3,3-dimethyl-1-oxo-2,3-dihydro-1H-indene-5-carbonitrile | 124369-62-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 3,3-dimethyl-1-oxo-2,3-dihydro-1H-indene-5-carbonitrile
• 英文别名: 6-Cyano-1,1-dimethylindan-3-one；3,3-dimethyl-1-oxoindan-5-carbonitrile；3,3-Dimethyl-1-oxo-indan-5-carbonitrile；3,3-dimethyl-1-oxo-2H-indene-5-carbonitrile
• CAS: 124369-62-6
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: WITOKWJPVSXPNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-1-oxo-2,3-dihydro-1H-indene-5-carbonitrile 在 甲醇 、 sodium tetrahydroborate 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 3,3-dimethyl-1-((3-(oxazol-5-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-5-yl)amino)-2,3-dihydro-1H-indene-5-carbonitrile
  参考文献：
  名称：

  [EN] INDAZOLES AND AZAINDAZOLES AS LRRK2 INHIBITORS
  [FR] INDAZOLES ET AZAINDAZOLES EN TANT QU'INHIBITEURS DE LRRK2

  摘要：

  本发明涉及一种抑制LRRK2的吲唑和杂氮吲唑化合物，可用于治疗中枢神经系统疾病。

  公开号：

  WO2021178780A1
• 作为产物：
  描述：

  trifluoro-methanesulfonic acid 3,3-dimethyl-1-oxo-indan-5-yl ester 、 氰化锌 在 二(三叔丁基膦)钯 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 3.0h， 生成 3,3-dimethyl-1-oxo-2,3-dihydro-1H-indene-5-carbonitrile
  参考文献：
  名称：

  Optimization of small molecule agonists of the thrombopoietin (Tpo) receptor derived from a benzo[a]carbazole hit scaffold

  摘要：

  The lead optimization of a novel series of benzo[a] carbazole-based small molecule agonists of the thrombopoietin (Tpo) receptor is reported. The chemical instability of the dihydro-benzo[a] carbazole lead 2 was successfully addressed in the design and evaluation of compounds which also demonstrated improved potency compared to 2. Members of the scaffold have been identified which are full agonists that demonstrate cellular functional potency < 50 nM. Analog 21 demonstrates equivalent efficacy in the human megakaryocyte differentiation (CFU-mega) assay compared to Eltrombopag(TM). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.077

文献信息

• HETEROTETRACYCLIC COMPOUNDS AS TPO MIMETICS
  申请人：Alper Phillip B.

  公开号：US20090075996A1

  公开（公告）日：2009-03-19

  The invention provides a novel class of compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated TPO activity, particularly diseases or disorders that involve thrombocytopenia.

  该发明提供了一类新颖的化合物，包括含有这些化合物的药物组合物，以及使用这些化合物来治疗或预防与TPO活性异常或失调相关的疾病或障碍的方法，尤其是涉及血小板减少症的疾病或障碍。
• Synthesis and smooth muscle relaxant activity of a new series of potassium channel activators: 3-amido-1,1-dimethylindan-2-ols
  作者：Derek R. Buckle、Jonathan R. S. Arch、Colin Edge、Keith A. Foster、Catherine S. V. Houge-Frydrych、Ivan L. Pinto、David G. Smith、John F. Taylor、Stephen G. Taylor

  DOI：10.1021/jm00107a008

  日期：1991.3

  The synthesis of a novel series of smooth muscle relaxants which have been shown to act via the opening or activation of potassium channels is described. Compounds have been evaluated for their ability to inhibit spontaneous tone in guinea pig isolated trachealis and structure-activity relationships are discussed. One compound in particular, 1,1-dimethyl-5-nitro-3-(2-pyridon-1-yl)indan-2-ol, (16) was

  描述了一系列新的平滑肌松弛剂的合成，所述平滑肌松弛剂已显示出通过钾通道的开放或激活起作用。已经评估了化合物抑制豚鼠分离的气管中自发音的能力，并讨论了结构-活性关系。一种化合物，特别是1,1-二甲基-5-硝基-3-（2-吡啶-1-基）茚满-2-醇（16）被确定为体外气道平滑肌的有效缓和剂，IC50 =攻击前30-45分钟口服0.15 microM，可显着抑制清醒豚鼠的组胺诱导的呼吸困难。
• Indane derivatives
  申请人：BEECHAM GROUP PLC

  公开号：EP0321175A1

  公开（公告）日：1989-06-21

  A compound of formula (I): or, where appropriate, a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof wherein A represents >C=X, wherein X represents oxygen or sulphur, or A represents a bond; Y represents N or N⁺-O⁻ or a moiety CR₈, and the other substituents are defined as in claim 1; a process for the preparation of such a compound, a pharmaceutical composition comprising such a compound and the use of such a compound and composition in medicine.

  一种具有化学式（I）的化合物：或适当时，其药学上可接受的盐，或其药学上可接受的溶剂化合物其中A代表>C=X，其中X代表氧或硫，或A代表键；Y代表N或N⁺-O⁻或一个基团CR₈，其它取代基的定义如权利要求1中；一种制备这种化合物的方法，包括这种化合物的药物组合物以及在医学中使用这种化合物和组合物。
• Heterotetracyclic compounds as TPO mimetics
  申请人：IRM LLC

  公开号：US08153671B2

  公开（公告）日：2012-04-10

  The invention provides a novel class of compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated TPO activity, particularly diseases or disorders that involve thrombocytopenia.

  本发明提供了一类新型化合物，包括这些化合物的药物组合物以及使用这些化合物治疗或预防与异常或调节TPO活性相关的疾病或障碍的方法，特别是涉及血小板减少症的疾病或障碍。
• BUCKLE, DEREK R.;ARCH, JONATHAN R. S.;EDGE, COLIN;FOSTER, KEITH A.;HOUGE-+, J. MED. CHEM., 34,(1991) N, C. 919-926
  作者：BUCKLE, DEREK R.、ARCH, JONATHAN R. S.、EDGE, COLIN、FOSTER, KEITH A.、HOUGE-+

  DOI：——

  日期：——