4-[3-(trifluoromethyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl]aniline | 353457-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[3-(trifluoromethyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl]aniline
• 英文别名: 4-[3-(trifluoromethyl)-5,6-dihydro-4H-cyclopenta[c]pyrazol-1-yl]aniline
• CAS: 353457-89-3
• 化学式: C₁₃H₁₂F₃N₃
• 分子量: 267.254
• InChiKey: CNZCLKNBUWQSCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[3-(trifluoromethyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl]aniline 、 4-甲基-1,2,3-噻二唑-5-羧酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以35%的产率得到4-methyl-4'-(3-trifluoromethyl-1,4,5,6-tetrahydrocyclopentapyrazol-1-yl)-1,23-thiadiazole-5-carboxanilide
  参考文献：
  名称：

  Novel potent and selective Ca2+ release-activated Ca2+ (CRAC) channel inhibitors. Part 3: Synthesis and CRAC channel inhibitory activity of 4′-[(trifluoromethyl)pyrazol-1-yl]carboxanilides

  摘要：

  From a series of 4 '-[(trifluoromethyl)pyrazol-1-yl]carboxanilides derived from 4-methyl-4 '-[3,5-bis(tri- fluoromethyl)-1H-pyrazol-1-yl]-1,2,3-thiadiazole-5-carboxanilide, one inhibited thapsigargin-induced Ca(2+) influx in Jurkat T cells (IC(50) = 77 nM) and exhibited high selectivity for the CRAC channel over the VOC channel (index: > 130). Another acted as an inhibitor for both T lymphocyte activation-induced diseases and ovalbumin-induced airway eosinophilia in rats (ED(50) = 1.3 mg/kg) p.o. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.047
• 作为产物：
  描述：

  1-(4-nitrophenyl)-3-(trifluoromethyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole 在 10% Pd/C 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.0h， 以65%的产率得到4-[3-(trifluoromethyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl]aniline
  参考文献：
  名称：

  Novel potent and selective Ca2+ release-activated Ca2+ (CRAC) channel inhibitors. Part 3: Synthesis and CRAC channel inhibitory activity of 4′-[(trifluoromethyl)pyrazol-1-yl]carboxanilides

  摘要：

  From a series of 4 '-[(trifluoromethyl)pyrazol-1-yl]carboxanilides derived from 4-methyl-4 '-[3,5-bis(tri- fluoromethyl)-1H-pyrazol-1-yl]-1,2,3-thiadiazole-5-carboxanilide, one inhibited thapsigargin-induced Ca(2+) influx in Jurkat T cells (IC(50) = 77 nM) and exhibited high selectivity for the CRAC channel over the VOC channel (index: > 130). Another acted as an inhibitor for both T lymphocyte activation-induced diseases and ovalbumin-induced airway eosinophilia in rats (ED(50) = 1.3 mg/kg) p.o. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.047