3-氧代-2,3-二氢-1H-异吲哚-4-羧酸 | 935269-27-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 3-氧代-2,3-二氢-1H-异吲哚-4-羧酸
• 中文别名: 3-氧代-4-羧酸-2,3-二氢吲哚；3-氧代异吲哚啉-4-羧酸
• 英文名称: 3-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid
• 英文别名: 3-Oxoisoindoline-4-carboxylic acid；3-oxo-1,2-dihydroisoindole-4-carboxylic acid
• CAS: 935269-27-5
• 化学式: C₉H₇NO₃
• mdl: MFCD11506114
• 分子量: 177.159
• InChiKey: SONYZPKBPBFLSS-UHFFFAOYSA-N

物化性质

• 沸点：
  550.4±50.0 °C(Predicted)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933790090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

反应信息

• 作为反应物：
  描述：

  3-氧代-2,3-二氢-1H-异吲哚-4-羧酸 、 4-甲氧基邻苯二胺 在 盐酸 作用下， 生成 7-(5-methoxy-1H-benzoimidazol-2-yl)-2,3-dihydro-isoindol-1-one
  参考文献：
  名称：

  WO2007/47646

  摘要：

  公开号：
• 作为产物：
  描述：

  3-氧代异吲哚啉-4-甲酸甲酯 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以83%的产率得到3-氧代-2,3-二氢-1H-异吲哚-4-羧酸
  参考文献：
  名称：

  7- [1H-Indol-2-yl] -2,3-dihydro-isoindol-1-ones作为双重Aurora-A / VEGF-R2激酶抑制剂：设计，合成和生物学活性。

  摘要：

  合成了一系列新型的7- [1H-吲哚-2-基] -2,3-二氢-异吲哚-1-酮，旨在作为VEGF-R2激酶的抑制剂，并有效抑制VEGF-R2和Aurora-A。激酶。讨论了该系列的基于结构的设计，合成和初始SAR。

  DOI：

  10.1016/j.bmcl.2008.07.090

文献信息

• [EN] INHIBITORS OF PROTEIN ARGININE DEIMINASES (PADS) AND METHODS OF PREPARATION AND USE THEREOF<br/>[FR] INHIBITEURS DE PROTÉINE ARGININE DÉIMINASES (PAD) ET PROCÉDÉS DE PRÉPARATION ET D'UTILISATION ASSOCIÉS
  申请人：UNIV MASSACHUSETTS

  公开号：WO2018102262A1

  公开（公告）日：2018-06-07

  The invention provides novel inhibitors or inactivators of protein arginine deiminases, pharmaceutical compositions and methods of use thereof. The invention also relates to molecular probes based on such compounds and methods of use thereof.

  这项发明提供了新型的蛋白精氨酸去亚氨基酶抑制剂或失活剂，以及其药物组合物和使用方法。该发明还涉及基于这些化合物的分子探针以及其使用方法。
• Substituted dihydro-isoindolones useful in treating kinase disorders
  申请人：Hughes V. Terry

  公开号：US20070161648A1

  公开（公告）日：2007-07-12

  The present invention is directed to novel substituted dihydro-isoindolone compounds of formula (I): and forms thereof, wherein Ring A, X 3 , R 1 , R 2 , R 3 , R 4 and R 6 are as herein defined, and their synthesis and use as protein kinase inhibitors and interactions thereof.

  本发明涉及一种新颖的取代二氢异吲哚酮化合物及其衍生物，其化学式为(I)：其中环A、X3、R1、R2、R3、R4和R6如本文所定义，并且其合成和用作蛋白激酶抑制剂及其相互作用的方法。
• Inhibitors of protein arginine deiminases (PADs) and methods of preparation and use thereof
  申请人：University of Massachusetts

  公开号：US11208386B2

  公开（公告）日：2021-12-28

  The invention provides novel inhibitors or inactivators of protein arginine deiminases, pharmaceutical compositions and methods of use thereof. The invention also relates to molecular probes based on such compounds and methods of use thereof.

  本发明提供了蛋白质精氨酸脱亚胺酶的新型抑制剂或灭活剂、药物组合物及其使用方法。本发明还涉及基于此类化合物的分子探针及其使用方法。
• Development of a Selective Inhibitor of Protein Arginine Deiminase 2
  作者：Aaron Muth、Venkataraman Subramanian、Edward Beaumont、Mitesh Nagar、Philip Kerry、Paul McEwan、Hema Srinath、Kathleen Clancy、Sangram Parelkar、Paul R. Thompson

  DOI：10.1021/acs.jmedchem.7b00274

  日期：2017.4.13

  Protein arginine deiminase 2 (PAD2) plays a key role in the onset and progression of multiple sclerosis, rheumatoid arthritis, and breast cancer. To date, no PAD2-selective inhibitor has been developed. Such a compound will be critical for elucidating the biological roles of this isozyme and may ultimately be useful for treating specific diseases in which PAD2 activity is dysregulated. To achieve this goal, we synthesized a series of benzimidazole-based derivatives of Cl-amidine, hypothesizing that this scaffold would allow access to a series of PAD2-selective inhibitors with enhanced cellular efficacy. Herein, we demonstrate that substitutions at both the N-terminus and C-terminus of Cl-amidine result in >100-fold increases in PAD2 potency and selectivity (30a, 41a, and 49a) as well as cellular efficacy (30a). Notably, these compounds use the far less reactive fluoroacetamidine warhead. In total, we predict that 30a will be a critical tool for understanding cellular PAD2 function and sets the stage for treating diseases in which PAD2 activity is dysregulated.
• INHIBITORS OF PROTEIN ARGININE DEIMINASES (PADS) AND METHODS OF PREPARATION AND USE THEREOF
  申请人：University of Massachusetts

  公开号：US20200339518A1

  公开（公告）日：2020-10-29

  The invention provides novel inhibitors or inactivators of protein arginine deiminases, pharmaceutical compositions and methods of use thereof. The invention also relates to molecular probes based on such compounds and methods of use thereof.