, 23 (03): : 285 - 290
[9] Synthesis and pharmacology of LY426965: A potent, selective, orally active, and long-lasting 5-HT1A receptor antagonist.
Xu, YC
Kohlman, DT
Liang, SX
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ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U21 - U22
[10] STRUCTURE-ACTIVITY-RELATIONSHIPS AND SYNTHESIS OF LY277359 MALEATE, A POTENT BENZOFURAN-DERIVED 5HT3 RECEPTOR ANTAGONIST
LACEFIELD, WB
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PFEIFER, W
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BLOOMQUIST, W
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ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 102 - MEDI

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