5-methyl-4'-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]nicotinanilide | 1076690-00-0

• 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: 5-methyl-4'-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]nicotinanilide
• 英文别名: N-[4-[3,5-bis(trifluoromethyl)pyrazol-1-yl]phenyl]-5-methylpyridine-3-carboxamide
• CAS: 1076690-00-0
• 化学式: C₁₈H₁₂F₆N₄O
• 分子量: 414.31
• InChiKey: JNFNSGWGHPKSEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-甲基烟酸 、 4-(3,5-双(三氟甲基)-1H-吡唑-1-基)-苯胺 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10%的产率得到5-methyl-4'-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]nicotinanilide
  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

文献信息

• 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
  作者：Yasuhiro Yonetoku、Hirokazu Kubota、Yoji Miyazaki、Yoshinori Okamoto、Masashi Funatsu、Noriko Yoshimura-Ishikawa、Jun Ishikawa、Taiji Yoshino、Makoto Takeuchi、Mitsuaki Ohta

  DOI：10.1016/j.bmc.2008.09.047

  日期：2008.11

  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.