(E)-ethyl cinnamidate hydrochloride

• 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)-ethyl cinnamidate hydrochloride
• 英文别名: ethyl cinnamimidate hydrochloride；(E)-ethyl cinnamimidate hydrochloride；ethyl (E)-3-phenylprop-2-enimidate;hydrochloride
• 化学式: C₁₁H₁₃NO*ClH
• 分子量: 211.691
• InChiKey: WYGDMBNWWHHXCE-NERPDURBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  33.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-ethyl cinnamidate hydrochloride 在 氨 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 12.0h， 生成 3-苯基丙烯脒
  参考文献：
  名称：

  [EN] SUBSTITUTED PYRAZOLE COMPOUNDS
  [FR] COMPOSES PYRAZOLE SUBSTITUES

  摘要：

  公开号：

  WO2007041358A3
• 作为产物：
  描述：

  肉桂腈 、 乙醇 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 (E)-ethyl cinnamidate hydrochloride
  参考文献：
  名称：

  Novel N1-(benzyl)cinnamamidine derived NR2B subtype-selective NMDA receptor antagonists

  摘要：

  Novel (E)-N-1-(benzyl)cinnamamidines were prepared and evaluated as NR2B subtype NMDA receptor ligands. Excellent affinity was achieved by appropriate substitution of either phenyl ring. The 2-methoxybenzyl compound 1h had similar to1000-fold lower IC50 in NR2B than NR2A-containing cells. Replacement of the styryl unit by 2-naphthl was well tolerated. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01060-0

文献信息

• Amidine derivatives as selective antagonists of ndma receptors
  申请人：——

  公开号：US20030119871A1

  公开（公告）日：2003-06-26

  A class of styryl amidine derivatives which are antagonists of the hum NMDA receptor, being selective for those containing the NR2B subunit, are active in the treatment and/or prevention of neurological and neurodegenerative disorders, in particular neuropathic pain and headache, specifically migraine, whils displaying fewer ataxic and related side-effects associated with other classes of NMDA receptor antagonists.

  一类苯乙烯基脲衍生物，它们是人类NMDA受体的拮抗剂，选择性作用于含有NR2B亚单位的受体，对于治疗和/或预防神经系统和神经退行性疾病，特别是神经痛和头痛，特别是偏头痛，具有较少的共济失调和其他NMDA受体拮抗剂相关的副作用。
• 7-Amino-2-phenylpyrazolo[4,3-d]pyrimidine derivatives: Structural investigations at the 5-position to target human A1 and A2A adenosine receptors. Molecular modeling and pharmacological studies
  作者：Lucia Squarcialupi、Vittoria Colotta、Daniela Catarzi、Flavia Varano、Marco Betti、Katia Varani、Fabrizio Vincenzi、Pier Andrea Borea、Nicola Porta、Antonella Ciancetta、Stefano Moro

  DOI：10.1016/j.ejmech.2014.07.060

  日期：2014.9

  In previous research, several 7-amino-2-arylpyrazolo[4,3-d]pyrimidine derivatives were identified as highly potent and selective antagonists at the human A3 adenosine receptor. Structure-activity relationship studies highlighted that affinity and selectivity depended on the nature of the substituents at the 5- and 7-positions of the pyrazolo[4,3-d]pyrimidine scaffold. In particular, small lipophilic residues at the 5-position and a free amino group at position 7 afforded compounds able to bind all four human (h) adenosine receptors. Hence, to shift affinity toward the hA1 and/or hA(2A) subtypes, alkyl and arylalkyl chains of different length were appended at position 5 of the 2-phenylpyrazolo[4,3-d]pyrimidin-7-amine. Among the new compounds, a dual hA1/hA(2A) receptor antagonist was identified, namely the 5-(3-phenylpropyl) derivative 25, which shows high affinity both at human A1 (K(i) = 5.31 nM) and A(2A) (K(i) = 55 nM) receptors. We also obtained some potent and selective antagonists for the A1 receptor, such as the 5-(3-arylpropyl)-substituted compounds 26-31, whose affinities fall in the low nanomolar range (K(i) = 0.15-18 nM). Through an in silico receptor-driven approach, the obtained binding data were rationalized and the molecular bases of the hA1 and hA(2A) AR affinity and selectivity of derivatives 25-31 are explained.
• Towards NR2B receptor selective imaging agents for PET—synthesis and evaluation of N-[11C]-(2-methoxy)benzyl (E)-styrene-, 2-naphthyl- and 4-trifluoromethoxyphenylamidine
  作者：E ARSTAD、S PLATZER、A BERTHELE、L PILOWSKY、S LUTHRA、H WESTER、G HENRIKSEN

  DOI：10.1016/j.bmc.2006.05.046

  日期：2006.9.15

  Three potent and selective C-11-labelled NR2B antagonists have been synthesized and evaluated as PET ligands. The brain uptake of the compounds in mice varied substantially and was dominated by metabolism. One compound was found to have favourable uptake and retention in the brain, as well as a binding pattern consistent with the expression of the target receptor as measured by in vitro autoradiography. However, the metabolism of the compounds tested was too rapid to allow for in vivo imaging. (c) 2006 Elsevier Ltd. All rights reserved.
• KEMPLER G.; EHRLICHMANN W.; SCHARSCHMIDT C.; DOMBROWSKI H.; GRUENERT K., WISS. Z. PAED. HOCHSCH. K. LIEBKNECHT POTSDAM, 1980, 24, NO 1, 45-56
  作者：KEMPLER G.、 EHRLICHMANN W.、 SCHARSCHMIDT C.、 DOMBROWSKI H.、 GRUENERT K.

  DOI：——

  日期：——
• NAGARAJAN, K.;SHENOY, S. J.;SEN, H. G.;DEB, B. N., INDIAN J. PHARM. SCI., 48,(1986) N 5, 125-132
  作者：NAGARAJAN, K.、SHENOY, S. J.、SEN, H. G.、DEB, B. N.

  DOI：——

  日期：——