1-(5-羟基-1-吲哚啉)乙酮 | 4770-32-5

• 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: 1-(5-羟基-1-吲哚啉)乙酮
• 英文名称: N-acetyl-5-hydroxyindoline
• 英文别名: 1-(5-Hydroxyindolin-1-YL)ethanone；1-(5-hydroxy-2,3-dihydroindol-1-yl)ethanone
• CAS: 4770-32-5
• 化学式: C₁₀H₁₁NO₂
• mdl: MFCD11559067
• 分子量: 177.203
• InChiKey: YGWPWLRFBWRAMA-UHFFFAOYSA-N

物化性质

• 沸点：
  471.4±45.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319

反应信息

• 作为反应物：
  描述：

  1-(5-羟基-1-吲哚啉)乙酮 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 反应 1.0h， 以25%的产率得到1-(6-溴-2,3-二氢-5-羟基-1H-吲哚-1-基)乙酮
  参考文献：
  名称：

  [EN] BROMODOMAIN INHIBITOR
  [FR] INHIBITEUR DE BROMODOMAINE

  摘要：

  公开号：

  WO2016168682A3
• 作为产物：
  描述：

  1-乙酰基-5-硝基二氢吲哚 在 硫酸 、 palladium on activated charcoal 、 sodium nitrite 作用下， 以 水 、 异丙醇 为溶剂， 反应 14.0h， 生成 1-(5-羟基-1-吲哚啉)乙酮
  参考文献：
  名称：

  [EN] BROMODOMAIN INHIBITOR
  [FR] INHIBITEUR DE BROMODOMAINE

  摘要：

  公开号：

  WO2016168682A3

文献信息

• Bioavailable Acyl-CoA. Cholesterol Acyltransferase Inhibitor with Anti-peroxidative Activity. Synthesis and Biological Activity of Novel Indolinyl Amide and Urea Derivatives.
  作者：Shoji KAMIYA、Hiroaki SHIRAHASE、Akihisa YOSHIMI、Shohei NAKAMURA、Mamoru KANDA、Hiroshi MATSUI、Masayasu KASAI、Kenji TAKAHASHI、Kazuyoshi KURAHASHI

  DOI：10.1248/cpb.48.817

  日期：——

  We synthesized a series of indoline derivatives with an amide or urea moiety and examined their inhibitory effects on acyl-CoA:cholesterol acyltransferase (ACAT) activity, lipid-peroxidation and serum cholesterol levels in experimental animals. Among the derivatives synthesized, a series of N-(1-alkyl-4,6-dimethylindolin-7-yl)-2,2-dimethylpropanamides++ + potently inhibited rabbit intestinal ACAT activity

  我们合成了一系列具有酰胺或脲部分的吲哚啉衍生物，并研究了它们对实验动物中酰基辅酶A：胆固醇酰基转移酶（ACAT）活性，脂质过氧化和血清胆固醇水平的抑制作用。在合成的衍生物中，一系列N-（1-烷基-4,6-二甲基吲哚-7-基）-2,2-二甲基丙酰胺++ +有效抑制兔肠道ACAT活性和大鼠脑匀浆脂质过氧化。对ACAT活性的影响与吲哚啉1位烷基链的长度有关。N-（4,6-二甲基-1-辛基吲哚并吲哚-7-基）-2,2-二甲基丙胺盐酸盐（55）对肠道和肝脏ACAT的抑制作用略弱于YM-750，且具有抑制作用对低密度脂蛋白（LDL）的过氧化作用类似于普罗布考。化合物55还在高脂血症大鼠中降低了血清胆固醇，为10 mg / kg / d，而在降血脂仓鼠中降低了20 mg / kg / d。犬的血浆浓度55达到716 ng / ml（10 mg / kg，口服），这是对抗肝ACAT活性和LDL过氧化的有效
• Bromodomain inhibitors
  申请人：CELGENE QUANTICEL RESEARCH, INC.

  公开号：US10807982B2

  公开（公告）日：2020-10-20

  The present invention relates to substituted heterocyclic derivative compounds, compositions comprising said compounds, and the use of said compounds and compositions for epigenetic regulation by inhibition of bromodomain-mediated recognition of acetyl lysine regions of proteins, such as histones. Said compositions and methods are useful for the treatment of cancer and neoplastic disease.

  本发明涉及取代的杂环衍生物化合物、包含所述化合物的组合物，以及所述化合物和组合物通过抑制溴域介导的对蛋白质（如组蛋白）乙酰赖氨酸区的识别来进行表观遗传调控的用途。所述组合物和方法可用于治疗癌症和肿瘤性疾病。
• Chemical compounds
  申请人：Adams Leroy Jerry

  公开号：US20060241149A1

  公开（公告）日：2006-10-26

  Pyridinyl-benzoheterocycyl kinase inhibitor compounds are disclosed. Also disclosed are methods of making such compounds as well as methods of using the same in the treatment of diseases.

  本发明公开了吡啶基-苯并杂环基激酶抑制剂化合物。还公开了制造这种化合物的方法以及使用这种化合物治疗疾病的方法。
• Identification of a potent and selective 5-HT1B receptor antagonist
  作者：Paul A. Wyman、Howard R. Marshall、Sean T. Flynn、Ron J. King、Mervyn Thompson、Paul W. Smith、Michael S. Hadley、Gary W. Price、Claire M. Scott、Lee A. Dawson

  DOI：10.1016/j.bmcl.2005.07.085

  日期：2005.11

  An SAR study around the mixed 5-HT1ABD receptor antagonist SB-272183 found that introduction of cis-2,6-dimethyl substitution onto the piperazine ring was a key structural change, which imparted a combination of both excellent selectivity over the 5-HT1A and 5-HT1D receptors and low intrinsic activity. This led to the identification of the selective 5-HT1B receptor antagonist SB-616234. (c) 2005 Elsevier Ltd. All rights reserved.
• A Versatile and Cost-Effective Approach to Automated Laboratory Organic Synthesis
  作者：Mark A. Armitage、Gillian E. Smith、Kenneth T. Veal

  DOI：10.1021/op990005k

  日期：1999.5.1

  The application of a commercial laboratory automated synthesis system, the Anachem SK233 Workstation, is described for use in organic synthesis. A novel reactor design feature has been developed to enable the sampling of reactions under ambient to reflux temperatures while maintaining an effective inert atmosphere. Up to 10 reactions can be run simultaneously on the reactor block supplied. Examples are reported of multiple parallel reactions covering a range of chemistries encountered in synthesis encompassing heterogeneous and homogeneous reactions, air-sensitive and aggressive reagents, ambient to full reflux temperature, and full inert atmospheres with concomitant automated HPLC product analysis. The equipment and modifications described are of moderate cost, are robust in use, are of acceptable size for modern chemistry laboratories, and are readily acceptable to practising chemists.