3-氟-5-甲基-1H-吲哚 | 221665-93-6

• 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
• 中文名称: 3-氟-5-甲基-1H-吲哚
• 英文名称: 5-methyl-3-fluoroindole
• 英文别名: 3-fluoro-5-methyl-1H-indole
• CAS: 221665-93-6
• 化学式: C₉H₈FN
• mdl: MFCD11042602
• 分子量: 149.168
• InChiKey: WEEPRQDKXDZHOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  对甲苯磺酰氯 、 3-氟-5-甲基-1H-吲哚 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 生成 N-tosyl-5-methyl-3-fluoroindole
  参考文献：
  名称：

  A synthesis of 3-fluoroindoles and 3,3-difluoroindolines by reduction of 3,3-difluoro-2-oxindoles using a borane tetrahydrofuran complex

  摘要：

  A borane tetrahydrofuran complex has been used to study the reduction of 3,3-difluoro-2-oxindoles and been found to yield either 3-fluoroindoles or 3,3-difluoroindolines. The latter have been found to be reasonably stable when the aromatic nucleus is substituted with an electron withdrawing group and are in these cases the predominant product. The efficient synthesis of the former occurs by elimination of HF in the presence of silica from the latter. The 3,3-difluoro-2-oxindoles were prepared by the reaction of appropriately substituted isatin derivatives with DAST. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01229-0
• 作为产物：
  描述：

  3,3-difluoro-5-methylindolin-2-one 在 BFH₂*THF 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到3-氟-5-甲基-1H-吲哚
  参考文献：
  名称：

  A synthesis of 3-fluoroindoles and 3,3-difluoroindolines by reduction of 3,3-difluoro-2-oxindoles using a borane tetrahydrofuran complex

  摘要：

  A borane tetrahydrofuran complex has been used to study the reduction of 3,3-difluoro-2-oxindoles and been found to yield either 3-fluoroindoles or 3,3-difluoroindolines. The latter have been found to be reasonably stable when the aromatic nucleus is substituted with an electron withdrawing group and are in these cases the predominant product. The efficient synthesis of the former occurs by elimination of HF in the presence of silica from the latter. The 3,3-difluoro-2-oxindoles were prepared by the reaction of appropriately substituted isatin derivatives with DAST. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01229-0

文献信息

• 2,4-DISUBSTITUTED PHENYLENE-1,5-DIAMINE DERIVATIVES AND APPLICATIONS THEREOF, AND PHARMACEUTICAL COMPOSITIONS AND PHARMACEUTICALLY ACCEPTABLE COMPOSITIONS PREPARED THEREFROM
  申请人：SHANGHAI HAIYAN PHARMACEUTICAL TECHNOLOGY CO. LTD.

  公开号：US20170008889A1

  公开（公告）日：2017-01-12

  The present invention provides a class of 2,4-substituted phenylene-1,5-diamine derivatives, having an inhibiting effect on EGFR tyrosine kinases, and pharmaceutically acceptable salt, stereoisomer, solvate or prodrug of said derivatives. See the description for the definition of each group in the formula. In addition, the present invention also discloses pharmaceutical compositions, pharmaceutically acceptable compositions and applications thereof.

  本发明提供了一类2,4-取代苯基-1,5-二胺衍生物，对EGFR酪氨酸激酶具有抑制作用，并提供了该衍生物的药用可接受盐、立体异构体、溶剂合物或前药。有关每个组在公式中的定义，请参阅说明。此外，本发明还揭示了药物组合物、药用可接受组合物及其应用。
• AROMATIC RING DERIVATIVE AS IMMUNOREGULATION AND PREPARATION METHOD AND APPLICATION OF AROMATIC RING DERIVATIVE
  申请人：Shanghai Jemincare Pharmaceuticals Co., Ltd.

  公开号：EP3892616A1

  公开（公告）日：2021-10-13

  Relating to a compound represented by formula (I) and a pharmaceutically acceptable salt of the compound, and an application of the compound as an S1P1 agonist.

  涉及一种由式 (I) 代表的化合物和该化合物的药学上可接受的盐，以及该化合物作为 S1P1 激动剂的应用。
• [EN] AROMATIC RING DERIVATIVE AS IMMUNOREGULATION AND PREPARATION METHOD AND APPLICATION OF AROMATIC RING DERIVATIVE<br/>[FR] DÉRIVÉ CYCLIQUE AROMATIQUE UTILISÉ EN TANT QU'AGENT D'IMMUNORÉGULATION, PROCÉDÉ DE PRÉPARATION ET UTILISATION D'UN DÉRIVÉ CYCLIQUE AROMATIQUE<br/>[ZH] 作为免疫调节的芳环衍生物及其制备方法和应用
  申请人：SHANGHAI JEMINCARE PHARMACEUTICALS CO LTD

  公开号：WO2020114475A1

  公开（公告）日：2020-06-11

  涉及一种式(Ⅰ)所示化合物及其药效上可接受的盐，以及该化合物作为S1P1激动剂的应用。
• US8637542B2
  申请人：——

  公开号：US8637542B2

  公开（公告）日：2014-01-28
• A synthesis of 3-fluoroindoles and 3,3-difluoroindolines by reduction of 3,3-difluoro-2-oxindoles using a borane tetrahydrofuran complex
  作者：JoséC. Torres、Simon J. Garden、Angelo C. Pinto、Filipe S.Q. da Silva、Núbia Boechat

  DOI：10.1016/s0040-4020(98)01229-0

  日期：1999.2

  A borane tetrahydrofuran complex has been used to study the reduction of 3,3-difluoro-2-oxindoles and been found to yield either 3-fluoroindoles or 3,3-difluoroindolines. The latter have been found to be reasonably stable when the aromatic nucleus is substituted with an electron withdrawing group and are in these cases the predominant product. The efficient synthesis of the former occurs by elimination of HF in the presence of silica from the latter. The 3,3-difluoro-2-oxindoles were prepared by the reaction of appropriately substituted isatin derivatives with DAST. (C) 1999 Elsevier Science Ltd. All rights reserved.

表征谱图