6-(2-Chloroacetyl)-1,3-dihydroindol-2-one | 866948-68-7

• 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: 6-(2-Chloroacetyl)-1,3-dihydroindol-2-one
• CAS: 866948-68-7
• 化学式: C₁₀H₈ClNO₂
• 分子量: 209.632
• InChiKey: CHZFZNGOZBUWNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲基硫脲嘧啶 、 6-(2-Chloroacetyl)-1,3-dihydroindol-2-one 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6-(2-((4-hydroxy-6-methylpyrimidin-2-yl)thio)acetyl)indolin-2-one
  参考文献：
  名称：

  A novel HDAC inhibitor with a hydroxy-pyrimidine scaffold

  摘要：

  Histone deacetylases (HDACs) are enzymes involved in many important biological functions. They have been linked to a variety of cancers, psychiatric disorders, and other diseases. Since small molecules can serve as probes to study the relevant biological roles of HDACs, novel scaffolds are necessary to develop more efficient, selective drug candidates. Screening libraries of molecules may yield structurally diverse probes that bind these enzymes and modulate their functions in cells. Here we report a small molecule with a novel hydroxy-pyrimidine scaffold that inhibits multiple HDAC enzymes and modulates acetylation levels in cells. Analogs were synthesized in an effort to evaluate structure-activity relationships. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.098
• 作为产物：
  描述：

  2-吲哚酮 、 氯乙酰氯 、 三氯化铝 、 二氯甲烷 生成 6-(2-Chloroacetyl)-1,3-dihydroindol-2-one
  参考文献：
  名称：

  FROST, JONATHAN;LARDENOIS, PATRICK;BERTIN, JEAN

  摘要：

  DOI：

文献信息

• Piperidine derivatives
  申请人：Takai Shunji Haruki

  公开号：US20070185168A1

  公开（公告）日：2007-08-09

  For example, a piperidine derivative represented by following formula (I) (wherein, —C(═O)-Z- represents —C(═O)—CH 2 —, —C(═O)—C(CH 3 ) 2 —, —C(═O)—NH—, —C(═O)—O—, —C(═O)—S—, —C(═O)—CH 2 CH 2 —, —C(═O)—CH═CH—, —C(═O)—CH 2 O—, —C(═O)—CH 2 S—, —C(═O)—CH 2 CH 2 CH 2 — or —C(═O)—NR 8 CH 2 —; R 1 represents a hydrogen atom, substituted or unsubstituted lower alkyl, or the like; R 2 represents a hydrogen atom or hydroxy; R 3 represents a hydrogen atom, substituted or unsubstituted lower alkyl, or the like; R 5 represents a hydrogen atom, hydroxy, or the like; R 6 represents a hydrogen atom, hydroxy, substituted or unsubstituted lower alkyl, or the like, etc.; R 7 represents a hydrogen atom, halogen, substituted or unsubstituted lower alkyl, or the like; n and k each independently represents an integer of 0 to 2; and ---- represents a single bond, or a double bond together with R 4 , where in case ---- is a single bond, R 4 represents a hydrogen atom, hydroxy, or the like) or a pharmaceutically acceptable salt thereof and the like having an antagonistic activity for a glutamic acid receptor (NR2B/NMDA receptor) of an N-methyl-D-aspartic acid (NMDA) type containing an NR2B subunit are provided.

  例如，提供了一种由以下式（I）表示的哌啶衍生物（其中，—C（═O）-Z-表示—C（═O）—CH2—，—C（═O）—C（CH3）2—，—C（═O）—NH—，—C（═O）—O—，—C（═O）—S—，—C（═O）—CH2CH2—，—C（═O）—CH═CH—，—C（═O）—CH2O—，—C（═O）—CH2S—，—C（═O）—CH2CH2CH2—或—C（═O）—NR8CH2—; R1表示氢原子，取代或未取代的低碳基等; R2表示氢原子或羟基; R3表示氢原子，取代或未取代的低碳基等; R5表示氢原子，羟基或类似物; R6表示氢原子，羟基，取代或未取代的低碳基等等; R7表示氢原子，卤素，取代或未取代的低碳基等; n和k各自独立地表示0至2的整数; 以及----表示单键，或与R4一起表示双键，其中在----是单键的情况下，R4表示氢原子，羟基或类似物）或其药学上可接受的盐等，具有对N-甲基-D-天门冬氨酸（NMDA）型含有NR2B亚单位的谷氨酸受体（NR2B / NMDA受体）的拮抗活性。
• PIPERIDINE DERIVATIVE
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP1736474A1

  公开（公告）日：2006-12-27

  For example, a piperidine derivative represented by following formula (I) (wherein, -C(=O)-Z- represents -C(=O)-CH2-, -C(=O)-C(CH3)2-, -C(=O)-NH-, -C(=O)-O-, -C(=O)-S-, - C(=O)-CH2CH2-, -C(=O)-CH=CH-, -C(=O)-CH2O-, -C(=O)-CH2S-, - C(=O)-CH2CH2CH2- or -C(=O)-NR8CH2-; R1 represents a hydrogen atom, substituted or unsubstituted lower alkyl, or the like; R2 represents a hydrogen atom or hydroxy; R3 represents a hydrogen atom, substituted or unsubstituted lower alkyl, or the like; R5 represents a hydrogen atom, hydroxy, or the like; R6 represents a hydrogen atom, hydroxy, substituted or unsubstituted lower alkyl, or the like, etc.; R7 represents a hydrogen atom, halogen, substituted or unsubstituted lower alkyl, or the like; n and k each independently represents an integer of 0 to 2; and represents a single bond, or a double bond together with R4, where in case is a single bond, R4 represents a hydrogen atom, hydroxy, or the like) or a pharmaceutically acceptable salt thereof and the like having an antagonistic activity for a glutamic acid receptor (NR2B/NMDA receptor) of an N-methyl-D-aspartic acid (NMDA) type containing an NR2B subunit are provided.

  -C(=O)-NH-、-C(=O)-O-、-C(=O)-S-、-C(=O)-CH2CH2-、-C(=O)-CH=CH-、-C(=O)-CH2O-、-C(=O)-CH2S-、-C(=O)-CH2CH2CH2-或-C(=O)-NR8CH2-；R1 代表氢原子、取代或未取代的低级烷基或类似物；R2 代表氢原子或羟基； R3 代表氢原子、取代或未取代的低级烷基或类似物； R5 代表氢原子、羟基或类似物； R6 代表氢原子、羟基、取代或未取代的低级烷基或类似物，等等。R7 代表氢原子、卤素、取代或未取代的低级烷基或类似物； n 和 k 各自独立地代表 0 至 2 的整数；本发明提供了对含有 NR2B 亚基的 N-甲基-D-天冬氨酸（NMDA）型谷氨酸受体（NR2B/NMDA 受体）具有拮抗活性的谷氨酸受体（NR2B/NMDA 受体）或其药学上可接受的盐等。
• A novel HDAC inhibitor with a hydroxy-pyrimidine scaffold
  作者：Melissa M. Kemp、Qiu Wang、Jason H. Fuller、Nathan West、Nicole M. Martinez、Elizabeth M. Morse、Michel Weïwer、Stuart L. Schreiber、James E. Bradner、Angela N. Koehler

  DOI：10.1016/j.bmcl.2011.05.098

  日期：2011.7

  Histone deacetylases (HDACs) are enzymes involved in many important biological functions. They have been linked to a variety of cancers, psychiatric disorders, and other diseases. Since small molecules can serve as probes to study the relevant biological roles of HDACs, novel scaffolds are necessary to develop more efficient, selective drug candidates. Screening libraries of molecules may yield structurally diverse probes that bind these enzymes and modulate their functions in cells. Here we report a small molecule with a novel hydroxy-pyrimidine scaffold that inhibits multiple HDAC enzymes and modulates acetylation levels in cells. Analogs were synthesized in an effort to evaluate structure-activity relationships. (C) 2011 Elsevier Ltd. All rights reserved.
• FROST, JONATHAN;LARDENOIS, PATRICK;BERTIN, JEAN
  作者：FROST, JONATHAN、LARDENOIS, PATRICK、BERTIN, JEAN

  DOI：——

  日期：——