1-[7-(Benzylamino)naphthalen-1-yl]-3-[4-chloro-3-(trifluoromethyl)phenyl]urea | 497149-12-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[7-(Benzylamino)naphthalen-1-yl]-3-[4-chloro-3-(trifluoromethyl)phenyl]urea
• CAS: 497149-12-9
• 化学式: C₂₅H₁₉ClF₃N₃O
• 分子量: 469.894
• InChiKey: LFJKWYZEGORGJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  53.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-氨基-7-萘酚 、 苄胺 以 二甲基亚砜 为溶剂， 反应 64.0h， 生成 1-[7-(Benzylamino)naphthalen-1-yl]-3-[4-chloro-3-(trifluoromethyl)phenyl]urea
  参考文献：
  名称：

  Tetrahydro-naphthols as orally available TRPV1 inhibitors

  摘要：

  Starting from a naphthol-based lead series with low oral bioavailability, we have identified potent TRPV1 antagonists with oral bioavailability in rats. These compounds emerged from SAR studies aimed at replacing the lead's phenol structure whilst maintaining potency. Compound rac-6a is an orally available TRPV1 antagonist with single-digit nanomolar activity. The enantiomers show a low eudismic ratio at the receptor level. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.108

文献信息

• Tetrahydro-naphthols as orally available TRPV1 inhibitors
  作者：Klaus Urbahns、Takeshi Yura、Jang B. Gupta、Masaomi Tajimi、Hiroshi Fujishima、Tsutomu Masuda、Noriyuki Yamamoto、Yuka Ikegami、Makiko Marumo、Kayo Yasoshima、Nagahiro Yoshida、Toshiya Moriwaki、David Madge、Fiona Chan、Muneto Mogi

  DOI：10.1016/j.bmcl.2012.03.108

  日期：2012.5

  Starting from a naphthol-based lead series with low oral bioavailability, we have identified potent TRPV1 antagonists with oral bioavailability in rats. These compounds emerged from SAR studies aimed at replacing the lead's phenol structure whilst maintaining potency. Compound rac-6a is an orally available TRPV1 antagonist with single-digit nanomolar activity. The enantiomers show a low eudismic ratio at the receptor level. (C) 2012 Elsevier Ltd. All rights reserved.