6-isopropoxyisoindolin-1-one | 1263311-23-4

• 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
• 英文名称: 6-isopropoxyisoindolin-1-one
• 英文别名: 6-propan-2-yloxy-2,3-dihydroisoindol-1-one
• CAS: 1263311-23-4
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: ALIXXYFICKQOGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  419.7±45.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-isopropoxyisoindolin-1-one 、 2-(4-溴苯基)丙酸甲酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 以63%的产率得到methyl 2-[4-(3-oxo-5-propan-2-yloxy-1H-isoindol-2-yl)phenyl]propanoate
  参考文献：
  名称：

  Lactam Coupling as a Versatile Route to Indoprofen Analogs

  摘要：

  A convergent synthesis of indoprofen via a Buchwald coupling approach is reported. Using this methodology, indoprofen and a set of analogs of indoprofen were readily prepared.

  DOI：

  10.1080/00397910903531813
• 作为产物：
  描述：

  2-碘代丙烷 、 6-羟基-异吲哚啉-1-酮 在 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以55%的产率得到6-isopropoxyisoindolin-1-one
  参考文献：
  名称：

  Structure-Based Design of ASK1 Inhibitors as Potential Agents for Heart Failure

  摘要：

  Apoptosis signal-regulating kinase 1 (ASK1/ MAP3K) is a mitogen-activated protein kinase family member shown to contribute to acute ischemia/reperfusion injury. Using structure-based drug design, deconstruction, and reoptimization of a known ASK1 inhibitor, a lead compound was identified. This compound displayed robust MAP3K pathway inhibition and reduction of infarct size in an isolated perfused heart model of cardiac injury.

  DOI：

  10.1021/acsmedchemlett.6b00481

文献信息

• Compounds that induce degradation of anti-apoptotic Bcl-2 family proteins and the uses thereof
  申请人：BioVentures, LLC

  公开号：US10807977B2

  公开（公告）日：2020-10-20

  The present disclosure provides compositions and methods for selectively killing senescent cells, wherein the composition comprises a compound of Formula (I) or a compound of Formula (II). The selective killing of senescent cells may delay aging and/or treat age-related disorders.

  本公开提供了选择性杀死衰老细胞的组合物和方法，其中组合物包含式（I）化合物或式（II）化合物。选择性杀死衰老细胞可延缓衰老和/或治疗与年龄有关的疾病。
• COMPOUNDS THAT INDUCE DEGRADATION OF ANTI-APOPTOTIC BCL-2 FAMILY PROTEINS AND THE USES THEREOF
  申请人：BioVentures, LLC

  公开号：US20190135801A1

  公开（公告）日：2019-05-09

  The present disclosure provides compositions and methods for selectively killing senescent cells, wherein the composition comprises a compound of Formula (I) or a compound of Formula (II). The selective killing of senescent cells may delay aging and/or treat age-related disorders.
• Structure-Based Design of ASK1 Inhibitors as Potential Agents for Heart Failure
  作者：Marion Lanier、Jason Pickens、Simone V. Bigi、Erica L. Bradshaw-Pierce、Alison Chambers、Zacharia S. Cheruvallath、Derek Cole、Douglas R. Dougan、Jacques Ermolieff、Tony Gibson、Petro Halkowycz、Aki Hirokawa、Anthony Ivetac、Joanne Miura、Evan Nunez、Mark Sabat、John Tyhonas、Haixia Wang、Xiaolun Wang、Steve Swann

  DOI：10.1021/acsmedchemlett.6b00481

  日期：2017.3.9

  Apoptosis signal-regulating kinase 1 (ASK1/ MAP3K) is a mitogen-activated protein kinase family member shown to contribute to acute ischemia/reperfusion injury. Using structure-based drug design, deconstruction, and reoptimization of a known ASK1 inhibitor, a lead compound was identified. This compound displayed robust MAP3K pathway inhibition and reduction of infarct size in an isolated perfused heart model of cardiac injury.
• Lactam Coupling as a Versatile Route to Indoprofen Analogs
  作者：Keith D. Barnes、Ping Chen、Yingyan Chang、Robert M. Lewis、Christopher M. Manley、Nicholas J. Mayhew、Stephen H. Steffke、Guixing Wang、Yi Wang、Yuh-Lin A. Yang、John W. Lippert III

  DOI：10.1080/00397910903531813

  日期：2010.12.21

  A convergent synthesis of indoprofen via a Buchwald coupling approach is reported. Using this methodology, indoprofen and a set of analogs of indoprofen were readily prepared.