5-fluoro-1-methyl-1H-indole-2-carboxylic acid methyl ester | 893731-88-9

• 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: 5-fluoro-1-methyl-1H-indole-2-carboxylic acid methyl ester
• 英文别名: methyl 5-fluoro-1-methyl-1H-indole-2-carboxylate；Methyl 5-fluoro-1-methyl-indole-2-carboxylate；methyl 5-fluoro-1-methylindole-2-carboxylate
• CAS: 893731-88-9
• 化学式: C₁₁H₁₀FNO₂
• 分子量: 207.204
• InChiKey: MPXHDUXAMCENAN-UHFFFAOYSA-N

物化性质

• 沸点：
  323.8±22.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-fluoro-1-methyl-1H-indole-2-carboxylic acid methyl ester 在 Grubbs' catalyst Ru₆₂₇ lithium aluminium tetrahydride 、 3,5-二硝基苯甲酸 、 sodium hydride 、 (2S,5S)-(-)-2-叔丁基-3-甲基-5-苯基-4-咪唑啉酮 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 61.75h， 生成
  参考文献：
  名称：

  Enantioselective Organocatalytic Intramolecular Ring-Closing Friedel−Crafts-Type Alkylation of Indoles

  摘要：

  An enantioselective organocatalytic intramolecular ring-closing Friedel-Crafts-type alkylation of indolyl alpha,beta-unsaturated aldehydes has been developed. This powerful new strategy allows enantioselective access to THPIs and THBCs in a straightforward and atom-economical manner.

  DOI：

  10.1021/ol0703130
• 作为产物：
  描述：

  5-氟吲哚-2-甲酸 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以1.15 g的产率得到5-fluoro-1-methyl-1H-indole-2-carboxylic acid methyl ester
  参考文献：
  名称：

  HETEROCYCLIC COMPOUND

  摘要：

  本发明的一个目的是提供一种具有IAP（特别是XIAP）结合（抑制）活性的杂环衍生物。本发明的另一个目的是提供一种具有IAP（特别是XIAP）结合（抑制）活性并表现出蛋白质降解诱导活性的杂环衍生物。本发明提供了一种由式（I）表示的化合物（式中的符号如本说明书中定义）及其盐。

  公开号：

  US20210179614A1

文献信息

• VOLTAGE-DEPENDENT T-TYPE CALCIUM CHANNEL INHIBITOR
  申请人：Nippon Chemiphar Co., Ltd.

  公开号：EP3404021A1

  公开（公告）日：2018-11-21

  A compound represented by the following General Formula (I), a tautomer or a stereoisomer of the compound, a pharmaceutically acceptable salt thereof, or a solvate thereof, is used as a voltage-dependent T-type calcium channel blocker: wherein A represents a fused ring which may have a substituent, the fused ring being composed of a 5-membered heteroaryl group or a 5-membered or 6-membered heterocyclic ring and a benzene ring or the like, the 5-membered heteroaryl group having one to three identical or different heteroatoms as a ring-constituting element(s) having at least one substituent such as an alkoxy group having 1 to 8 carbon atoms and substituted with 1 to 5 halogen atoms; R represents a hydrogen atom or the like; B represents CR5(Q1) or NQ2, herein Q1 represents a benzimidazole group which may have a substituent; Q2 represents an alkyl group having 1 to 8 carbon atoms which may have a substituent, a heteroaryl group which may have a substituent, or the like; R0, R1, R2, R3, R4, and R5 each represent a hydrogen atom or the like; and n and m each represent 0, 1, or 2, provide that n and m are not 0 and 2 at the same time.

  由以下通式（I）代表的化合物、该化合物的同系物或立体异构体、其药学上可接受的盐或其溶液可用作电压依赖性 T 型钙通道阻滞剂： 其中 A 代表可具有取代基的融合环，该融合环由 5 元杂芳基或 5 元或 6 元杂环和苯环或类似物组成，5 元杂芳基具有 1 至 3 个相同或不同的杂原子作为成环元素，具有至少一个取代基，例如具有 1 至 8 个碳原子并被 1 至 5 个卤素原子取代的烷氧基；R 代表氢原子或类似物；B 代表 CR5(Q1) 或 NQ2，其中 Q1 代表可能具有取代基的苯并咪唑基；Q2 代表可能具有取代基的具有 1 至 8 个碳原子的烷基、可能具有取代基的杂芳基或类似物；R0、R1、R2、R3、R4 和 R5 各代表氢原子或类似物；n 和 m 各代表 0、1 或 2，但 n 和 m 不能同时为 0 和 2。
• EP3404021
  申请人：——

  公开号：——

  公开（公告）日：——
• VOLTAGE-DEPENDENT T-TYPE CALCIUM CHANNEL BLOCKER
  申请人：Nippon Chemiphar Co., Ltd.

  公开号：US20190077767A1

  公开（公告）日：2019-03-14

  A compound represented by the following General Formula (I), a tautomer or a stereoisomer of the compound, a pharmaceutically acceptable salt thereof, or a solvate thereof, is used as a voltage-dependent T-type calcium channel blocker: wherein A represents a fused ring which may have a substituent, the fused ring being composed of a 5-membered heteroaryl group or a 5-membered or 6-membered heterocyclic ring and a benzene ring or the like, the 5-membered heteroaryl group having one to three identical or different heteroatoms as a ring-constituting element(s) having at least one substituent such as an alkoxy group having 1 to 8 carbon atoms and substituted with 1 to 5 halogen atoms; R represents a hydrogen atom or the like; B represents CR5(Q1) or NQ2, herein Q1 represents a benzimidazole group which may have a substituent; Q2 represents an alkyl group having 1 to 8 carbon atoms which may have a substituent, a heteroaryl group which may have a substituent, or the like; R0, R1, R2, R3, R4, and R5 each represent a hydrogen atom or the like; and n and m each represent 0, 1, or 2, provide that n and m are not 0 and 2 at the same time.
• HETEROCYCLIC COMPOUND
  申请人：FIMECS, INC.

  公开号：US20210179614A1

  公开（公告）日：2021-06-17

  One of the purposes of the present invention is to provide a heterocyclic derivative that has an IAP (particularly XIAP) binding (inhibiting) activity. Another of the purposes of the present invention is to provide a heterocyclic derivative that has an IAP (particularly XIAP) binding (inhibiting) activity and exhibits a protein degradation induction activity. The present invention provides a compound represented by formula (I) (the symbols in the formula are as defined in the present Description) and salts thereof.

  本发明的一个目的是提供一种具有IAP（特别是XIAP）结合（抑制）活性的杂环衍生物。本发明的另一个目的是提供一种具有IAP（特别是XIAP）结合（抑制）活性并表现出蛋白质降解诱导活性的杂环衍生物。本发明提供了一种由式（I）表示的化合物（式中的符号如本说明书中定义）及其盐。
• Enantioselective Organocatalytic Intramolecular Ring-Closing Friedel−Crafts-Type Alkylation of Indoles
  作者：Chang-Feng Li、Hiu Liu、Jie Liao、Yi-Ju Cao、Xiao-Peng Liu、Wen-Jing Xiao

  DOI：10.1021/ol0703130

  日期：2007.5.1

  An enantioselective organocatalytic intramolecular ring-closing Friedel-Crafts-type alkylation of indolyl alpha,beta-unsaturated aldehydes has been developed. This powerful new strategy allows enantioselective access to THPIs and THBCs in a straightforward and atom-economical manner.