4-methoxy-2-{(1-(3-[4-methoxyphenyl]propyl)aminocarbonyl)cyclopentylmethyl}butyric acid tert-butyl ester | 465528-47-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxy-2-{(1-(3-[4-methoxyphenyl]propyl)aminocarbonyl)cyclopentylmethyl}butyric acid tert-butyl ester
• 英文别名: Tert-butyl 4-methoxy-2-[[1-[3-(4-methoxyphenyl)propylcarbamoyl]cyclopentyl]methyl]butanoate
• CAS: 465528-47-6
• 化学式: C₂₆H₄₁NO₅
• 分子量: 447.615
• InChiKey: WZPRBMYLWYBRAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  32
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methoxy-2-{(1-(3-[4-methoxyphenyl]propyl)aminocarbonyl)cyclopentylmethyl}butyric acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到4-methoxy-2-{[1-({[3-(4-methoxyphenyl)propyl]amino}carbonyl)cyclopentyl]-methyl}butanoic acid
  参考文献：
  名称：

  Novel selective inhibitors of neutral endopeptidase for the treatment of female sexual arousal disorder

  摘要：

  A series of substituted glutaramides were synthesised using Candoxatrilat 1 as a lead and evaluated for potency against neutral endopeptidase (NEP) as a potential treatment for female sexual arousal disorder (FSAD). In this paper, we describe studies in which we were able to increase NEP activity substantially over the levels reported for previous compounds from this programme by appropriate substitution in both the P'(1) and P'(2) regions. Optimisation led to the 4-chlorophenpropylamide S-30 which was selected as a candidate for further study. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.002
• 作为产物：
  描述：

  3-溴丙酸叔丁酯 在 N-甲基吗啉 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 17.25h， 生成 4-methoxy-2-{(1-(3-[4-methoxyphenyl]propyl)aminocarbonyl)cyclopentylmethyl}butyric acid tert-butyl ester
  参考文献：
  名称：

  Novel selective inhibitors of neutral endopeptidase for the treatment of female sexual arousal disorder

  摘要：

  A series of substituted glutaramides were synthesised using Candoxatrilat 1 as a lead and evaluated for potency against neutral endopeptidase (NEP) as a potential treatment for female sexual arousal disorder (FSAD). In this paper, we describe studies in which we were able to increase NEP activity substantially over the levels reported for previous compounds from this programme by appropriate substitution in both the P'(1) and P'(2) regions. Optimisation led to the 4-chlorophenpropylamide S-30 which was selected as a candidate for further study. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.002

文献信息

• Novel selective inhibitors of neutral endopeptidase for the treatment of female sexual arousal disorder
  作者：David C. Pryde、Andrew S. Cook、Denise J. Burring、Lyn H. Jones、Stephanie Foll、Michelle Y. Platts、Vivienne Sanderson、Martin Corless、Alan Stobie、Donald S. Middleton

  DOI：10.1016/j.bmc.2006.10.002

  日期：2007.1.1

  A series of substituted glutaramides were synthesised using Candoxatrilat 1 as a lead and evaluated for potency against neutral endopeptidase (NEP) as a potential treatment for female sexual arousal disorder (FSAD). In this paper, we describe studies in which we were able to increase NEP activity substantially over the levels reported for previous compounds from this programme by appropriate substitution in both the P'(1) and P'(2) regions. Optimisation led to the 4-chlorophenpropylamide S-30 which was selected as a candidate for further study. (c) 2006 Elsevier Ltd. All rights reserved.