1-Aryl-1H,3H-thiazolo[3,4-a]benzimidazole derivatives

被引:4
作者
Bruno, G [1 ]
Chimirri, A [1 ]
Monforte, AM [1 ]
Nicolo, F [1 ]
Scopelliti, R [1 ]
机构
[1] UNIV MESSINA,DIPARTIMENTO FARMACOCHIM,I-98168 VIALE ANNUNZIATA,MESSINA,ITALY
关键词
D O I
10.1107/S0108270197004976
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The structural features of some 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles active against human immunodefiency virus (HIV) are reported. The diffractometric analysis reveals that the title compounds, 1-(2,4-difluorophenyl)-1H,3H-thiazolo[3,4-a]benzimidazole, C15H10F2N2S, 1-(2,6-dichlorophenyl)-1H,3H-thiazolo[3,4-a]benzimidazole, C15H10Cl2N2S, and 1-(2-chloro-6-fluorophenyl)-1H,3H-thiazolo[3,4-a]benzimidazole, C15H10ClFN2S, all adopt a butterfly-like conformation which appears to be particularly important for the inhibition of HIV-1 reverse transcriptase (RT), an enzyme which plays a key role in the viral life-cycle.
引用
收藏
页码:1337 / 1341
页数:5
相关论文
共 17 条
  • [1] SIR92 - a program for automatic solution of crystal structures by direct methods
    ALTOMARE, A
    CASCARANO, G
    GIACOVAZZO, G
    GUAGLIARDI, A
    BURLA, MC
    POLIDORI, G
    CAMALLI, M
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 : 435 - 435
  • [2] 1-[3,5-bis(trifluoromethyl)phenyl]-1H,3H-thiazolo[3,4-a]benzimidazole
    Bruno, G
    Monforte, AM
    Nicolo, F
    Scopelliti, R
    Zappala, M
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 : 2533 - 2535
  • [3] BRUNO G, 1996, INPRESS J MED CHEM, V39
  • [4] THIAZOLOBENZIMIDAZOLE - BIOLOGICAL AND BIOCHEMICAL ANTIRETROVIRAL ACTIVITY OF A NEW NONNUCLEOSIDE REVERSE-TRANSCRIPTASE INHIBITOR
    BUCKHEIT, RW
    HOLLINGSHEAD, MG
    GERMANYDECKER, J
    WHITE, EL
    MCMAHON, JB
    ALLEN, LB
    ROSS, LJ
    DECKER, WD
    WESTBROOK, L
    SHANNON, WM
    WEISLOW, O
    BADER, JP
    BOYD, MR
    [J]. ANTIVIRAL RESEARCH, 1993, 21 (03) : 247 - 265
  • [5] CHIMIRRI A, 1996, IN PRESS FARMACO, V51
  • [6] CHIMIRRI A, 1991, IL FARMACO, V44, P925
  • [7] GENERAL DEFINITION OF RING PUCKERING COORDINATES
    CREMER, D
    POPLE, JA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) : 1354 - 1358
  • [9] STRUCTURE OF HIV-1 RT/TIBO R-86183 COMPLEX REVEALS SIMILARITY IN THE BINDING OF DIVERSE NONNUCLEOSIDE INHIBITORS
    DING, JP
    DAS, K
    MOEREELS, H
    KOYMANS, L
    ANDRIES, K
    JANSSEN, PAJ
    HUGHES, SH
    ARNOLD, E
    [J]. NATURE STRUCTURAL BIOLOGY, 1995, 2 (05): : 407 - 415
  • [10] A METHOD OF ABSORPTION CORRECTION BY X-RAY INTENSITY MEASUREMENTS
    KOPFMANN, G
    HUBER, R
    [J]. ACTA CRYSTALLOGRAPHICA SECTION A-CRYSTAL PHYSICS DIFFRACTION THEORETICAL AND GENERAL CRYSTALLOGRAPHY, 1968, A 24 : 348 - &