4-chloro-2-([2-(3-nitrophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl]-amino)-benzoic acid | 404592-95-6

• 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: 4-chloro-2-([2-(3-nitrophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl]-amino)-benzoic acid
• 英文别名: 4-Chloro-2-{[2-(3-nitrophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl]-amino}-benzoic Acid；4-chloro-2-[[2-(3-nitrophenyl)-1,3-dioxoisoindole-5-carbonyl]amino]benzoic acid
• CAS: 404592-95-6
• 化学式: C₂₂H₁₂ClN₃O₇
• 分子量: 465.806
• InChiKey: PYVCLVFHOSRDCW-UHFFFAOYSA-N

物化性质

• 密度：
  1.652±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-chloro-2-[(1,3-dioxo-1,3-dihydroisobenzofuran-5-carbonyl)amino]benzoic acid 、 间硝基苯胺 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 18.0h， 以56%的产率得到4-chloro-2-([2-(3-nitrophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl]-amino)-benzoic acid
  参考文献：
  名称：

  The Pthaladyns: GTP Competitive Inhibitors of Dynamin I and II GTPase Derived from Virtual Screening

  摘要：

  We report the development of a homology model for the GTP binding domain of human dynamin I based on the corresponding crystal structure of Dictyostelium discoidum dynamin A. Virtual screening identified 2-[(2-biphenyl-2-yl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl)amino]-4-chlorobenzoic acid (1) as a similar to 170 mu M potent inhibitor. Homology modeling- and focused library-led synthesis resulted in development of a series of active compounds (the "pthaladyns") with 4-chloro-2-(2-(4-(hydroxymethyl)phenyl)-1,3-dioxoisoindoline-5-carboxamido)benzoic acid (29), a 4.58 +/- 0.06 mu M dynamin I GTPase inhibitor. Pthaladyn-29 displays borderline selectivity for dynamin I relative to dynamin IT (similar to 5-10 fold). Only pthaladyn-23 (dynamin I IC50 17.4 +/- 5.8 mu M)was an effective inhibitor of dynamin I mediated synaptic vesicle endocytosis in brain synaptosomes with an IC50 of 12.9 +/- 5.9 mu M. This compound was also competitive with respect to Mg2+. GTP. Thus the pthaladyns are the first GTP competitive inhibitors of dynamin I and II GTPase and may be effective new tools for the study of neuronal endocytosis.

  DOI：

  10.1021/jm100442u

文献信息

• DYNAMIN 2 INHIBITOR FOR THE TREATMENT OF DUCHENNE'S MUSCULAR DYSTROPHY
  申请人：Université de Strasbourg

  公开号：EP3085785A1

  公开（公告）日：2016-10-26

  The present disclosure relates to an inhibitor of Dynamin 2 or composition comprising the same for use in the treatment of Duchenne's muscular dystrophy.

  本公开涉及一种用于治疗杜兴氏肌肉萎缩症的Dynamin 2抑制剂或包含Dynamin 2的组合物。
• COMPOUNDS FOR TREATING OR PREVENTING A CORONAVIRIDAE INFECTION & METHODS AND USES FOR ASSESSING THE OCCURRENCE OF A CORONAVIRIDAE INFECTION
  申请人：ABIVAX

  公开号：EP3884946A1

  公开（公告）日：2021-09-29

  COMPOUNDS FOR TREATING OR PREVENTING A CORONAVIRIDAE INFECTION & METHODS AND USES FOR ASSESSING THE OCCURENCE OF A CORONAVIRIDAE INFECTION

  治疗或预防冠状病毒感染的化合物及评估冠状病毒感染发生的方法和用途
• Dynamin 2 inhibitor for the treatment of centronuclear myopathies
  申请人：UNIVERSITE DE STRASBOURG

  公开号：US10647986B2

  公开（公告）日：2020-05-12

  The present disclosure relates to an inhibitor of Dynamin 2 for use in the treatment of centronuclear myopathies. The present disclosure relates to pharmaceutical compositions containing Dynamin 2 inhibitor and to their use for the treatment of centronuclear myopathies. It also deals with a method for identifying or screening molecules useful in the treatment of a centronuclear myopathy.

  本公开涉及一种用于治疗中心核肌病的Dynamin 2抑制剂。本公开涉及含有Dynamin 2抑制剂的药物组合物及其用于治疗中心核肌病的用途。它还涉及一种识别或筛选用于治疗中心核肌病的分子的方法。
• Dynamin 2 inhibitor for the treatment of Duchenne's muscular dystrophy
  申请人：UNIVERSITE DE STRASBOURG

  公开号：US10822400B2

  公开（公告）日：2020-11-03

  The present disclosure relates to an inhibitor of Dynamin 2 or composition comprising the same for use in the treatment of Duchenne's muscular dystrophy.

  本公开涉及一种用于治疗杜兴氏肌肉萎缩症的Dynamin 2抑制剂或包含Dynamin 2的组合物。
• DYNAMIN 2 INHIBITOR FOR THE TREATMENT OF CENTRONUCLEAR MYOPATHIES
  申请人：Université de Strasbourg

  公开号：EP3058071A1

  公开（公告）日：2016-08-24