S-[2-(2-chloro-4-cyano-anilino)-2-oxo-ethyl] 6,8-dichloro-3,4-dihydro-2H-quinoline-1-carbothioate | 1190381-76-0

• 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: S-[2-(2-chloro-4-cyano-anilino)-2-oxo-ethyl] 6,8-dichloro-3,4-dihydro-2H-quinoline-1-carbothioate
• 英文别名: S-[2-(2-chloro-4-cyanoanilino)-2-oxoethyl] 6,8-dichloro-3,4-dihydro-2H-quinoline-1-carbothioate
• CAS: 1190381-76-0
• 化学式: C₁₉H₁₄Cl₃N₃O₂S
• 分子量: 454.764
• InChiKey: YPGBGYIRJKQKPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  98.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  S-(2-chloro-2-oxoethyl) 6,8-dichloro-3,4-dihydroquinoline-1(2H)-carbothioate 、 4-氨基-3-氯苯甲腈 生成 S-[2-(2-chloro-4-cyano-anilino)-2-oxo-ethyl] 6,8-dichloro-3,4-dihydro-2H-quinoline-1-carbothioate
  参考文献：
  名称：

  Substituted tetrahydroquinolines as potent allosteric inhibitors of reverse transcriptase and its key mutants

  摘要：

  Non-nucleoside reverse transcriptase inhibitors (NNRTIs) are key elements of multidrug regimens, called HAART (Highly Active Antiretroviral Therapy), that are used to treat HIV-1 infections. Elucidation of the structure-activity relationships of the thiocarbamate moiety of the previous published lead compound 2 provided a series of novel tetrahydroquinoline derivatives as potent inhibitors of HIV-1 RT with nanomolar intrinsic activity on the WT and key mutant enzymes and potent antiviral activity in infected cells. The SAR optimization, mutation profiles, preparation of compounds, and pharmacokinetic profile of compounds are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.031

文献信息

• Substituted tetrahydroquinolines as potent allosteric inhibitors of reverse transcriptase and its key mutants
  作者：Dai-Shi Su、John J. Lim、Elizabeth Tinney、Bang-Lin Wan、Mary Beth Young、Kenneth D. Anderson、Deanne Rudd、Vandna Munshi、Carolyn Bahnck、Peter J. Felock、Meiqing Lu、Ming-Tain Lai、Sinoeun Touch、Gregory Moyer、Daniel J. DiStefano、Jessica A. Flynn、Yuexia Liang、Rosa Sanchez、Sridhar Prasad、Youwei Yan、Rebecca Perlow-Poehnelt、Maricel Torrent、Mike Miller、Joe P. Vacca、Theresa M. Williams、Neville J. Anthony

  DOI：10.1016/j.bmcl.2009.07.031

  日期：2009.9

  Non-nucleoside reverse transcriptase inhibitors (NNRTIs) are key elements of multidrug regimens, called HAART (Highly Active Antiretroviral Therapy), that are used to treat HIV-1 infections. Elucidation of the structure-activity relationships of the thiocarbamate moiety of the previous published lead compound 2 provided a series of novel tetrahydroquinoline derivatives as potent inhibitors of HIV-1 RT with nanomolar intrinsic activity on the WT and key mutant enzymes and potent antiviral activity in infected cells. The SAR optimization, mutation profiles, preparation of compounds, and pharmacokinetic profile of compounds are described. (C) 2009 Elsevier Ltd. All rights reserved.