1-isopentyl-5-methylindoline-2,3-dione

• 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-isopentyl-5-methylindoline-2,3-dione
• 英文别名: 5-methyl-1-(3-methylbutyl)indole-2,3-dione
• 化学式: C₁₄H₁₇NO₂
• mdl: MFCD06297481
• 分子量: 231.294
• InChiKey: WBZHTFMJRFJFFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-isopentyl-5-methylindoline-2,3-dione 、 2-甲基-3-溴吡啶 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以8%的产率得到3-((3-bromopyridin-2-yl)methyl)-3-hydroxy-1-isopentyl-5-methylindolin-2-one
  参考文献：
  名称：

  US2014/275075

  摘要：

  公开号：
• 作为产物：
  描述：

  5-氟靛红 、 alkaline earth salt of/the/ methylsulfuric acid 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 以100%的产率得到1-isopentyl-5-methylindoline-2,3-dione
  参考文献：
  名称：

  Potent 1,2,4-Triazino[5,6b]indole-3-thioether Inhibitors of the Kanamycin Resistance Enzyme Eis from Mycobacterium tuberculosis

  摘要：

  A common cause of resistance to kanamycin (KAN) in tuberculosis is overexpression of the enhanced intracellular survival (Eis) protein. Eis is an acetyltransferase that multiacetylates KAN and other aminoglycosides, rendering them unable to bind the bacterial ribosome. By high throughput screening, a series of substituted 1,2,4-triazino-[5,6b]indole-3-thioether molecules were identified as effective Eis inhibitors. Herein, we purchased 17 and synthesized 22 new compounds, evaluated their potency, and characterized their steady-state kinetics. Four inhibitors were found not only to inhibit Eis in vitro, but also to act as adjuvants of KAN and partially restore KAN sensitivity in a Mycobacterium tuberculosis KAN-resistant strain in which Eis is upregulated. A crystal structure of Eis in complex with a potent inhibitor and CoA shows that the inhibitors bind in the aminoglycoside binding site snugly inserted into a hydrophobic cavity. These inhibitors will undergo preclinical development as novel KAN adjuvant therapies to treat KAN-resistant tuberculosis.

  DOI：

  10.1021/acsinfecdis.8b00074

文献信息

• Isatin compounds, compositions and methods for treatment of degenerative diseases and disorders
  申请人：MUSC FOUNDATION FOR RESEARCH DEVELOPMENT

  公开号：US09079853B2

  公开（公告）日：2015-07-14

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of degenerative diseases and disorders.

  本文提供的化合物具有以下公式（I）： 其中取代基如规范中所披露的那样，以及其药学上可接受的盐。这些化合物以及含有它们的药物组合物，对于治疗退行性疾病和疾患是有用的。
• Isatin Compounds, Compositions And Methods For Treatment Of Degenerative Diseases And Disorders
  申请人：MUSC Foundation For Research Development

  公开号：US20150218128A1

  公开（公告）日：2015-08-06

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of degenerative diseases and disorders.

  本文提供的是公式(I)的化合物，以及其药学上可接受的盐，其中取代基如规范中所述。这些化合物及含有它们的药物组合物，可用于治疗退行性疾病和疾病。
• US20140275075A1
  申请人：——

  公开号：——

  公开（公告）日：——
• ISATIN COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATMENT OF DEGENERATIVE DISEASES AND DISORDERS
  申请人：Musc Foundation for Research Development

  公开号：EP2970183A2

  公开（公告）日：2016-01-20
• US9079853B2
  申请人：——

  公开号：US9079853B2

  公开（公告）日：2015-07-14