6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether | 345913-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether
• 英文别名: 6-Chloro-2-[(4-methoxybenzyl)oxy]-3-propylquinolinyl 2,2,2-trifluoroethyl ether；6-chloro-2-[(4-methoxyphenyl)methoxy]-3-propyl-4-(2,2,2-trifluoroethoxy)quinoline
• CAS: 345913-54-4
• 化学式: C₂₂H₂₁ClF₃NO₃
• 分子量: 439.862
• InChiKey: FWJGQIKDDXMJIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether 在 ammonium cerium(IV) nitrate 、 lithium 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 1.5h， 生成 6-Chloro-4-[(2-cyclopropylethynyl)oxy]-3-propyl-2(1H)-quinolinone
  参考文献：
  名称：

  Design of Non-nucleoside Inhibitors of HIV-1 Reverse Transcriptase with Improved Drug Resistance Properties. 2.

  摘要：

  HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs) are part of the combination therapy currently used to treat HIV infection. The features of a new NNRTI drug for HIV treatment must include selective potent activity against both wild-type virus as well as against mutant virus that have been selected by use of current antiretroviral treatment regimens. Based on analogy with known HIV-1 NNRTI inhibitors and modeling studies utilizing the X-ray crystal structure of inhibitors bound in the HIV-1 RT, a series of substituted 2-quinolones was synthesized and evaluated as HIV-1 inhibitors.

  DOI：

  10.1021/jm040072r
• 作为产物：
  描述：

  丙基丙二酸二乙酯 在 sodium hydride 、 silver(l) oxide 作用下， 以 二苯醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.08h， 生成 6-chloro-2-[(4-methoxybenzyl)oxy]-3-propyl-4-quinolinyl 2,2,2-trifluoroethyl ether
  参考文献：
  名称：

  Design of Non-nucleoside Inhibitors of HIV-1 Reverse Transcriptase with Improved Drug Resistance Properties. 2.

  摘要：

  HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs) are part of the combination therapy currently used to treat HIV infection. The features of a new NNRTI drug for HIV treatment must include selective potent activity against both wild-type virus as well as against mutant virus that have been selected by use of current antiretroviral treatment regimens. Based on analogy with known HIV-1 NNRTI inhibitors and modeling studies utilizing the X-ray crystal structure of inhibitors bound in the HIV-1 RT, a series of substituted 2-quinolones was synthesized and evaluated as HIV-1 inhibitors.

  DOI：

  10.1021/jm040072r

文献信息

• Quinolone compounds for use in treating viral infections
  申请人：——

  公开号：US20030069271A1

  公开（公告）日：2003-04-10

  The present invention relates to quinolone compounds and their use in the treatment of viral infections.

  本发明涉及喹诺酮化合物及其在治疗病毒感染中的应用。
• Design of Non-nucleoside Inhibitors of HIV-1 Reverse Transcriptase with Improved Drug Resistance Properties. 2.
  作者：George A. Freeman、C. Webster Andrews、Andrew L. Hopkins、Gina S. Lowell、Lee T. Schaller、Jill R. Cowan、Stephen S. Gonzales、George W. Koszalka、Richard J. Hazen、Lawrence R. Boone、Rob G. Ferris、Katrina L. Creech、Grace B. Roberts、Steven A. Short、Kurt Weaver、David J. Reynolds、John Milton、Jingshan Ren、David I. Stuart、David K. Stammers、Joseph H. Chan

  DOI：10.1021/jm040072r

  日期：2004.11.1

  HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs) are part of the combination therapy currently used to treat HIV infection. The features of a new NNRTI drug for HIV treatment must include selective potent activity against both wild-type virus as well as against mutant virus that have been selected by use of current antiretroviral treatment regimens. Based on analogy with known HIV-1 NNRTI inhibitors and modeling studies utilizing the X-ray crystal structure of inhibitors bound in the HIV-1 RT, a series of substituted 2-quinolones was synthesized and evaluated as HIV-1 inhibitors.