Synthesis, structural, conformational and pharmacological study of some carbamates derived from 3-methyl-2,4-dipheny1-3-azabicyclo[3.3.1]nonan-9β-ol

被引:7
作者
Iriepa, I [1 ]
Gil-Alberdi, B
Gálvez, E
Villasante, FJ
Bellanato, J
Carmona, P
机构
[1] Univ Alcala de Henares, Dept Quim Organ, Madrid, Spain
[2] CSIC, Inst Estructura Mat, E-28006 Madrid, Spain
关键词
3-methyl-2,4-dipheny1-3-azabicyclo[3.3.1]nonan-9 beta-ol; carbamates; vibrational spectroscopy; NMR spectroscopy;
D O I
10.1016/S0022-2860(98)00947-8
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of benzimidazole and benzothiazole carbamates derived from 3-methyl-2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9 beta-ol were synthesized and studied by IR, Raman, H-1 and C-13 NMR spectroscopy. The compounds studied displayed in CDCl3 solution a preferred flattened chair-chair conformation. IR and H-1 and C-13 NMR data showed the presence of an intramolecular hydrogen bond in the benzimidazole carbamates. Pharmacological assays on mice were drawn to evaluate analgesic activity as well as drug-induced behavioral alterations. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:437 / 442
页数:6
相关论文
共 9 条
[1]   STRUCTURAL AND CONFORMATIONAL STUDY OF 3-PHENETHYL-3-AZABICYCLO[3.2.1]OCTAN-8-BETA-OL [J].
ARIAS, MS ;
GALVEZ, E ;
ARDID, I ;
BELLANATO, J ;
GARCIARAMOS, JV ;
FLORENCIO, F ;
GARCIABLANCO, S .
JOURNAL OF MOLECULAR STRUCTURE, 1987, 161 :151-164
[2]   SYNTHESIS AND STRUCTURAL AND CONFORMATIONAL STUDY OF SOME AMINES DERIVED FROM THE NORGRANATANE SYSTEM [J].
FERNANDEZ, MJ ;
HUERTAS, R ;
GALVEZ, E .
JOURNAL OF MOLECULAR STRUCTURE, 1991, 246 (3-4) :359-366
[3]   STRUCTURAL AND CONFORMATIONAL STUDY OF DIAZABICYCLANONES AND DIAZABICYCLANOLS [J].
GALVEZ, E ;
ARIAS, MS ;
BELLANATO, J ;
GARCIARAMOS, JV ;
FLORENCIO, F ;
SMITHVERDIER, P ;
GARCIABLANCO, S .
JOURNAL OF MOLECULAR STRUCTURE, 1985, 127 (3-4) :185-201
[4]  
GILALBERDI B, 1996, THESIS U ALCALS HENA
[5]   STRUCTURAL, CONFORMATIONAL AND PHARMACOLOGICAL STUDY OF SOME ESTERS DERIVED FROM 3-METHYL-2,4-DIPBENYL-3-AZABICYCLO[3.3.1]NONAN-9-BETA-OL [J].
IRIEPA, I ;
GILALBERDI, B ;
GALVEZ, E ;
SANZAPARICIO, J ;
FONSECA, I ;
ORJALES, A ;
BERISA, A .
JOURNAL OF MOLECULAR STRUCTURE, 1995, 351 :119-125
[6]   SPECTROSCOPIC STUDY OF 3-METHYL-2,4-DIPHENYL-3-AZABICYCLO[3.3.1]NONAN-9-ALPHA(BETA)-OLS [J].
IRIEPA, I ;
GILALBERDI, B ;
GALVEZ, E .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (02) :519-521
[7]   Synthesis structural, conformational and pharmacological study of some carbamates derived from 3-methyl-2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9 alpha-ol [J].
Iriepa, I ;
GilAlberdi, B ;
Galvez, E ;
Bellanato, J ;
Carmona, P .
JOURNAL OF MOLECULAR STRUCTURE, 1997, 406 (03) :233-240
[8]   STRUCTURAL STUDY OF 3-METHYL-2,4-DIPHENYL-3-AZABICYCLO[3.3.1]NONAN-9-BETA-OL [J].
IRIEPA, I ;
GILALBERDI, B ;
GALVEZ, E ;
TORRES, R ;
GOMEZSAL, P ;
BELLANATO, J .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (01) :29-32
[9]  
IRIEPA I, UNPUB