2-(2-Hydroxycarbamoyl-ethyl)-pentanedioic acid | 475653-52-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(2-Hydroxycarbamoyl-ethyl)-pentanedioic acid
• 英文别名: 2-[3-(Hydroxyamino)-3-oxopropyl]pentanedioic acid
• CAS: 475653-52-2
• 化学式: C₈H₁₃NO₆
• 分子量: 219.194
• InChiKey: HTZIUDNKEYUDDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  124
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(2-Benzyloxycarbamoyl-ethyl)-pentanedioic acid dibenzyl ester 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、206.84 kPa 条件下， 以98%的产率得到2-(2-Hydroxycarbamoyl-ethyl)-pentanedioic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of hydroxamate-Based inhibitors of glutamate carboxypeptidase II

  摘要：

  A series of hydroxamic acids has been prepared as potential inhibitors of glutamate carboxypeptidase II (GCP II). Compounds based on a Pl' residue (primed-side inhibitors) were more potent than those based on a Pl group (unprimed-side inhibitors). Inhibitory potency of the primed-side GCP II inhibitors was found to be dependent on the number of methylene units between the hydroxamate group and pentanedioic acid. Succinyl hydroxamic acid derivative, 2-(hydroxycarbamoylmethyl)pentanedioic acid, is the most potent GCP II inhibitor with an IC50 value of 220 nM The comparison of the results to those of other classes of GCP II inhibitors as well as hydroxamate-based MNIP inhibitors provides further insight into the structure-activity relationships of GCP II inhibition. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00407-4

文献信息

• Compounds which bind PSMA and uses thereof
  申请人：Heston Warren D.W.

  公开号：US20080311037A1

  公开（公告）日：2008-12-18

  A compound is represented by Structural Formula A1: C—B-L-A  A1 or a pharmaceutically acceptable salt or solvate thereof. A is a prostate specific membrane antigen (PSMA) ligand; L is an optionally substituted aliphatic or heteroaliphatic linking group; B includes at least one optionally substituted moiety selected from the group consisting of a sugar, a charged group, an aryl ring, and a heteroaryl ring, wherein B optionally includes a drug or a labeling agent; and C is H, a drug, or a labeling agent, wherein CB together comprises the drug or the labeling agent. The compounds are useful as PSMA agents and in pharmaceutical compositions, methods for treating and detecting diseases such as cancer in a subject, methods for identifying cancer cells in a sample, methods for inhibiting tumor neovascularization, methods for identifying drugs that can treat cancer, and the like.
• Synthesis and biological evaluation of hydroxamate-Based inhibitors of glutamate carboxypeptidase II
  作者：Doris Stoermer、Qun Liu、Monicia R Hall、Juliet M Flanary、Ajit G Thomas、Camilo Rojas、Barbara S Slusher、Takashi Tsukamoto

  DOI：10.1016/s0960-894x(03)00407-4

  日期：2003.7

  A series of hydroxamic acids has been prepared as potential inhibitors of glutamate carboxypeptidase II (GCP II). Compounds based on a Pl' residue (primed-side inhibitors) were more potent than those based on a Pl group (unprimed-side inhibitors). Inhibitory potency of the primed-side GCP II inhibitors was found to be dependent on the number of methylene units between the hydroxamate group and pentanedioic acid. Succinyl hydroxamic acid derivative, 2-(hydroxycarbamoylmethyl)pentanedioic acid, is the most potent GCP II inhibitor with an IC50 value of 220 nM The comparison of the results to those of other classes of GCP II inhibitors as well as hydroxamate-based MNIP inhibitors provides further insight into the structure-activity relationships of GCP II inhibition. (C) 2003 Elsevier Science Ltd. All rights reserved.