4-(2-hydroxy-1-phenyl-ethyl)-piperazine-1-carboxylic acid ethyl ester | 346416-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(2-hydroxy-1-phenyl-ethyl)-piperazine-1-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-(2-hydroxy-1-phenylethyl)piperazine-1-carboxylate
• CAS: 346416-55-5
• 化学式: C₁₅H₂₂N₂O₃
• 分子量: 278.351
• InChiKey: MRIQITBLAIPWEE-UHFFFAOYSA-N

物化性质

• 沸点：
  406.8±45.0 °C(Predicted)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  53
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-hydroxy-1-phenyl-ethyl)-piperazine-1-carboxylic acid ethyl ester 在 氢氧化钾 、 sodium hydride 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 1-[2-[[2,4-Bis(trifluoromethyl)phenyl]methoxy]-1-phenylethyl]piperazine
  参考文献：
  名称：

  Discovery of orally bioavailable NK1 receptor antagonists

  摘要：

  Benzyloxyphenethylpiperazines are a new class of high affinity NK1 receptor antagonists. Oral bioavailability and selectivity can be fine tuned by the nature of the substituents on the basic nitrogen atom. Addition of substituents with a carboxylic acid group led to very selective and orally active NK1 antagonists free of interaction with L-type calcium channels. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00956-3
• 作为产物：
  描述：

  4-(Methoxycarbonyl-phenyl-methyl)-piperazine-1-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 以67%的产率得到4-(2-hydroxy-1-phenyl-ethyl)-piperazine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Alpha-arylethylpiperazine derivatives as neurokinin antagonists

  摘要：

  本发明涉及新的α-芳基乙基哌嗪衍生物，其可用作神经激肽受体拮抗剂（NK1拮抗剂）。它还涉及制备所述α-芳基乙基哌嗪衍生物的方法，以及它们在预防和/或治疗患者中与物质P的病理水平相关的疾病和含有它们的制药组合物的用途。

  公开号：

  US20030220323A1

文献信息

• Alpha-arylethylpiperazine derivatives as neurokinin antagonists
  申请人：——

  公开号：US20030220323A1

  公开（公告）日：2003-11-27

  The invention relates to new &agr;-arylethylpiperazine derivatives, which are useful as neurokinin receptor antagonists (NK 1 antagonists). It also relates to processes for the preparation of said &agr;-arylethylpiperazine derivatives, to their use for the prevention and/or treatment of a condition associated with pathogical levels of substance P in a patient and to pharmaceutical compositions containing them.

  本发明涉及新的α-芳基乙基哌嗪衍生物，其可用作神经激肽受体拮抗剂（NK1拮抗剂）。它还涉及制备所述α-芳基乙基哌嗪衍生物的方法，以及它们在预防和/或治疗患者中与物质P的病理水平相关的疾病和含有它们的制药组合物的用途。
• $g(a)-ARYLETHYLPIPERAZINE DERIVATIVES AS NEUROKININ ANTAGONISTS
  申请人：UCB S.A.

  公开号：EP1242399A1

  公开（公告）日：2002-09-25
• US6916797B2
  申请人：——

  公开号：US6916797B2

  公开（公告）日：2005-07-12
• [EN] alpha -ARYLETHYLPIPERAZINE DERIVATIVES AS NEUROKININ ANTAGONISTS<br/>[FR] DERIVES D'ALPHA-ARYLETHYLPIPERAZINE UTILISES EN TANT QU'ANTAGONISTES DE LA NEUROKININE
  申请人：UCB SA

  公开号：WO2001046167A1

  公开（公告）日：2001-06-28

  The invention relates to new α-arylethylpiperazine derivatives, which are useful as neurokinin receptor antagonists (NK1antagonists). It also relates to processes for the preparation of said α-arylethylpiperazine derivatives, to their use for the prevention and/or treatment of a condition associated with pathogical levels of substance P in a patient and to pharmaceutical compositions containing them.
• Discovery of orally bioavailable NK1 receptor antagonists
  作者：C. Genicot、B. Christophe、P. Collart、M. Gillard、L. Goossens、J.-P. Hénichart、M.-A. Lassoie、F. Moureau、M. Neuwels、J.-M. Nicolas、P. Pasau、L. Quéré、T. Ryckmans、F. Stiernet、T. Taverne、B.J. Van Keulen

  DOI：10.1016/s0960-894x(02)00956-3

  日期：2003.2

  Benzyloxyphenethylpiperazines are a new class of high affinity NK1 receptor antagonists. Oral bioavailability and selectivity can be fine tuned by the nature of the substituents on the basic nitrogen atom. Addition of substituents with a carboxylic acid group led to very selective and orally active NK1 antagonists free of interaction with L-type calcium channels. (C) 2003 Elsevier Science Ltd. All rights reserved.