(E)-4-[[4-[4-(2-cyanoethenyl)-2,6-dimethylphenoxy]-2-pyrimidinyl]amino] benzonitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-4-[[4-[4-(2-cyanoethenyl)-2,6-dimethylphenoxy]-2-pyrimidinyl]amino] benzonitrile
• 英文别名: 4-[[4-[4-[(E)-2-cyanovinyl]-2,6-dimethyl-phenoxy]pyrimidin-2-yl]amino]benzonitrile；4-[[4-[4-[(E)-2-cyanoethenyl]-2,6-dimethylphenoxy]pyrimidin-2-yl]amino]benzonitrile
• 化学式: C₂₂H₁₇N₅O
• 分子量: 367.41
• InChiKey: BGENJZQFMWOTKT-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  94.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-N[2(4-氯吡啶基)]-氨基苯腈 在 N-甲基吡咯烷酮 、 potassium tert-butylate 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 13.0h， 生成 (E)-4-[[4-[4-(2-cyanoethenyl)-2,6-dimethylphenoxy]-2-pyrimidinyl]amino] benzonitrile
  参考文献：
  名称：

  Synthesis of novel diarylpyrimidine analogues of TMC278 and their antiviral activity against HIV-1 wild-type and mutant strains

  摘要：

  Novel diarylpyrimidines (DAPY), which represent next generation of non-nucleoside reverse transcriptase inhibitors (NNRTIs), were synthesized and their activities against human immunodeficiency virus type I (HIV-1) assessed. Modulations at positions 2 and 6 of the left phenyl ring generated interesting derivatives of TMC278 displaying high potency against wild-type and mutant viruses compared to nevirapine and efavirenz. The pharmacokinetic profile of the best newly synthesized DAPY was evaluated and compared with TMC278 now in phase II clinical trials. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.11.014

文献信息

• WO2007/113254
  申请人：——

  公开号：——

  公开（公告）日：——
• PYRIMIDINE DERIVATIVES FOR THE PREVENTION OF HIV INFECTION
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1597237A1

  公开（公告）日：2005-11-23
• Pyrimidine derivatives for the prevention of HIV infection
  申请人：Janssen Pharmaceutica NV

  公开号：EP1597237B1

  公开（公告）日：2016-07-27
• HIV INHIBITING 5-AMIDO SUBSTITUTED PYRIMIDINES
  申请人：Janssen R&D Ireland

  公开号：EP2004632B1

  公开（公告）日：2014-03-12
• Pyrimidine derivatives for the prevention of hiv infection
  申请人：Heeres Jan

  公开号：US20070021449A1

  公开（公告）日：2007-01-25

  This invention concerns the use of a compound for the manufacture of a medicament for the prevention of HIV infection via sexual intercourse and related intimate contact between partners, wherein the compound is a compound of formula (I) a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine and a stereochemically isomeric form thereof, wherein the ring containing -a 1 =a 2 -a 3 =a 4 - and -b 1 =b 2 -b 3 =b 4 - represents phenyl, pyridyl, pyrimidinyl, pirazinyl, pyridazinyl; and pharmaceutical compositions comprising them.