[2-(3,5-fluorobenzoyl)-1-oxo-1,2,3,4-tetrahydro-βcarbolin-9-yl]acetic acid | 1161766-19-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [2-(3,5-fluorobenzoyl)-1-oxo-1,2,3,4-tetrahydro-βcarbolin-9-yl]acetic acid
• 英文别名: [2-(3,5-difluorobenzoyl)-1-oxo-1,2,3,4-tetrahydro-β-carbolin-9-yl]acetic acid；2-[2-(3,5-Difluorobenzoyl)-1-oxo-3,4-dihydropyrido[3,4-b]indol-9-yl]acetic acid
• CAS: 1161766-19-3
• 化学式: C₂₀H₁₄F₂N₂O₄
• 分子量: 384.339
• InChiKey: SPHNHUYTUZDDQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  t-butyl [2-(3,5-difluorobenzoyl)-1-oxo-1,2,3,4-tetrahydro-βcarbolin-9-yl]acetate 在 碘代三甲硅烷 作用下， 以 氯仿 为溶剂， 反应 16.0h， 以70%的产率得到[2-(3,5-fluorobenzoyl)-1-oxo-1,2,3,4-tetrahydro-βcarbolin-9-yl]acetic acid
  参考文献：
  名称：

  Design, Synthesis, and Biological Effect of (1-Oxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic Acids as Inhibitor of Aldose Reductase 2

  摘要：

  Design and synthesis of (1-oxo- 1,2,3,4-tetrahydro-beta-carbolin-9-yl)acetic acids (4a-e) have been described, The acids (4a-e) synthesized here showed good to moderate inhibitory effects (IC50 = 21.7 similar to 45.3 mu M) for the aldose reductase 2 (ALR2).

  DOI：

  10.3987/com-08-s(d)17

文献信息

• FUSED TRICYCLIC COMPOUND HAVING ALDOSE REDUCTASE INHIBITORY ACTIVITY
  申请人：TOYOOKA Naoki

  公开号：US20100145052A1

  公开（公告）日：2010-06-10

  A fused tricyclic compound having aldose reductase inhibitory activity and shown by the following formula, wherein R 1 represents 1 to 3 atoms or substituents selected from a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl, cycloalkyl, alkylene, or alkoxy group, and a protected or unprotected hydroxyl or carboxyl group, R 2 represents a protected or unprotected carboxyl group, R 3 represents 1 or 2 atoms or substituents selected from a hydrogen atom, a halogen atom, an oxo group, a substituted or unsubstituted alkyl or alkoxy group, and a protected or unprotected carboxyl group, A represents an alkylene group, and B represents an oxygen atom, a sulfur atom, or a group shown by the following formula, wherein R 4 represents an alkyl or aryl group substituted by an aryl, cycloalkyl, or heterocyclic group, and X represents an oxygen atom or a sulfur atom, provided that, when B represents a group shown by the following formula: wherein R 4 represents an alkyl or aryl group substituted with an aryl, cycloalkyl, or heterocyclic group, X represents a sulfur atom.

  具有醛还原酶抑制活性的熔合三环化合物，其化学式如下：其中，R1代表1至3个原子或取代或未取代的烷基，环烷基，烷基，或烷氧基，以及受保护或未受保护的羟基或羧基中的一个或多个，或氢原子或卤素原子；R2代表受保护或未受保护的羧基；R3代表1或2个原子或取代或未取代的烷基，烷氧基，卤素原子，氧代基，或受保护或未受保护的羧基中的一个或多个，或氢原子；A代表烷基；B代表氧原子，硫原子，或由以下化学式表示的基团：其中，R4代表取代有芳基，环烷基，或杂环基团的烷基或芳基基团，X代表氧原子或硫原子，但当B代表由以下化学式表示的基团时：其中，R4代表取代有芳基，环烷基，或杂环基团的烷基或芳基基团，X代表硫原子。
• US8198447B2
  申请人：——

  公开号：US8198447B2

  公开（公告）日：2012-06-12
• Design, Synthesis, and Biological Effect of (1-Oxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic Acids as Inhibitor of Aldose Reductase 2
  作者：Naoki Toyooka、Daisuke Takeda、Yuka Minoshima、Isao Adachi

  DOI：10.3987/com-08-s(d)17

  日期：——

  Design and synthesis of (1-oxo- 1,2,3,4-tetrahydro-beta-carbolin-9-yl)acetic acids (4a-e) have been described, The acids (4a-e) synthesized here showed good to moderate inhibitory effects (IC50 = 21.7 similar to 45.3 mu M) for the aldose reductase 2 (ALR2).