Synthesis and antidepressant evaluation of new 3-phenyl-5-sulfonamidoindole derivatives

被引：103

作者：

Ergenç, N ^{[1
]}

Günay, NS

Demirdamar, R

机构：

[1] Univ Istanbul, Fac Pharm, Dept Pharmaceut Chem, TR-34452 Istanbul, Turkey

[2] Hacettepe Univ, Fac Pharm, Dept Pharmacol, TR-06100 Ankara, Turkey

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1998年 / 33卷 / 02期

关键词：

indole; arylidenehydrazides; N-2-substituted hydrazide; antidepressant activity;

D O I：

10.1016/S0223-5234(98)80039-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Ten new arylidenehydrazides were synthesized by reacting 3-phenyl-5-sulfonamidoindol-2-carboxylic acid hydrazide with various aldehydes and a new N-2-substituted hydrazide was prepared by reduction of 3-phenyl-5-sulfonamidoindole-2-carboxylic acid benzylidene-hydrazide 2 with sodium borohydride. The chemical structures of the compounds were verified by means of their IR, H-1-NMR, E1 mass spectroscopic data and elemental analyses. The antidepressant activity of these compounds were evaluated by the Porsolt forced swimming (behavioral despair) test using tranylcypromine as the standard. 3-Phenyl-5-sulfonamidoindole-2-carboxylic acid 3,4-methylenedioxybenzylidenehydrazide, 3-phenyl-5-sulfonamidoindole-2-carboxylic acid 4-methylbenzylidene- hydrazide, 3-phenyl-5-sulfonamidoindole-2-carboxylic acid 4-nitrobenzylidenehydrazide and 3-phenyl-5-sulfonamidoindole-2-carboxylic acid benzylidenehydrazide showed antidepressant activity at 100 mg/kg. (C) Elsevier, Paris.

引用

页码：143 / 148

页数：6

共 13 条

[1]

ALEMANY A, 1966, B SOC CHIM FR, P2486

[2]

ALVAREZ EF, 1975, SPAN, V400, P436

[3]

[Anonymous], PRINCIPLES MED CHEM

[4]

ERGENC N, 1990, PHARMAZIE, V45, P346

[5]

ERGENC N, 1989, PHARMAZIE, V44, P573

[6] MASS SPECTROMETRY OF ORGANIC COMPOUNDS .5. MASS SPECTRA OF SUBSTITUTED AROYLHYDRAZONES [J].

KINGSTON, DG ;

TANNENBA.HP ;

BAKER, GB ;

DIMMOCK, JR ;

TAYLOR, WG .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (18) :2574-&

[7]

MAZZONE G, 1992, PHARMAZIE, V47, P902

[8] NEW INDOLE AND TRIAZINO[5,4-B]INDOL-4-ONE DERIVATIVES - SYNTHESIS AND STUDIES AS INOTROPICS AND INHIBITORS OF BLOOD-PLATELET AGGREGATION [J].

MONGE, A ;

ALDANA, I ;

FONT, M ;

ARRARAS, JA ;

SANTIAGO, E ;

LOPEZUNZU, MJ ;

MARTINEZDEIRUJO, JJ ;

ALBERDI, E ;

FERNANDEZALVAREZ, E .

ARCHIV DER PHARMAZIE, 1992, 325 (07) :439-452

[9] SYNTHESIS OF 3-AMINO-5H-1,2,3-TRIAZINO[5,4-B]INDOL-4-ONE - NEW COMPOUNDS WITH BLOOD-PLATELET ANTIAGGREGATION ACTIVITY [J].

MONGE, A ;

ALDANA, I ;

ARRARAS, JA ;

FERNANDEZALVAREZ, E .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (03) :557-560

[10] Synthesis and antidepressant activities of some 1,3,5-triphenyl-2-pyrazolines [J].

Palaska, E ;

Erol, D ;

Demirdamar, R .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1996, 31 (01) :43-47

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