1-(7-chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-N-tricyclo-[3.3.1.13,7]dec-2-yl-1H-pyrazole-3-carboxamide | 1612148-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(7-chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-N-tricyclo-[3.3.1.13,7]dec-2-yl-1H-pyrazole-3-carboxamide
• 英文别名: N-(2-adamantyl)-1-(7-chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)pyrazole-3-carboxamide
• CAS: 1612148-46-5
• 化学式: C₃₁H₃₁ClN₄O₃
• 分子量: 543.065
• InChiKey: LWSJPDMZBABZMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  78.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 1-(7-chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-1H-pyrazole-3-carboxylate 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 、 lithium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 1-(7-chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-N-tricyclo-[3.3.1.13,7]dec-2-yl-1H-pyrazole-3-carboxamide
  参考文献：
  名称：

  Identification of 1-({[1-(4-Fluorophenyl)-5-(2-methoxyphenyl)-1H-pyrazol-3-yl]carbonyl}amino)cyclohexane Carboxylic Acid as a Selective Nonpeptide Neurotensin Receptor Type 2 Compound

  摘要：

  Compounds active at neurotensin receptors (NTS1 and NTS2) exert analgesic effects on different types of nociceptive modalities, including thermal, mechanical, and chemical stimuli. The NTS2 preferring peptide JMV-431 (2) and the NTS2 selective nonpeptide compound levocabastine (6) have been shown to be effective in relieving the pain associated with peripheral neuropathies. With the aim of identifying novel nonpeptide compounds selective for NTS2, we examined analogues of SR48692 (5a) using a FLIPR calcium assay in CHO cells stably expressing rat NTS2. This led to the discovery of the NTS2 selective nonpeptide compound 1-({[1-(4-fluorophenyl)-5-(2-methoxyphenyl)-1H-pyrazol-3-yl]carbonyl}amino)cyclohexane carboxylic acid (NTRC-739, 7b) starting from the nonselective compound 5a.

  DOI：

  10.1021/jm5003843

文献信息

• [EN] PYRAZOLE COMPOUNDS SELECTIVE FOR NEUROTENSIN 2 RECEPTOR<br/>[FR] COMPOSÉS DE PYRAZOLE SÉLECTIFS VIS-À-VIS DU RÉCEPTEUR DE LA NEUROTENSINE DE SOUS-TYPE 2
  申请人：RES TRIANGLE INST

  公开号：WO2015148465A1

  公开（公告）日：2015-10-01

  This invention relates generally to the discovery of pyrazole compounds selective for the neurotensin receptor 2 (NTR2) and uses thereof.

  这项发明通常涉及发现对神经肽受体2（NTR2）具有选择性的吡唑化合物以及其用途。
• PYRAZOLE COMPOUNDS SELECTIVE FOR NEUROTENSIN 2 RECEPTOR
  申请人：RESEARCH TRIANGLE INSTITUTE

  公开号：US20170174633A1

  公开（公告）日：2017-06-22

  This invention relates generally to the discovery of pyrazole compounds selective for the neurotensin receptor 2 (NTR2) and uses thereof.
• Identification of 1-({[1-(4-Fluorophenyl)-5-(2-methoxyphenyl)-1<i>H</i>-pyrazol-3-yl]carbonyl}amino)cyclohexane Carboxylic Acid as a Selective Nonpeptide Neurotensin Receptor Type 2 Compound
  作者：James B. Thomas、Angela M. Giddings、Robert W. Wiethe、Srinivas Olepu、Keith R. Warner、Philippe Sarret、Louis Gendron、Jean-Michel Longpre、Yanan Zhang、Scott P. Runyon、Brian P. Gilmour

  DOI：10.1021/jm5003843

  日期：2014.6.26

  Compounds active at neurotensin receptors (NTS1 and NTS2) exert analgesic effects on different types of nociceptive modalities, including thermal, mechanical, and chemical stimuli. The NTS2 preferring peptide JMV-431 (2) and the NTS2 selective nonpeptide compound levocabastine (6) have been shown to be effective in relieving the pain associated with peripheral neuropathies. With the aim of identifying novel nonpeptide compounds selective for NTS2, we examined analogues of SR48692 (5a) using a FLIPR calcium assay in CHO cells stably expressing rat NTS2. This led to the discovery of the NTS2 selective nonpeptide compound 1-([1-(4-fluorophenyl)-5-(2-methoxyphenyl)-1H-pyrazol-3-yl]carbonyl}amino)cyclohexane carboxylic acid (NTRC-739, 7b) starting from the nonselective compound 5a.