SYNTHESIS OF RAC-2-CYANO-1-METHYL-3-[2-[(4,5,6,7-TETRAHYDRO-4-BENZIMIDAZOLYL)THIO]ETHYL]GUANIDIN - CONFORMATIONALLY RESTRICTED CIMETIDINE1) ANALOG

被引：6

作者：

KREBS, EP

机构：

[1] Pharmazeutische Forschungsabteilung der F. Hoffmann-La Roche & Co. AG, Basel

来源：

HELVETICA CHIMICA ACTA | 1979年 / 62卷 / 02期

关键词：

D O I：

10.1002/hlca.19790620217

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of rac‐2‐Cyano‐1‐methyl‐3‐[2‐[(4,5,6,7‐tetrahydro‐4‐benzimidazolyl)thio]ethyl]guanidin, a Conformationally Restricted CimetidineAnalogue The physiological actions of histamine (1) are mediated by at least two classes of receptors. A short definition of histamine H1‐ and H2‐receptors is given. Cimetidine (2) is a known specific H2‐blocking agent. Compound 3 is a cimetidine analogue with a conformationally restricted side chain. The synthesis of 3 as well as some physicochemical and pharmacological data of 3 are described. Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim

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页码：507 / 510

页数：4

相关论文

共 15 条

[1] RECEPTORS MEDIATING SOME ACTIONS OF HISTAMINE [J].

ASH, ASF ;

SCHILD, HO .

BRITISH JOURNAL OF PHARMACOLOGY AND CHEMOTHERAPY, 1966, 27 (02) :427-&

[2] SECRETION OF HYDROCHLORIC-ACID IN GHOSH-LAI RAT PREPARATION FOLLOWING STIMULATION WITH HISTAMINE AND PENTAGASTRIN AND INHIBITION BY GASTRONE AND ATROPINE [J].

BALANZO, JT ;

GLASS, GBJ .

DIGESTION, 1975, 13 (05) :291-303

[3] DEFINITION AND ANTAGONISM OF HISTAMINE H2-RECEPTORS [J].

BLACK, JW ;

PARSONS, EM ;

DURANT, CJ ;

DUNCAN, WAM ;

GANELLIN, CR .

NATURE, 1972, 236 (5347) :385-&

[4]

DURANT GJ, Patent No. 2344779

[5] CALCULATION OF CONFORMATIONAL FREE-ENERGY OF HISTAMINE [J].

FARNELL, L ;

RICHARDS, WG ;

GANELLIN, CR .

JOURNAL OF THEORETICAL BIOLOGY, 1974, 43 (02) :389-392

[6]

GANELLIN CR, 1978, J APPL CHEM BIOTECHN, V28, P183

[7] CONFORMATION OF HISTAMINE DERIVATIVES .3. RELATIONSHIP BETWEEN CONFORMATION AND PHARMACOLOGICAL ACTIVITY [J].

GANELLIN, CR .

JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (06) :620-623

[8] CONFORMATION OF HISTAMINE DERIVATIVES .2. MOLECULAR-ORBITAL CALCULATIONS OF PREFERRED CONFORMATIONS IN RELATION TO DUAL RECEPTOR ACTIVITY [J].

GANELLIN, CR ;

PORT, GNJ ;

RICHARDS, WG .

JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (06) :616-620

[9] CONFORMATION OF HISTAMINE DERIVATIVES .1. APPLICATION OF MOLECULAR-ORBITAL CALCULATIONS AND NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY [J].

GANELLIN, CR ;

PEPPER, ES ;

PORT, GNJ ;

RICHARDS, WG .

JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (06) :610-616

[10] SYNTHESIS OF 4(5)-ACYL-5(4)-ALKYLIMIDAZOLES FROM SYMMETRICAL 1,3-DIONES [J].

KREBS, EP ;

BONDI, E .

HELVETICA CHIMICA ACTA, 1979, 62 (02) :497-506