{3-[(E)-(S)-4-(3-biphenyl-4-yl-ureido)-5-phenyl-pent-2-enoylamino]-propyl}-carbamic acid tert-butyl ester | 760214-71-9

• 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: {3-[(E)-(S)-4-(3-biphenyl-4-yl-ureido)-5-phenyl-pent-2-enoylamino]-propyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[3-[[(E,4S)-5-phenyl-4-[(4-phenylphenyl)carbamoylamino]pent-2-enoyl]amino]propyl]carbamate
• CAS: 760214-71-9
• 化学式: C₃₂H₃₈N₄O₄
• 分子量: 542.678
• InChiKey: ZASKAWOANMEKTM-ZVBLBKCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  109
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {3-[(E)-(S)-4-(3-biphenyl-4-yl-ureido)-5-phenyl-pent-2-enoylamino]-propyl}-carbamic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 {3-[(R)-4-(3-biphenyl-4-yl-ureido)-5-phenyl-pentanoylamino]-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Novel glycine transporter type-2 reuptake inhibitors. Part 2: β- and γ-amino acid derivatives

  摘要：

  Several beta- and gamma-amino acid derivatives were prepared as glycine transport inhibitors and their ability to block the uptake of [C-14]-glycine in COS7 cells transfected with human glycine transporter-2 (hGlyT-2) were evaluated. A range of lipophilic side chains were tolerated in the beta-amino acid series (i.e., Ph, CH2Ph, CH(CH3)(2), and CH2CH(CH3)(2)). In the gamma-amino acid series, minimal differences in potency were observed between the alpha, beta-unsaturated analogs and the corresponding saturated derivatives. In both series, a 4-biphenyl or 4-phenoxyphenyl substituent appended to the urea or cyanogunaidine moiety was necessary for in vitro activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.043
• 作为产物：
  描述：

  methyl (S,E)-4-((tert-butoxycarbonyl)amino)-5-phenylpent-2-enoate 在 盐酸 、 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.25h， 生成 {3-[(E)-(S)-4-(3-biphenyl-4-yl-ureido)-5-phenyl-pent-2-enoylamino]-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Novel glycine transporter type-2 reuptake inhibitors. Part 2: β- and γ-amino acid derivatives

  摘要：

  Several beta- and gamma-amino acid derivatives were prepared as glycine transport inhibitors and their ability to block the uptake of [C-14]-glycine in COS7 cells transfected with human glycine transporter-2 (hGlyT-2) were evaluated. A range of lipophilic side chains were tolerated in the beta-amino acid series (i.e., Ph, CH2Ph, CH(CH3)(2), and CH2CH(CH3)(2)). In the gamma-amino acid series, minimal differences in potency were observed between the alpha, beta-unsaturated analogs and the corresponding saturated derivatives. In both series, a 4-biphenyl or 4-phenoxyphenyl substituent appended to the urea or cyanogunaidine moiety was necessary for in vitro activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.043

文献信息

• GlyT2 modulators
  申请人：Barclay K. Tristin

  公开号：US20050119245A1

  公开（公告）日：2005-06-02

  Certain α-, β-, and γ-amino acid derivatives are disclosed as selective GlyT2 inhibitors for the treatment of central nervous system (CNS) conditions such as muscle spasticity, tinnitus, epilepsy and neuropathic pain.

  某些α、β和γ氨基酸衍生物被披露为选择性GlyT2抑制剂，用于治疗中枢神经系统(CNS)疾病，例如肌肉痉挛、耳鸣、癫痫和神经病痛。
• US7202269B2
  申请人：——

  公开号：US7202269B2

  公开（公告）日：2007-04-10