Synthesis and dopaminergic activity of heterocyclic analogues of 5,6-dihydroxy-2-aminotetralins

被引：9

作者：

Bosch, J ^{[1
]}

Roca, T

Pérez, CG

Montanari, S

机构：

[1] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

[2] Zambon Grp Spa, R&D, I-20091 Milan, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 06期

关键词：

D O I：

10.1016/S0960-894X(00)00049-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The heterocyclic analogues of 5,6-dihydroxy-2-aminotetralins (6) were synthesized and their in vitro dopaminergic activity was compared to that of (-)-DP-5,6-ADTN and the novel potent agonist Z12571. The results show that changing the cathecol ring for a heterocycle decreases the D(1)-like activity of the target molecules 6. However, the D(2)-like activity of tetrahydroquinoline (6j) was comparable to that of (-)-DP-5,6-ADTN. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：563 / 566

页数：4

相关论文

共 28 条

[1]

ASSELIN AA, 1986, J MED CHEM, V29, P215

[2] BICYCLIC AND TRICYCLIC ERGOLINE PARTIAL STRUCTURES - RIGID 3-(2-AMINOETHYL)PYRROLES AND 3-(2-AMINOETHYL)PYRAZOLE AND 4-(2-AMINOETHYL)PYRAZOLE AS DOPAMINE AGONISTS [J].

BACH, NJ ;

KORNFELD, EC ;

JONES, ND ;

CHANEY, MO ;

DORMAN, DE ;

PASCHAL, JW ;

CLEMENS, JA ;

SMALSTIG, EB .

JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (05) :481-491

[3] PROPOSED DOPAMINERGIC PHARMACOPHORE OF LERGOTRILE, PERGOLIDE, AND RELATED ERGOT ALKALOID DERIVATIVES [J].

CANNON, JG ;

DEMOPOULOS, BJ ;

LONG, JP ;

FLYNN, JR ;

SHARABI, FM .

JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (03) :238-240

[4] NEW 2-PYRIDYLETHYLAMINES WITH DOPAMINERGIC ACTIVITY - SYNTHESIS AND RADIOLIGAND-BINDING EVALUATION [J].

CLAUDI, F ;

CINGOLANI, GM ;

GIORGIONI, G ;

CARDELLINI, M ;

AMENTA, F ;

POLIDORI, C .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1995, 30 (05) :415-421

[5] THE REACTION OF ALPHA-BROMOBENZYL CYANIDE WITH ETHYL XANTHAMIDATE (THIONCARBAMATE) [J].

DAVIES, W ;

MACLAREN, JA .

JOURNAL OF THE CHEMICAL SOCIETY, 1951, (JUN) :1434-1437

[6] Synthesis and dopaminergic properties of benzo-fused analogues of quinpirole and quinelorane [J].

Doll, MKH ;

Nichols, DE ;

Kilts, JD ;

Prioleau, C ;

Lawler, CP ;

Lewis, MM ;

Mailman, RB .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (05) :935-940

[7]

EMERSON M, 1997, BRIT J PHARMACOL, V122, P68

[8] SYNTHESIS OF 7-AZABICYCLO 2.2.1!HEPTANE, EXO-2-CHLORO-7-AZABICYCLO 2.2.1!HEPTANE, AND DERIVATIVES [J].

FRASER, RR ;

SWINGLE, RB .

CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (13) :2065-&

[9] SYNTHESIS AND DOPAMINERGIC ACTIVITY OF PYRIDINE ANALOGS OF 5-HYDROXY-2-(DI-N-PROPYLAMINO)TETRALIN [J].

GLASE, SA ;

CORBIN, AE ;

PUGSLEY, TA ;

HEFFNER, TG ;

WISE, LD .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (16) :3132-3137

[10]

GOLDBERG LI, 1979, COMMUN PSYCHOPHARMAC, V3, P447