N-tert-butyl-2-(2-(3,5-dimethylphenyl)-1-(2-methoxyethyl)-1H-indol-5-yl)-2-methylpropanamide | 1076219-55-0

• 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: N-tert-butyl-2-(2-(3,5-dimethylphenyl)-1-(2-methoxyethyl)-1H-indol-5-yl)-2-methylpropanamide
• 英文别名: N-tert-butyl-2-[2-(3,5-dimethylphenyl)-1-(2-methoxyethyl)indol-5-yl]-2-methylpropanamide
• CAS: 1076219-55-0
• 化学式: C₂₇H₃₆N₂O₂
• 分子量: 420.595
• InChiKey: SOEATSBOVKRGLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  43.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  a,a-二甲基-4-硝基-苯乙酸乙酯 在 盐酸 、 甲醇 、 tin(II) chloride dihdyrate 、 1-氯-N,N,2-三甲基丙烯胺 、 10% palladium on activated carbon 、 sodium hydride 、 溶剂黄146 、 三乙胺 、 potassium hydroxide 、 zinc(II) chloride 、 sodium nitrite 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-tert-butyl-2-(2-(3,5-dimethylphenyl)-1-(2-methoxyethyl)-1H-indol-5-yl)-2-methylpropanamide
  参考文献：
  名称：

  A potent and selective indole N-type calcium channel (Cav2.2) blocker for the treatment of pain

  摘要：

  N-type calcium channels (Ca(v)2.2) have been shown to play a critical role in pain. A series of low molecular weight 2-aryl indoles were identified as potent Ca(v)2.2 blockers with good in vitro and in vivo potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.067

文献信息

• 2-SUBSTITUTED INDOLE DERIVATIVES AS CALCIUM CHANNEL BLOCKERS
  申请人：Chakravarty Prasun K.

  公开号：US20100087446A1

  公开（公告）日：2010-04-08

  2-Substituted indole derivatives represented by Formula I, or pharmaceutically acceptable salts thereof. Pharmaceutical compositions comprise an effective amount of the instant compounds, either alone, or in combination with one or more other therapeutically active compounds, and a pharmaceutically acceptable carrier. Methods of treating conditions associated with, or caused by, calcium channel activity, including, for example, acute pain, chronic pain, visceral pain, inflammatory pain, neuropathic pain, urinary incontinence, itchiness, allergic dermatitis, epilepsy, diabetic neuropathy, irritable bowel syndrome, depression, anxiety, multiple sclerosis, bipolar disorder and stroke, comprise administering an effective amount of the present compounds, either alone, or in combination with one or more other therapeutically active compounds.

  公式I表示的2-取代吲哚衍生物，或其药学上可接受的盐。药物组合物包括有效量的本化合物，单独或与一个或多个其他治疗活性化合物结合，并含有药学上可接受的载体。治疗与钙通道活性相关或由其引起的疾病的方法，包括例如急性疼痛、慢性疼痛、内脏疼痛、炎症性疼痛、神经病性疼痛、尿失禁、瘙痒、过敏性皮炎、癫痫、糖尿病神经病变、肠易激综合征、抑郁症、焦虑症、多发性硬化症、躁病和中风，包括单独或与一个或多个其他治疗活性化合物结合的本化合物的有效量的给药。
• [EN] 2-SUBSTITUTED INDOLE DERIVATIVES AS CALCIUM CHANNEL BLOCKERS<br/>[FR] DÉRIVÉS D'INDOLE 2-SUBSTITUÉS COMME BLOQUEURS DE CANAUX CALCIQUES
  申请人：MERCK & CO INC

  公开号：WO2008133867A1

  公开（公告）日：2008-11-06

  [EN] 2-Substituted indole derivatives represented by Formula I, or pharmaceutically acceptable salts thereof. Pharmaceutical compositions comprise an effective amount of the instant compounds, either alone, or in combination with one or more other therapeutically active compounds, and a pharmaceutically acceptable carrier. Methods of treating conditions associated with, or caused by, calcium channel activity, including, for example, acute pain, chronic pain, visceral pain, inflammatory pain, neuropathic pain, urinary incontinence, itchiness, allergic dermatitis, epilepsy, diabetic neuropathy, irritable bowel syndrome, depression, anxiety, multiple sclerosis, bipolar disorder and stroke, comprise administering an effective amount of the present compounds, either alone, or in combination with one or more other therapeutically active compounds.
  [FR] L'invention concerne des dérivés d'indole 2-substitués représentés par la formule I, ou des sels pharmaceutiquement acceptables de ceux-ci. Des compositions pharmaceutiques comprennent une quantité efficace des composés courants, soit seuls soit en combinaison avec un ou plusieurs autres composés thérapeutiquement actifs, et un véhicule pharmaceutiquement acceptable. Des procédés de traitement d'états associés à, ou provoqués par, l'activité des canaux calciques, y compris, par exemple, la douleur aiguë, la douleur chronique, la douleur viscérale, la douleur inflammatoire, la douleur neuropathique, l'incontinence urinaire, des démangeaisons, la dermatite allergique, l'épilepsie, la neuropathie diabétique, le syndrome du côlon irritable, la dépression, l'anxiété, la sclérose en plaques, le trouble bipolaire et l'accident cérébro-vasculaire, comprennent l'administration d'une quantité efficace des présents composés, soit seuls, soit en combinaison avec un ou plusieurs autres composés thérapeutiquement actifs.
• A potent and selective indole N-type calcium channel (Cav2.2) blocker for the treatment of pain
  作者：Sriram Tyagarajan、Prasun K. Chakravarty、Min Park、Bishan Zhou、James B. Herrington、Kevin Ratliff、Randall M. Bugianesi、Brande Williams、Rodolfo J. Haedo、Andrew M. Swensen、Vivien A. Warren、McHardy Smith、Maria Garcia、Gregory J. Kaczorowski、Owen B. McManus、Kathryn A. Lyons、Xiaohua Li、Maria Madeira、Bindhu Karanam、Mitchell Green、Michael J. Forrest、Catherine Abbadie、Erin McGowan、Shruti Mistry、Nina Jochnowitz、Joseph L. Duffy

  DOI：10.1016/j.bmcl.2010.11.067

  日期：2011.1

  N-type calcium channels (Ca(v)2.2) have been shown to play a critical role in pain. A series of low molecular weight 2-aryl indoles were identified as potent Ca(v)2.2 blockers with good in vitro and in vivo potency. (C) 2010 Elsevier Ltd. All rights reserved.