N-hydroxyurea and hydroxamic acid inhibitors of cyclooxygenase and 5-lipoxygenase

被引:38
作者
Connolly, PJ [1 ]
Wetter, SK [1 ]
Beers, KN [1 ]
Hamel, SC [1 ]
Chen, RHK [1 ]
Wachter, MP [1 ]
Ansell, J [1 ]
Singer, MM [1 ]
Steber, M [1 ]
Ritchie, DM [1 ]
Argentieri, DC [1 ]
机构
[1] RW Johnson Pharmaceut Res Inst, Raritan, NJ 08869 USA
关键词
D O I
10.1016/S0960-894X(99)00117-1
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Two series of compounds (1 and 2) having structural features of the dual COX/5-LO inhibitor tepoxalin and the 5-LO inhibitor ABT-761 were prepared. Many of these hybrid compounds are potent COX and 5-LO inhibitors; two compounds (la and 2t) inhibit eicosanoid biosynthesis in an ex vivo assay. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:979 / 984
页数:6
相关论文
共 11 条
  • [1] ARGENTIERI DC, 1994, J PHARMACOL EXP THER, V271, P1399
  • [2] (R)-(+)-N-[3-[5-[(4-FLUOROPHENYL)METHYL]-2-THIENYL]-1-METHYL-2-PROPYNYL]-N-HYDROXYUREA (ABT-761), A 2ND-GENERATION 5-LIPOXYGENASE INHIBITOR
    BROOKS, CDW
    STEWART, AO
    BASHA, A
    BHATIA, P
    RATAJCZYK, JD
    MARTIN, JG
    CRAIG, RA
    KOLASA, T
    BOUSKA, JB
    LANNI, C
    HARRIS, RR
    MALO, PE
    CARTER, GW
    BELL, RL
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (24) : 4768 - 4775
  • [3] RATIONALLY DESIGNED, POTENT COMPETITIVE INHIBITORS OF LEUKOTRIENE BIOSYNTHESIS
    COREY, EJ
    CASHMAN, JR
    KANTNER, SS
    WRIGHT, SW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (05) : 1503 - 1504
  • [4] ACETOHYDROXAMIC ACIDS AS POTENT, SELECTIVE, ORALLY ACTIVE 5-LIPOXYGENASE INHIBITORS
    JACKSON, WP
    ISLIP, PJ
    KNEEN, G
    PUGH, A
    WATES, PJ
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (03) : 499 - 500
  • [5] MONCADA S, 1985, GOODMAN GILMANS PHAR, P660
  • [6] ACTIVATION OF 6-ENDO OVER 5-EXO HYDROXY EPOXIDE OPENINGS - STEREOSELECTIVE AND RING SELECTIVE SYNTHESIS OF TETRAHYDROFURAN AND TETRAHYDROPYRAN SYSTEMS
    NICOLAOU, KC
    PRASAD, CVC
    SOMERS, PK
    HWANG, CK
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) : 5330 - 5334
  • [7] Selective cyclooxygenase-2 inhibitors
    Prasit, P
    Riendeau, D
    [J]. ANNUAL REPORTS IN MEDICINAL CHEMISTRY, VOL 32, 1997, 32 : 211 - 220
  • [8] N,O-BIS(PHENOXYCARBONYL)HYDROXYLAMINE - A NEW REAGENT FOR THE DIRECT SYNTHESIS OF SUBSTITUTED N-HYDROXYUREAS
    STEWART, AO
    BROOKS, DW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (18) : 5020 - 5023
  • [9] HYDROXAMIC ACID INHIBITORS OF 5-LIPOXYGENASE
    SUMMERS, JB
    MAZDIYASNI, H
    HOLMS, JH
    RATAJCZYK, JD
    DYER, RD
    CARTER, GW
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (03) : 574 - 580
  • [10] SUMMERS JB, Patent No. 279263