1-(3-fluorobenzyl)-1H-indole-4-carbaldehyde

• 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: 1-(3-fluorobenzyl)-1H-indole-4-carbaldehyde
• 英文别名: 1-(3-fluorobenzyl)indole-4-carbaldehyde；1-[(3-Fluorophenyl)methyl]indole-4-carbaldehyde
• 化学式: C₁₆H₁₂FNO
• 分子量: 253.276
• InChiKey: YYRGSDJAGHREJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-fluorobenzyl)-1H-indole-4-carbaldehyde 生成 5-[1-(3-fluorobenzyl)indol-4-yl]-methylene-2,4-thiazolidinedione
  参考文献：
  名称：

  Thiazolidinedione derivatives, method for preparing the derivatives and

  摘要：

  以下是通用公式（I）所代表的噻唑烷二酮衍生物：##STR1## 其中虚线代表单键或双键，噻唑烷二酮环残基连接到吲哚环的2-、3-、4-、5-和6-位置中的任一位置，R代表从氢原子和烷基、烯基、炔基、苯基、芳基烷基、杂环烷基、芳基磺酰基和芳基氨基甲酰基组成的群中选择的一个群！或其药学上可接受的盐表现出降低血糖水平和降低血液中脂质浓度的优异效果，因此可用作治疗糖尿病的治疗剂。这些衍生物及其药学上可接受的盐几乎没有任何副作用。

  公开号：

  US05811439A1
• 作为产物：
  描述：

  4-吲哚甲醛 、 3-氟溴苄 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以71%的产率得到1-(3-fluorobenzyl)-1H-indole-4-carbaldehyde
  参考文献：
  名称：

  Design, synthesis and biological evaluation of a series of pyrano chalcone derivatives containing indole moiety as novel anti-tubulin agents

  摘要：

  A new series of pyrano chalcone derivatives containing indole moiety (3-42, 49a-49r) were synthesized and evaluated for their antiproliferative activities. Among all the compounds, compound 49b with a propionyloxy group at the 4-position of the left phenyl ring and N-methyl-5-indoly on the right ring displayed the most potent cytotoxic activity against all tested cancer cell lines including multidrug resistant phenotype, which inhibits cancer cell growth with IC50 values ranging from 0.22 to 1.80 mu M. Furthermore, 49b significantly induced cell cycle arrest in G2/M phase and inhibited the polymerization of tubulin. Molecular docking analysis demonstrated the interaction of 49b at the colchicine binding site of tubulin. In experiments in vivo, 49b exerted potent anticancer activity in HepG2 human liver carcinoma in BALB/c nude mice. These results indicated these compounds are promising inhibitors of tubulin polymerization for the potential treatment of cancer. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.028

文献信息

• [EN] TRIAZOLOPYRIDINE INHIBITORS OF MYELOPEROXIDASE<br/>[FR] INHIBITEURS, À BASE DE TRIAZOLOPYRIDINE, DE LA MYÉLOPEROXYDASE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2017040451A1

  公开（公告）日：2017-03-09

  The present invention provides compounds of Formula (I): wherein A is as defined in the specification, and compositions comprising any of such novel compounds. These compounds are myeloperoxidase (MPO) inhibitors and/or eosinophil peroxidase (EPX) inhibitors, which may be used as medicaments.

  本发明提供了化合物的结构式（I）：其中A如规范中定义，并包括任何此类新化合物的组合物。这些化合物是髓过氧化物酶（MPO）抑制剂和/或嗜酸性粒细胞过氧化物酶（EPX）抑制剂，可用作药物。
• Thiazolidinedione derivatives, process for their preparation and pharmaceutical compositions containing them
  申请人：TOBISHI PHARMACEUTICAL CO., LTD.

  公开号：EP0780389A1

  公开（公告）日：1997-06-25

  A thiazolidinedione derivative represented by the following general formula (I): [wherein the dotted line represents a single bond or a double bond , the thiazolidinedione ring residue is linked to either of 2-, 3-, 4-, 5- and 6-positions on the indole ring and R represents a group selected from the group consisting of hydrogen atom and alkyl, alkenyl, alkynyl, phenyl, aralkyl, heterocycloalkyl, arylsulfonyl and arylaminocarbonyl groups] or a pharmaceutically acceptable salt thereof exhibits excellent effects of reducing the blood sugar level and of reducing the lipid concentration in blood and is accordingly useful as a therapeutic agent for treating diabates mellitus. These derivatives and pharmaceutically acceptable salt thereof are almost free of any side effect.

  由以下通式（I）代表的噻唑烷二酮衍生物： [其中虚线代表单键或双键，噻唑烷二酮环残基与吲哚环上的 2-、3-、4-、5-和 6-位中的任一个相连，R 代表选自氢原子和烷基、烯基、炔基、苯基、芳基、杂环烷基、芳基磺酰基和芳基氨基羰基组成的基团]或其药用盐、或其药学上可接受的盐具有极佳的降低血糖水平和血脂浓度的效果，因此可用作治疗糖尿病的药物。这些衍生物及其药学上可接受的盐几乎没有任何副作用。
• TRIAZOLOPYRIDINE INHIBITORS OF MYELOPEROXIDASE
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20180282320A1

  公开（公告）日：2018-10-04

  The present invention provides compounds of Formula (I): wherein A is as defined in the specification, and compositions comprising any of such novel compounds. These compounds are myeloperoxidase (MPO) inhibitors and/or eosinophil peroxidase (EPX) inhibitors, which may be used as medicaments.
• US5811439A
  申请人：——

  公开号：US5811439A

  公开（公告）日：1998-09-22