Synthesis and biological evaluation of novel 2-(1H-imidazol-4-yl)cyclopropane carboxylic acids:: Key intermediates for H3 histamine receptor ligands

被引：10

作者：

Braña, MF

Guisado, C

Alguacil, LF

Garrido, E

Pérez-García, C

Ruiz-Gayo, M

机构：

[1] Univ San Pablo CEU, Dept Ciencias Quim, Secc Quim Organ & Farmaceut, Madrid 28668, Spain

[2] Univ San Pablo CEU, Dept Farmacol Tecnol & Desarrollo Farmaceut, Secc Farmacol & Toxicol, Madrid 28668, Spain

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 24期

关键词：

D O I：

10.1016/S0960-894X(02)00793-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new synthetic methodology to provide cis-2-(1H-imidazol-4-yl)-cyclopropane carboxylic acids is described. These cyclopropanes are useful for the preparation of novel H-3 receptor agents. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3561 / 3563

页数：3

共 20 条

[1] Design, synthesis, and structure-activity relationships of acetylene-based histamine H3 receptor antagonists [J].

Ali, SM ;

Tedford, CE ;

Gregory, R ;

Handley, MK ;

Yates, SL ;

Hirth, WW ;

Phillips, JG .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (05) :903-909

[2] TRANSFER HYDROGENATION - CONVENIENT METHOD FOR REMOVAL OF SOME COMMONLY USED PROTECTING GROUPS IN PEPTIDE-SYNTHESIS [J].

ANANTHARAMAIAH, GM ;

SIVANANDAIAH, KM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (05) :490-491

[3]

[Anonymous], COMPLETE WORKS

[4] HISTAMINE H-3 RECEPTOR-BINDING SITES IN RAT-BRAIN MEMBRANES - MODULATIONS BY GUANINE-NUCLEOTIDES AND DIVALENT-CATIONS [J].

ARRANG, JM ;

ROY, J ;

MORGAT, JL ;

SCHUNACK, W ;

SCHWARTZ, JC .

EUROPEAN JOURNAL OF PHARMACOLOGY-MOLECULAR PHARMACOLOGY SECTION, 1990, 188 (4-5) :219-227

[5] AUTOINHIBITION OF HISTAMINE SYNTHESIS MEDIATED BY PRESYNAPTIC H-3 RECEPTORS [J].

ARRANG, JM ;

GARBARG, M ;

SCHWARTZ, JC .

NEUROSCIENCE, 1987, 23 (01) :149-157

[6] HIGHLY POTENT AND SELECTIVE LIGANDS FOR HISTAMINE RECEPTORS-H-3 [J].

ARRANG, JM ;

GARBARG, M ;

LANCELOT, JC ;

LECOMTE, JM ;

POLLARD, H ;

ROBBA, M ;

SCHUNACK, W ;

SCHWARTZ, JC .

NATURE, 1987, 327 (6118) :117-123

[7]

ARRANG JM, 1987, Patent No. 214058

[8]

COLLADO I, 2000, Patent No. 0075102

[9] Characterization of the binding site of the histamine H3 receptor.: 1.: Various approaches to the synthesis of 2-(1H-imidazol-4-yl)cyclopropylamine and histaminergic activity of (1R,2R)- and (1S,2S)-2-(1H-imidazol-4-yl)cyclopropylamine [J].

De Esch, IJP ;

Vollinga, RC ;

Goubitz, K ;

Schenk, H ;

Appelberg, U ;

Hacksell, U ;

Lemstra, S ;

Zuiderveld, OP ;

Hoffmann, M ;

Leurs, R ;

Menge, WMPB ;

Timmerman, H .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (07) :1115-1122

[10] ENANTIOSELECTIVE INTRAMOLECULAR CYCLOPROPANATIONS OF ALLYLIC AND HOMOALLYLIC DIAZOACETATES AND DIAZOACETAMIDES USING CHIRAL DIRHODIUM(II) CARBOXAMIDE CATALYSTS [J].

DOYLE, MP ;

AUSTIN, RE ;

BAILEY, AS ;

DWYER, MP ;

DYATKIN, AB ;

KALININ, AV ;

KWAN, MMY ;

LIRAS, S ;

OALMANN, CJ ;

PIETERS, RJ ;

PROTOPOPOVA, MN ;

RAAB, CE ;

ROOS, GHP ;

ZHOU, QL ;

MARTIN, SF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (21) :5763-5775

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