[(E)-(S)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-allyl]-carbamic acid tert-butyl ester | 851967-66-3

• 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: [(E)-(S)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-allyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(E,2S)-5-oxo-1-phenyl-5-(2-pyrrolidin-1-ylethylamino)pent-3-en-2-yl]carbamate
• CAS: 851967-66-3
• 化学式: C₂₂H₃₃N₃O₃
• 分子量: 387.522
• InChiKey: GKFKZLPKZDAHBX-TZZQJPOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(E)-(S)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-allyl]-carbamic acid tert-butyl ester 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 生成 (4R)-4-amino-5-phenyl-N-(2-pyrrolidin-1-ylethyl)pentanamide
  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：

  N-Boc-L-苯丙氨醛 在 lithium hydroxide 、 三甲基铝 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 4.0h， 生成 [(E)-(S)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-allyl]-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

• [EN] GLYT2 MODULATORS<br/>[FR] MODULATEURS DU GLYT2
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005044810A1

  公开（公告）日：2005-05-19

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

  公式I的α-, β-, 和 Ϝ-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，如肌肉痉挛、耳鸣、癫痫和神经痛。
• 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