2-[[(2,3,4,5,6-pentafluorobenzyl)hydroxy-phosphinyl]methyl]pentanedioic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[[(2,3,4,5,6-pentafluorobenzyl)hydroxy-phosphinyl]methyl]pentanedioic acid
• 英文别名: 2-[[(2,3,4,5,6-pentafluorobenzyl)hydroxyphosphinyl]methyl]-pentanedioic acid；2-[[(pentafluorobenzyl)-hydroxyphosphinyl]methyl]pentanedioic acid；2-[[(pentafluorobenzyl)hydroxyphosphinyl]methyl]pentanedioic acid；2-({Hydroxy[(2,3,4,5,6-pentafluorophenyl)methyl]phosphoryl}methyl)pentanedioic acid；2-[[hydroxy-[(2,3,4,5,6-pentafluorophenyl)methyl]phosphoryl]methyl]pentanedioic acid
• 化学式: C₁₃H₁₂F₅O₆P
• 分子量: 390.2
• InChiKey: SVAHMQCUSNJPRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  α-溴-2,3,4,5,6-五氟甲基苯酸酯 在 5percent Pd/C ammonium phosphite 、 氢气 、 sodium hydride 、 N,N'-二环己基碳二亚胺 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 55.0h， 生成 2-[[(2,3,4,5,6-pentafluorobenzyl)hydroxy-phosphinyl]methyl]pentanedioic acid
  参考文献：
  名称：

  Design and Pharmacological Activity of Phosphinic Acid Based NAALADase Inhibitors

  摘要：

  A novel series of phosphinic acid based inhibitors of the neuropeptidase NAALADase are described in this work. This series of compounds is the most potent series of inhibitors of the enzyme described to date. In addition, we have shown that these compounds are protective in animal models of neurodegeneration. Compound 34 significantly prevented neurodegeneration in a middle cerebral artery occlusion model of cerebral ischemia. In addition, in the chronic constrictive mc del of neuropathic pain, compound 34 significantly attenuated the hypersensitivity observed with saline-treated animals. These data suggest that NAALADase inhibition may provide a new approach for the treatment of both neurodegenerative disorders and peripheral neuropathies.

  DOI：

  10.1021/jm0001774

文献信息

• Hydroxamic acids and acyl hydroxamines as naaladase inhibitors
  申请人：——

  公开号：US20030087897A1

  公开（公告）日：2003-05-08

  This invention relates to new compounds, pharmaceutical compositions and diagnostic kits comprising such compounds, and methods of using such compounds for inhibiting NAALADase enzyme activity, detecting diseases where NAALADase levels are altered, effecting neuronal activity, effecting TGF-&bgr; activity, inhibiting angiogenesis, and treating glutamate abnormalities, neuropathy, pain, compulsive disorders, prostate diseases, cancers and glaucoma.

  本发明涉及新化合物、含有该类化合物的药物组合物和诊断试剂盒，以及使用该类化合物抑制NAALADase酶活性、检测NAALADase水平发生变化的疾病、影响神经元活动、影响TGF-β活性、抑制血管生成以及治疗谷氨酸异常、神经病、疼痛、强迫性障碍、前列腺疾病、癌症和青光眼的方法。
• Naaladase inhibitors for treating retinal disorders and glaucoma
  申请人：——

  公开号：US20030036534A1

  公开（公告）日：2003-02-20

  The present invention relates to pharmaceutical compositions and methods for treating a retinal disorder or glaucoma using NAALADase inhibitors.

  本发明涉及使用NAALADase抑制剂治疗视网膜疾病或青光眼的药物组合物和方法。
• Naaladase inhibitors for treating amyotrophic lateral sclerosis
  申请人：——

  公开号：US20020013295A1

  公开（公告）日：2002-01-31

  The present invention relates to pharmaceutical compositions and methods for treating amyotrophic lateral sclerosis using NAALADase inhibitors.

  该发明涉及使用NAALADase抑制剂治疗肌萎缩侧索硬化症的药物组合物和方法。
• Benzenedicarboxylic acid derivatives
  申请人：——

  公开号：US20020019430A1

  公开（公告）日：2002-02-14

  New benzenedicarboxylic acid derivative compounds; pharmaceutical compositions, diagnostic methods, and diagnstic kits that include those compounds; and methods of using those compounds for inhibiting NAALADase enzyme activity, detecting diseases where NAALADase levels are altered, effecting neuronal activity, effecting TGF-&bgr; activity, inhibiting angiogenesis, and treating glutamate abnormalities, neutopathy, pain, compulsive disorders, prostate diseases, cancers, and glaucoma.

  新苯二甲酸衍生物化合物；包括这些化合物的药物组合物、诊断方法和诊断试剂盒；以及使用这些化合物抑制NAALADase酶活性、检测NAALADase水平发生变化的疾病、影响神经元活动、影响TGF-β活性、抑制血管生成以及治疗谷氨酸异常、神经病变、疼痛、强迫性障碍、前列腺疾病、癌症和青光眼的方法。
• Thiolalkyl benzoic acid derivatives
  申请人：——

  公开号：US20030100607A1

  公开（公告）日：2003-05-29

  The present invention relates to new thiolalkyl benzoic acids, pharmaceutical compositions and diagnostic kits comprising such compounds, and methods of using such compounds for inhibiting NAALADase enzyme activity, detecting diseases where NAALADase levels are altered, effecting neuronal activity, effecting TGF-&bgr; activity, inhibiting angiogenesis, and treating glutamate abnormalities, neuropathy, pain, compulsive disorders, prostate diseases, cancers, glaucoma, retinal disorders, and cancer.

  本发明涉及新的硫代烷基苯甲酸，包含这些化合物的药物组合物和诊断试剂盒，以及使用这些化合物抑制NAALADase酶活性、检测NAALADase水平发生变化的疾病、影响神经元活性、影响TGF-β活性、抑制血管生成以及治疗谷氨酸异常、神经病、疼痛、强迫症、前列腺疾病、癌症、青光眼、视网膜疾病和癌症的方法。