8-(benzyloxy)-2-isobutyl-3-(o-phenylbenzoyl)-indolizine | 1048660-76-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-(benzyloxy)-2-isobutyl-3-(o-phenylbenzoyl)-indolizine
• CAS: 1048660-76-9
• 化学式: C₃₂H₂₉NO₂
• 分子量: 459.588
• InChiKey: JBXSDSYFTKPICK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  35.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  30.71
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  8-(benzyloxy)-2-isobutyl-3-(o-phenylbenzoyl)-indolizine 在 aluminum (III) chloride 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以89%的产率得到8-(benzyloxy)-2-isobutyl-3-(o-phenylbenzyl)-indolizine
  参考文献：
  名称：

  Highly Specific and Broadly Potent Inhibitors of Mammalian Secreted Phospholipases A₂

  摘要：

  We report a series of inhibitors of secreted phospholipases A(2) (sPLA(2)S) based on substituted indoles, 6,7-benzoindoles, and indolizines derived from LY315920, a well-known indole-based sPLA(2) inhibitor. Using the human group X sPLA2 crystal structure, we prepared a highly potent and selective indole-based inhibitor of this enzyme. Also, we report human and mouse group IIA and HE specific inhibitors and a substituted 6,7-benzoindole that inhibits nearly all human and mouse sPLAs in the low nanomolar range.

  DOI：

  10.1021/jm800422v
• 作为产物：
  描述：

  8-(benzyloxy)-2-isobutylindolizine 、 2-苯基苯甲酰氯 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以510 mg的产率得到8-(benzyloxy)-2-isobutyl-3-(o-phenylbenzoyl)-indolizine
  参考文献：
  名称：

  Highly Specific and Broadly Potent Inhibitors of Mammalian Secreted Phospholipases A₂

  摘要：

  We report a series of inhibitors of secreted phospholipases A(2) (sPLA(2)S) based on substituted indoles, 6,7-benzoindoles, and indolizines derived from LY315920, a well-known indole-based sPLA(2) inhibitor. Using the human group X sPLA2 crystal structure, we prepared a highly potent and selective indole-based inhibitor of this enzyme. Also, we report human and mouse group IIA and HE specific inhibitors and a substituted 6,7-benzoindole that inhibits nearly all human and mouse sPLAs in the low nanomolar range.

  DOI：

  10.1021/jm800422v