2-(1,3-benzodioxol-5-yl-methyl)isoquinoline-1,3(2H,4H)-dione | 565193-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-(1,3-benzodioxol-5-yl-methyl)isoquinoline-1,3(2H,4H)-dione
• 英文别名: 2-Benzo[1,3]dioxol-5-ylmethyl-4H-isoquinoline-1,3-dione；2-(1,3-benzodioxol-5-ylmethyl)-4H-isoquinoline-1,3-dione
• CAS: 565193-20-6
• 化学式: C₁₇H₁₃NO₄
• mdl: MFCD03966918
• 分子量: 295.295
• InChiKey: GOJWIIHLEMQSCR-UHFFFAOYSA-N

物化性质

• 熔点：
  163-164 °C(Solv: ethanol (64-17-5))
• 沸点：
  527.5±50.0 °C(Predicted)
• 密度：
  1.407±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.176
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-亚甲二氧基苄胺 、 2-(氰基甲基)苯甲酸 以 邻二氯苯 为溶剂， 反应 5.0h， 以47%的产率得到3-[(1,3-benzodioxol-5-ylmethyl)amino]isoquinolin-1(2H)-one
  参考文献：
  名称：

  3-(Hetarylamino)- and 3-[(hetarylmethyl)amino]-isoquinolin-1(2H)-ones

  摘要：

  The reaction of 2-(cyanomethyl)benzoic acid with amines RNH(2) (R = Ar, Het, CH(2)Ar, CH(2)Het) leads to the formation of the corresponding 3-NHR-isoquinolin-1(2H)-ones. When R = CH(2)Ar and CH(2)Het, there is a side reaction involving hydrolysis of the hydrolytically-unstable intermediates, derivatives of 2-(2-amino-2-iminoethyl) benzoic acid, leading to 2-R-isoquinoline-1,3(2H,4H)-diones.

  DOI：

  10.1007/s10593-010-0531-0

文献信息

• Small molecule inhibitors of USP1 deubiquitinating enzyme activity
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US10653676B2

  公开（公告）日：2020-05-19

  Provided are small molecule inhibitors of ubiquitin specific protease 1 (USP1) activity and methods for their use in treating and characterizing cancers. The small molecule USP1 inhibitors of the invention are particularly useful in the treatment of cancers that are resistant to DNA cross-linking agents.

  本发明提供了泛素特异性蛋白酶 1（USP1）活性的小分子抑制剂及其用于治疗和鉴定癌症的方法。本发明的小分子 USP1 抑制剂尤其适用于治疗对 DNA 交联剂具有抗药性的癌症。
• SMALL MOLECULE INHIBITORS OF USP1 DEUBIQUITINATING ENZYME ACTIVITY
  申请人：D'Andrea Alan D.

  公开号：US20130253005A1

  公开（公告）日：2013-09-26

  Provided are small molecule inhibitors of ubiquitin specific protease 1 (USP1) activity and methods for their use in treating and characterizing cancers. The small molecule USP1 inhibitors of the invention are particularly useful in the treatment of cancers that are resistant to DNA cross-linking agents.
• US9518032B2
  申请人：——

  公开号：US9518032B2

  公开（公告）日：2016-12-13
• [EN] SMALL MOLECULE INHIBITORS OF USP1 DEUBIQUITINATING ENZYME ACTIVITY<br/>[FR] INHIBITEURS DE PETITES MOLÉCULES DE L'ACTIVITÉ DE L'ENZYME DE DÉUBIQUINATION USP1
  申请人：DANA FARBER CANCER INST INC

  公开号：WO2011137320A2

  公开（公告）日：2011-11-03

  Provided are small molecule inhibitors of ubiquitin specific protease 1 (USP1) activity and methods for their use in treating and characterizing cancers. The small molecule USP1 inhibitors of the invention are particularly useful in the treatment of cancers that are resistant to DNA cross-linking agents.
• 3-(Hetarylamino)- and 3-[(hetarylmethyl)amino]-isoquinolin-1(2H)-ones
  作者：L. M. Potikha、R. M. Gutsul、V. A. Kovtunenko、A. A. Tolmachev

  DOI：10.1007/s10593-010-0531-0

  日期：2010.8

  The reaction of 2-(cyanomethyl)benzoic acid with amines RNH(2) (R = Ar, Het, CH(2)Ar, CH(2)Het) leads to the formation of the corresponding 3-NHR-isoquinolin-1(2H)-ones. When R = CH(2)Ar and CH(2)Het, there is a side reaction involving hydrolysis of the hydrolytically-unstable intermediates, derivatives of 2-(2-amino-2-iminoethyl) benzoic acid, leading to 2-R-isoquinoline-1,3(2H,4H)-diones.