MECHANISM OF ACTION OF THE 1,2,4-TRIAZOLO[1,5-A] PYRIMIDINES

被引:107
|
作者
GERWICK, BC [1 ]
SUBRAMANIAN, MV [1 ]
LONEYGALLANT, VI [1 ]
CHANDLER, DP [1 ]
机构
[1] DOW CHEM CO USA,CENT RES,MIDLAND,MI 48640
来源
PESTICIDE SCIENCE | 1990年 / 29卷 / 03期
关键词
D O I
10.1002/ps.2780290310
中图分类号
S3 [农学(农艺学)];
学科分类号
0901 ;
摘要
The substituted 1,2,4‐triazolo[1,5‐a]pyrimidines are a new class of highly active herbicides. Protection of Arabidopsis thaliana seedlings from triazolopyrimidine‐induced injury by the branched‐chain amino acids was observed. Acetolactate synthase (EC 4.1.3.18) was isolated and found to be quite sensitive to inhibition. I50 values for inhibition of the enzyme from a number of plant sources show little variation and no correlation to whole‐plant response, suggesting uptake, translocation and metabolism play key roles in modulating herbicidal activity. Further studies indicate that these chemicals are slow, tight‐binding inhibitors that are readily dissociated by gel filtration. Some correlations between in‐vitro activity and in‐vivo activity were observed for ortho‐substituted analogs on selected broadleaf species. Copyright © 1990 John Wiley & Sons, Ltd
引用
收藏
页码:357 / 364
页数:8
相关论文
共 50 条
  • [1] MECHANISM OF ACTION OF THE 1,2,4-TRIAZOLO[1,5A]PYRIMIDINES
    GERWICK, BC
    LONEY, V
    SUBRAMANIAN, M
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1987, 194 : 163 - AGRO
  • [2] 1,2,4-Triazolo[1,5-a]pyrimidines in drug design
    Oukoloff, Killian
    Lucero, Bobby
    Francisco, Karol R.
    Brunden, Kurt R.
    Ballatore, Carlo
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 165 : 332 - 346
  • [3] A new synthesis for 1,2,4-triazolo[1,5-a]-pyridines and 1,2,4-triazolo[1,5-a]isoquinolines
    Hussein, AM
    Sherif, SM
    Atalla, AA
    [J]. MONATSHEFTE FUR CHEMIE, 1996, 127 (11): : 1153 - 1160
  • [4] SYNTHESIS OF DIHYDRO-1,2,4-TRIAZOLO[1,5-A]PYRIMIDINES
    WERMANN, K
    HARTMANN, M
    [J]. SYNTHESIS-STUTTGART, 1991, (03): : 189 - 191
  • [5] MECHANISM OF ACTION OF 1,2,4-TRIAZOLO[1,5-A]PYRIMIDINE SULFONAMIDE HERBICIDES
    SUBRAMANIAN, MV
    LONEY, V
    PAO, L
    [J]. PROSPECTS FOR AMINO ACID BIOSYNTHESIS INHIBITORS IN CROP PROTECTION AND PHARMACEUTICAL CHEMISTRY, 1989, 42 : 97 - 100
  • [6] SYNTHESIS OF 2-ARYL-1,2,4-TRIAZOLO[1,5-A]PYRIMIDINES
    PRASAD, VSR
    REDDY, KK
    [J]. SYNTHETIC COMMUNICATIONS, 1990, 20 (17) : 2617 - 2622
  • [7] New synthesis for 1,2,4-triazolo[1,5-a]pyridines and new 1,2,4-triazolo[1,5-a]isoquinolines
    Hussein, AM
    Sherif, SM
    Atalla, AA
    [J]. POLISH JOURNAL OF CHEMISTRY, 1996, 70 (07) : 872 - 879
  • [8] AN UNEQUIVOCAL SYNTHESIS OF SOME SUBSTITUTED 1,2,4-TRIAZOLO[1,5-A]PYRIMIDINES
    STANOVNIK, B
    URLEB, U
    TISLER, M
    [J]. MONATSHEFTE FUR CHEMIE, 1987, 118 (05): : 601 - 606
  • [9] Synthesis and Fungicidal Activities of New 1,2,4-Triazolo[1,5-a]pyrimidines
    Chen, Qiong
    Liu, Zu-Ming
    Chen, Chao-Nan
    Jiang, Li-Li
    Yang, Guang-Fu
    [J]. CHEMISTRY & BIODIVERSITY, 2009, 6 (08) : 1254 - 1265
  • [10] SYNTHESIS WITH 5-HYDRAZINO-1,2,4-TRIAZOLO[1,5-A]PYRIMIDINE, DERIVATIVES - SYNTHESIS WITH 5-HYDROAZINO-1,2,4-TRIAZOLO[1,5-A]PYRIMIDINES
    LIPPMANN, E
    STRAUCH, P
    TENOR, E
    [J]. PHARMAZIE, 1991, 46 (03): : 184 - 187