3-(2-乙基-5-甲基-2H-吡唑-3-基)丙腈 | 1010389-88-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-(2-乙基-5-甲基-2H-吡唑-3-基)丙腈
• 英文名称: 3-(2-ethyl-5-methyl-2H-pyrazol-3-yl)propionitrile
• 英文别名: 3-(2-ethyl-5-methylpyrazol-3-yl)propanenitrile
• CAS: 1010389-88-4
• 化学式: C₉H₁₃N₃
• 分子量: 163.222
• InChiKey: JMZSFOWHJYWOCH-UHFFFAOYSA-N

物化性质

• 沸点：
  319.8±27.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-乙基-5-甲基-2H-吡唑-3-基)丙腈 、 氯甲酸苄酯 在 硼烷四氢呋喃络合物 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 [3-(2-ethyl-5-methyl-2H-pyrazol-3-yl)propyl]carbamic acid benzyl ester
  参考文献：
  名称：

  Novel pyrazolo-tetrahydropyridines as potent orexin receptor antagonists

  摘要：

  A novel series of dual orexin receptor antagonists was prepared by heteroaromatic five-membered ring system replacement of the dimethoxyphenyl moiety contained in the tetrahydroisoquinoline core skeleton of almorexant. Thus, replacement of the dimethoxyphenyl by a substituted pyrazole and additional optimization of the substitution pattern of the phenethyl motif allowed the identification of potent antagonists with low nanomolar affinity for hOX(1)R and hOX(2)R. The synthesis and structure-activity relationship of these novel antagonists will be discussed in this communication. These investigations furnished several suitable candidates for further evaluation in in vivo studies in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.070
• 作为产物：
  描述：

  、 氰化四丁基铵 以 四氢呋喃 为溶剂， 生成 3-(2-乙基-5-甲基-2H-吡唑-3-基)丙腈
  参考文献：
  名称：

  Novel pyrazolo-tetrahydropyridines as potent orexin receptor antagonists

  摘要：

  A novel series of dual orexin receptor antagonists was prepared by heteroaromatic five-membered ring system replacement of the dimethoxyphenyl moiety contained in the tetrahydroisoquinoline core skeleton of almorexant. Thus, replacement of the dimethoxyphenyl by a substituted pyrazole and additional optimization of the substitution pattern of the phenethyl motif allowed the identification of potent antagonists with low nanomolar affinity for hOX(1)R and hOX(2)R. The synthesis and structure-activity relationship of these novel antagonists will be discussed in this communication. These investigations furnished several suitable candidates for further evaluation in in vivo studies in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.070

文献信息

• 1,4,5,6,7,8-HEXAHYDRO-1,2,5-TRIAZA-AZULENE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS
  申请人：Aissaoui Hamed

  公开号：US20100029617A1

  公开（公告）日：2010-02-04

  The invention relates to 1,4,5,6,7,8-hexahydro-1,2,5-triaza-azulene derivatives and their use as orexin receptor antagonists.

  该发明涉及1,4,5,6,7,8-六氢-1,2,5-三氮杂-蓝花烷衍生物及其作为脑下垂体前叶皮质激素受体拮抗剂的用途。
• WO2008/26149
  申请人：——

  公开号：——

  公开（公告）日：——
• 1,4,5,6, 7,8-HEXAHYDRO-I^1S-TRIAZA-AZULENE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS
  申请人：Actelion Pharmaceuticals Ltd.

  公开号：EP2059520A1

  公开（公告）日：2009-05-20
• 1,4,5,6,7,8-HEXAHYDRO-I,2,5-TRIAZA-AZULENE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS
  申请人：Actelion Pharmaceuticals Ltd.

  公开号：EP2059520B1

  公开（公告）日：2010-02-24
• [EN] 1,4,5,6, 7,8-HEXAHYDRO-I^1S-TRIAZA-AZULENE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS DE 1,4,5,6,7,8-HEXAHYDRO-1,2,5-TRIAZA-AZULÈNE EN TANT QU'ANTAGONISTES DE RÉCEPTEUR D'OREXINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2008026149A1

  公开（公告）日：2008-03-06

  [EN] The invention relates to 1,4,5,6,7,8-hexahydro-1,2,5-triaza-azulene derivatives of formula (II), wherein the chirality is as depicted below, (II) and their use as orexin receptor antagonists.
  [FR] Dérivés de 1,4,5,6,7,8-hexahydro-1,2,5-thaza-azulène de formule (II), dont la chiralité est telle que décrite ci-après, (II), et leur utilisation comme antagonistes de récepteur d'orexine.