3-[(3-ethyl-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-hydroxy-methyl]-5-methyl-benzonitrile | 1097628-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[(3-ethyl-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-hydroxy-methyl]-5-methyl-benzonitrile
• 英文别名: 3-[(3-Ethyl-5-isopropyl-2,6-dioxo-pyrimidin-4-yl)-hydroxy-methyl]-5-methyl-benzonitrile；3-[(3-ethyl-2,6-dioxo-5-propan-2-ylpyrimidin-4-yl)-hydroxymethyl]-5-methylbenzonitrile
• CAS: 1097628-87-9
• 化学式: C₁₈H₂₁N₃O₃
• 分子量: 327.383
• InChiKey: XQPWYQFPPLWWSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  93.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(3-ethyl-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-hydroxy-methyl]-5-methyl-benzonitrile 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以80%的产率得到3-[(3-ethyl-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-fluoro-methyl]-5-methyl-benzonitrile
  参考文献：
  名称：

  [EN] NOVEL HIV REVERSE TRANSCRIPTASE INHIBITORS
  [FR] NOUVEAUX INHIBITEURS DE LA TRANSCRIPTASE INVERSE DU VIH

  摘要：

  公开号：

  WO2009005674A3
• 作为产物：
  描述：

  ainuovirine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以44%的产率得到3-[(3-ethyl-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-hydroxy-methyl]-5-methyl-benzonitrile
  参考文献：
  名称：

  N1-Alkyl pyrimidinediones as non-nucleoside inhibitors of HIV-1 reverse transcriptase

  摘要：

  A series of N1-alkyl pyrimidinediones were designed, synthesized and evaluated as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs). Our efforts identified compound 10b, which represents the lead compound in this series with pharmacokinetics and antiviral potency that may support once-daily dosing. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.085

文献信息

• Novel HIV reverse transcriptase inhibitors
  申请人：Guo Hongyan

  公开号：US20110076276A1

  公开（公告）日：2011-03-31

  The invention is related to compounds of Formula (I): or a pharmaceutically acceptable salt, solvate, ester, and/or phosphonate thereof, compositions containing such compounds, and therapeutic methods that include the administration of such compounds.

  本发明涉及以下化合物的公式（I）：或其药学上可接受的盐、溶剂化物、酯和/或膦酸酯，包含这些化合物的组合物以及包括这些化合物的给药的治疗方法。
• Pyrimidine derivatives as HIV reverse transcriptase inhibitors
  申请人：Korea Research Institute of Chemical Technology

  公开号：US08334295B2

  公开（公告）日：2012-12-18

  The invention is related to compounds of Formula (I): or a pharmaceutically acceptable salt, solvate, ester, and/or phosphonate thereof, compositions containing such compounds, and therapeutic methods that include the administration of such compounds.

  本发明涉及式（I）化合物：或其药学上可接受的盐、溶剂化物、酯和/或膦酸酯，含有这种化合物的组合物以及包括这种化合物的给药的治疗方法。
• NOVEL HIV REVERSE TRANSCRIPTASE INHIBITORS
  申请人：Korea Research Institute of Chemical Technology

  公开号：US20130078256A1

  公开（公告）日：2013-03-28

  The invention is related to compounds of Formula (I): or a pharmaceutically acceptable salt, solvate, ester, and/or phosphonate thereof, compositions containing such compounds, and therapeutic methods that include the administration of such compounds.

  本发明涉及式（I）的化合物：或其药学上可接受的盐、溶剂、酯和/或膦酸酯，包含这些化合物的组合物以及包括给予这些化合物的治疗方法。
• US8334295B2
  申请人：——

  公开号：US8334295B2

  公开（公告）日：2012-12-18
• N1-Alkyl pyrimidinediones as non-nucleoside inhibitors of HIV-1 reverse transcriptase
  作者：Michael L. Mitchell、Jong Chan Son、Hongyan Guo、Yun-A Im、Eun Jung Cho、Jianhong Wang、Jaclyn Hayes、Michael Wang、Amber Paul、Eric B. Lansdon、James M. Chen、Doris Graupe、Gerry Rhodes、Gong-Xin He、Romas Geleziunas、Lianhong Xu、Choung U. Kim

  DOI：10.1016/j.bmcl.2010.01.085

  日期：2010.3

  A series of N1-alkyl pyrimidinediones were designed, synthesized and evaluated as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs). Our efforts identified compound 10b, which represents the lead compound in this series with pharmacokinetics and antiviral potency that may support once-daily dosing. (C) 2010 Elsevier Ltd. All rights reserved.