N2-(4'-cyanophenyl)-6-(2'',6''-dimethyl-4''-ethynyl)phenoxypyridin-2,3-diamine | 1191279-81-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N2-(4'-cyanophenyl)-6-(2'',6''-dimethyl-4''-ethynyl)phenoxypyridin-2,3-diamine
• 英文别名: 3-amino-2-(4-cyanophenylamino)-6-(2,6-dimethyl-4-ethynylphenoxy)-pyridine；4-[[3-Amino-6-(4-ethynyl-2,6-dimethyl-phenoxy)-2-pyridyl]amino]benzonitrile；4-[[3-amino-6-(4-ethynyl-2,6-dimethylphenoxy)pyridin-2-yl]amino]benzonitrile
• CAS: 1191279-81-8
• 化学式: C₂₂H₁₈N₄O
• 分子量: 354.411
• InChiKey: JEWGWVLWFRHFOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 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：
  84
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(4'-cyanophenyl)-6-[2'',6''-dimethyl-4''-(3-methylbut-3-ol-1-yn)-phenoxy]-3-nitropyridin-2-amine 在 sodium dithionite 、 氨 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 26.0h， 生成 N2-(4'-cyanophenyl)-6-(2'',6''-dimethyl-4''-ethynyl)phenoxypyridin-2,3-diamine
  参考文献：
  名称：

  2-(4-SUBSTITUTED PHENYLAMINO) POLYSUBSTITUTED PYRIDINE COMPOUNDS AS THE INHIBITORS OF NON-NUCLEOSIDE HIV REVERSE TRANSCRIPTASE, PRAPARATION METHODS AND USES THEREOF

  摘要：

  公开号：

  EP2351739B1

文献信息

• Design, Synthesis, and Evaluation of Diarylpyridines and Diarylanilines as Potent Non-nucleoside HIV-1 Reverse Transcriptase Inhibitors
  作者：Xingtao Tian、Bingjie Qin、Zhiyuan Wu、Xiaofeng Wang、Hong Lu、Susan L. Morris-Natschke、Chin Ho Chen、Shibo Jiang、Kuo-Hsiung Lee、Lan Xie

  DOI：10.1021/jm100738d

  日期：2010.12.9

  as 13m, 14c, and 14e, displayed high potency with subnanomolar EC50 values, which were more potent than etravirine (TMC125, 1) in the same assays. Notably, these compounds were also highly effective against infection by multi-RTI-resistant strains, suggesting a high potential to further develop these compounds as a novel class of NNRTIs with improved antiviral efficacy and resistance profile.

  在我们之前确定的非核苷逆转录酶抑制剂（NNRTIs）的结构和活性的基础上，我们设计并合成了两组衍生物，二芳基吡啶（A）和二芳基苯胺（B），并测试了它们的抗HIV-1活性分别对抗 TZM-bl 和 MT-2 细胞中 HIV-1 NL4-3 和 IIIB 的感染。结果表明，大多数化合物在低纳摩尔 EC 50值下表现出有效的抗 HIV-1 活性，其中一些，如13m、14c和14e显示出高效力，其亚纳摩尔 EC 50值比依曲韦林更有效(TMC125, 1) 在相同的测定中。值得注意的是，这些化合物对多重 RTI 耐药菌株的感染也非常有效，这表明将这些化合物进一步开发为具有改进的抗病毒功效和耐药性的新型 NNRTIs 具有很高的潜力。
• 2-(4-SUBSTITUTED PHENYLAMINO) POLYSUBSTITUTED PYRIDINE COMPOUNDS AS INHIBITORS OF NON-NUCLEOSIDE HIV REVERSE TRANSCRIPTASE, PREPARATION METHODS AND USES THEREOF
  申请人：Xie Lan

  公开号：US20120053213A1

  公开（公告）日：2012-03-01

  The invention relates to 2-(4-Substituted phenylamino) polysubstituted pyridine compounds as inhibitors of non-nucleoside HIV reverse transcriptase, preparation methods and uses thereof. Specifically, the invention relates to compounds of formula I or the pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and X are as defined in the description. The compounds of formula I of the invention are a type of anti-HIV active compounds having new backbone structure.

  这项发明涉及作为非核苷类HIV逆转录酶抑制剂的2-(4-取代苯胺基)多取代吡啶化合物，以及其制备方法和用途。具体而言，该发明涉及具有式I或其药学上可接受的盐的化合物，其中R1、R2、R3、R4、R5、R6、R7和X如描述中所定义。该发明的式I化合物是一种具有新骨架结构的抗HIV活性化合物。
• THE 2-(4-SUBSTITUTED PHENYLAMINO) POLYSUBSTITUTED PYRIDINE COMPOUNDS AS THE INHIBITORS OF NON-NUCLEOSIDE HIV REVERSE TRANSCRIPTASE, PRAPARATION METHODS AND USES THEREOF
  申请人：Institute Of Pharmacology And Toxicology Academy Of Military Medical Sciences P.L.A. China

  公开号：EP2351739A1

  公开（公告）日：2011-08-03

  The invention relates to 2-(4-Substituted phenylamino) polysubstituted pyridine compounds as inhibitors of non-nucleoside HIV reverse transcriptase, preparation methods and uses thereof. Specifically, the invention relates to compounds of formula I or the pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, R6, R7 and X are as defined in the description. The compounds of formula I of the invention are a type of anti-HIV active compounds having new backbone structure.

  本发明涉及作为非核苷类HIV逆转录酶抑制剂的2-(4-取代苯基氨基)多取代吡啶化合物及其制备方法和用途。具体而言，本发明涉及式 I 的化合物或其药学上可接受的盐类，其中 R1、R2、R3、R4、R5、R6、R7 和 X 如描述中所定义。本发明的式 I 化合物是一种具有新型骨架结构的抗 HIV 活性化合物。
• Discovery of diarylpyridine derivatives as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
  作者：Xingtao Tian、Bingjie Qin、Hong Lu、Weihong Lai、Shibo Jiang、Kuo-Hsiung Lee、Chin Ho Chen、Lan Xie

  DOI：10.1016/j.bmcl.2009.07.080

  日期：2009.9

  Two series (4 and 5) of diarylpyridine derivatives were designed, synthesized, and evaluated for anti-HIV-1 activity. The most promising compound, 5e, inhibited HIV-1 IIIB, NL4-3, and RTMDR1 with low nanomolar EC50 values and selectivity indexes of >10,000. The results of this study indicate that diarylpyridine can be used as a novel scaffold to derive a new class of potent NNRTIs, active against both wild-type and drug-resistant HIV-1 strains. (C) 2009 Elsevier Ltd. All rights reserved.
• US8933106B2
  申请人：——

  公开号：US8933106B2

  公开（公告）日：2015-01-13