2-[5-cyano-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-cyclopent-1-ene carboxylic acid ethyl ester | 676273-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[5-cyano-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-cyclopent-1-ene carboxylic acid ethyl ester
• 英文别名: 2-[5-Cyano-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-cyclopent-1-enecarboxylic acid ethyl ester；ethyl 2-[5-cyano-1-(4-methylphenyl)sulfonylindol-3-yl]cyclopentene-1-carboxylate
• CAS: 676273-41-9
• 化学式: C₂₄H₂₂N₂O₄S
• 分子量: 434.516
• InChiKey: WZGOSPADRJYVOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  97.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[5-cyano-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-cyclopent-1-ene carboxylic acid ethyl ester 在 10% palladium on carbon 、 氢气 作用下， 生成
  参考文献：
  名称：

  Conformationally restricted homotryptamines. Part 5: 3-(trans-2-aminomethylcyclopentyl)indoles as potent selective serotonin reuptake inhibitors

  摘要：

  A series of racemic 3-(trans-2-aminomethylcyclopentyl)indoles was synthesized and found to have potent binding to the human serotonin transporter (hSERT). The most active analog was synthesized stereospecifically and the active enantiomer was shown to have high affinity binding to hSERT. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.026
• 作为产物：
  描述：

  3-碘-1-甲苯磺酰-1H-吲哚-5-甲腈 、 2-(三氟甲基磺酰氧基)-1-环戊烯-1-甲酸乙酯 在 palladium diacetate 、 六正丁基二锡 、 三苯基膦 、 tris-(dibenzylideneacetone)dipalladium(0) 、 三苯胂 作用下， 生成 2-[5-cyano-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-cyclopent-1-ene carboxylic acid ethyl ester
  参考文献：
  名称：

  Conformationally restricted homotryptamines. Part 5: 3-(trans-2-aminomethylcyclopentyl)indoles as potent selective serotonin reuptake inhibitors

  摘要：

  A series of racemic 3-(trans-2-aminomethylcyclopentyl)indoles was synthesized and found to have potent binding to the human serotonin transporter (hSERT). The most active analog was synthesized stereospecifically and the active enantiomer was shown to have high affinity binding to hSERT. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.026

文献信息

• Compounds for the treatment of premature ejaculation
  申请人：——

  公开号：US20040063768A1

  公开（公告）日：2004-04-01

  The present invention relates to compounds of Formula (I) and pharmaceutically acceptable salts or solvates thereof and pharmaceutically acceptable formulations comprising said compounds 1 useful for the treatment of premature ejaculation, depression, attention deficit hyperactivity disorder, obsessive-compulsive disorder, post-traumatic stress disorder and substance abuse disorders.

  本发明涉及式(I)化合物及其药用可接受的盐或溶剂化物，以及包含所述化合物的药用可接受配方，用于治疗早泄、抑郁症、注意力缺陷/多动症、强迫症、创伤后应激障碍和物质滥用障碍。
• US7105516B2
  申请人：——

  公开号：US7105516B2

  公开（公告）日：2006-09-12
• [EN] COMPOUNDS FOR THE TREATMENT OF PREMATURE EJACULATION<br/>[FR] COMPOSES PERMETTANT DE TRAITER L'EJACULATION PRECOCE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2004026237A2

  公开（公告）日：2004-04-01

  The present invention relates to compounds of Formula (I) and pharmaceutically acceptable salts or solvates thereof and pharmaceutically acceptable formulations comprising said compounds [INSERT CHEMICAL STRUCTURE HERE] (I) useful for the treatment of premature ejaculation, depression, attention deficit hyperactivity disorder, obsessive-compulsive disorder, post-traumatic stress disorder and substance abuse disorders.
• Conformationally restricted homotryptamines. Part 5: 3-(trans-2-aminomethylcyclopentyl)indoles as potent selective serotonin reuptake inhibitors
  作者：Derek J. Denhart、Jeffrey A. Deskus、Jonathan L. Ditta、Qi Gao、H. Dalton King、Edward S. Kozlowski、Zhaoxing Meng、Melissa A. LaPaglia、Gail K. Mattson、Thaddeus F. Molski、Matthew T. Taber、Nicholas J. Lodge、Ronald J. Mattson、John E. Macor

  DOI：10.1016/j.bmcl.2009.06.026

  日期：2009.8

  A series of racemic 3-(trans-2-aminomethylcyclopentyl)indoles was synthesized and found to have potent binding to the human serotonin transporter (hSERT). The most active analog was synthesized stereospecifically and the active enantiomer was shown to have high affinity binding to hSERT. (C) 2009 Elsevier Ltd. All rights reserved.