2-(Quinoxaline-2-carbonylamino)butanedioic acid | 5182-94-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(Quinoxaline-2-carbonylamino)butanedioic acid
• CAS: 5182-94-5
• 化学式: C₁₃H₁₁N₃O₅
• 分子量: 289.24
• InChiKey: IVDRKJRGJXBIDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  7

文献信息

• SELECTIVE INHIBITION OF PHOSPHOENOLPYRUVATE CARBOXYLASES OF C4 PLANTS
  申请人：Heinrich Heine Universität Düsseldorf

  公开号：EP2797417A1

  公开（公告）日：2014-11-05
• SELECTIVE INHIBITION OF C4-PEP CARBOXYLASES
  申请人：Heinrich Heine Universitat Dusseldorf

  公开号：US20150216167A1

  公开（公告）日：2015-08-06

  The present invention relates to the use of a compound, a salt or solvate thereof as C4 plant selective herbicide wherein said compound comprises a cyclic alkyl, aryl, heterocycloalkyl or heteroaryl group, and wherein said compound further comprises a) at least a functional group Z being —C(═Y z )R 1 , wherein Y z is selected from the group consisting of O, NH and S, preferably wherein Y z is O, and wherein R 1 is selected from the group consisting of H, OH and N(R 2 R 3 ), —O(R 2 ) and —S(R 2 ), wherein R 2 and R 3 , are independently of each other, selected from the group consisting of H, alkyl, cycolalkyl, aryl and heteroaryl and a functional group Q which is —C(═Y Q )R 4 , wherein Y Q is selected from the group consisting of O, NH and S, preferably wherein Y Q is O, and wherein R 4 is selected from the group consisting of H, OH and NR 4# R 5# , OR 4# , SR 4# wherein R 4# and R 5# , are independently of each other, selected from the group consisting of H, alkyl, cycloalkyl, aryl and heteroaryl, or b) at least one electron donating group selected from the group consisting of OH, —SH, —O—R p , S—R p —NR p R q and O—C(═Y p )R r , wherein R p and R q are, independently of each other, selected from the group consisting of H, alkyl, cycloalkyl and heteroaryl, and wherein R r is —OH, —NH 2 , —NH-Alkyl, —O-Alkyl or —NH-Alkyl, and wherein Y p is selected from the group consisting of —S—, —O—, —NH, said compound being capable of binding to the malate binding site comprised by a phosphoenolpyruvate carboxylase from a C4 plant, thereby inhibiting said phosphoenolpyruvate carboxylase, and wherein the cyclic alkyl, aryl, heterocycloalkyl or heteroaryl group inhibits binding to the malate binding site of a phosphoenolpyruvate carboxylase from a C3 plant.
• [EN] SELECTIVE INHIBITION OF PHOSPHOENOLPYRUVATE CARBOXYLASES OF C4 PLANTS<br/>[FR] INHIBITION SÉLECTIVE DE PHOSPHOÉNOLPYRUVATE CARBOXYLASES DE PLANTES C4
  申请人：UNIV DUESSELDORF H HEINE

  公开号：WO2013093007A1

  公开（公告）日：2013-06-27

  The present invention relates to the use of a compound, a salt or solvate thereof as C4 plant selective herbicide wherein said compound comprises a cyclic alkyl, aryl, heterocycloalkyl or heteroaryl group, and wherein said compound further comprises a) at least a functional group Z being -C(=Yz)R1, wherein Yz is selected from the group consisting of O, NH and S, preferably wherein Yz is O, and wherein R1 is selected from the group consisting of H, OH and N(R2R3), -O(R2) and -S(R2), wherein R2 and R3, are independently of each other, selected from the group consisting of H, Alkyl, cycolalkyl, aryl and heteroaryl and a functional group Q which is -C(=YQ)R4, wherein YQ is selected from the group consisting of O, NH and S, preferably wherein YQ is O, and wherein R4 is selected from the group consisting of H, OH and NR4#R5#, OR4#, SR4# wherein R4# and R5#, are independently of each other, selected from the group consisting of H, alkyl, cycloalkyl, aryl and heteroaryl, or b) at least one electron donating group selected from the group consisting of OH, -SH, -O-Rp, -S-Rp -NRpRq and O-C(=Yp)Rr, wherein Rp and Rq are, independently of each other, selected from the group consisting of H, alkyl, cycloalkyl and heteroaryl, and wherein Rr is -OH, -NH2, -NH-Alkyl, -O-Alkyl or -NH-Alkyl, and wherein Yp is selected from the group consisting of -S-, -O-, -NH, said compound being capable of binding to the malate binding site comprised by a phosphoenolpyruvate carboxylase from a C4 plant, thereby inhibiting said phosphoenolpyruvate carboxylase, and wherein the cyclic alkyl, aryl, heterocycloalkyl or heteroaryl group inhibits binding to the malate binding site of a phosphoenolpyruvate carboxylase from a C3 plant.