4-(3,5-dimethylbenzyl)-5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridine | 248248-97-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(3,5-dimethylbenzyl)-5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridine
• 英文别名: N-[4-[(3,5-dimethylphenyl)methyl]-5-ethyl-2-methoxy-6-methylpyridin-3-yl]-2,2-dimethylpropanamide
• CAS: 248248-97-7
• 化学式: C₂₃H₃₂N₂O₂
• 分子量: 368.519
• InChiKey: SPXOYLTWMNEOCK-UHFFFAOYSA-N

物化性质

• 熔点：
  138-139 °C
• 沸点：
  490.7±45.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3,5-dimethylbenzyl)-5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridine 在 盐酸 作用下， 以 水 为溶剂， 生成 3-amino-4-(3,5-dimethylbenzyl)-5-ethyl-6-methylpyridin-2(1H)-one
  参考文献：
  名称：

  3-(Amino- or aminoalkyl)pyridinone derivatives and their use for the treatment of HIV related diseases

  摘要：

  本发明涉及3-（氨基或氨基烷基）吡啶酮衍生物，其抑制人类免疫缺陷病毒（HIV）的反转录酶。此外，本发明还涉及使用这些化合物治疗与HIV相关的疾病。此外，本发明还涉及一种用于制备这些化合物的方法。

  公开号：

  US06451822B1
• 作为产物：
  描述：

  3,5-二甲基苯甲醛 在 30percent Pd/C 吡啶 、 正丁基锂 、 四甲基乙二胺 、 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 水 为溶剂， 60.0 ℃ 、1.01 MPa 条件下， 反应 121.0h， 生成 4-(3,5-dimethylbenzyl)-5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridine
  参考文献：
  名称：

  Synthesis and Antiviral Activity of 4-Benzyl Pyridinone Derivatives as Potent and Selective Non-Nucleoside Human Immunodeficiency Virus Type 1 Reverse Transcriptase Inhibitors

  摘要：

  Several 4-benzyl analogues of 5-ethyl-6-methyl-4-(phenylthio)pyridin-2(1H)-ones were synthesized and evaluated for their anti-HIV-l activities. Key transformations include metalation at the 4-C-position of 5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridine (5) and its coupling with benzyl bromide or benzaldehyde derivatives. Biological studies revealed that some of the new 4-benzylpyridinones show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 14, 19, and 27, which inhibit the replication of HIV-1 in CEM-SS cells, with IC50 values ranging from 0.2 to 6 nM are the most active compounds in this series. Biochemical studies showed that compound 27 strongly inhibited the activity of a recombinant HIV-1 RT. Moreover, the infectivity of isolated HIV-1 particles was severely decreased after exposure to compound 27. Although cross resistance is frequently observed between non-nucleoside reverse transcriptase inhibitors, compound 27 was capable of inhibiting a virus resistant to nevirapine with an IC50 Of 40 nM.

  DOI：

  10.1021/jm0009437

文献信息

• 3-(Amino- or aminoalkyl)pyridinone derivatives and their use for the treatment of HIV related diseases
  申请人：Centre National de la Recherche Scientifique

  公开号：US06451822B1

  公开（公告）日：2002-09-17

  The present invention is concerned with 3-(amino- or aminoalkyl)pyridinone derivatives which inhibit the reverse transcriptase of the Human Immunodeficiency Virus (HIV). It relates moreover to the use of such compounds for treating HIV-related diseases. Furthermore it relates to a process for the preparation of these compounds.

  本发明涉及3-（氨基或氨基烷基）吡啶酮衍生物，其抑制人类免疫缺陷病毒（HIV）的反转录酶。此外，本发明还涉及使用这些化合物治疗与HIV相关的疾病。此外，本发明还涉及一种用于制备这些化合物的方法。
• 3-(Amino-or aminoalkyl) pyridinone derivatives and their use for the treatment of HIV related diseases
  申请人：Centre National De La Recherche Scient.

  公开号：US20030125340A1

  公开（公告）日：2003-07-03

  3-(amino- or aminoalkyl) pyridinone derivatives having the formula (1) 1 wherein Q, X, Y, and R 3 -R 6 are as defined, which derivatives are useful for the treatment of HIV related diseases.

  具有以下式子（1）的3-（氨基或氨基烷基）吡啶酮衍生物，其中Q、X、Y和R3-R6如定义，这些衍生物对于治疗与HIV相关的疾病是有用的。
• 3-(amino-or aminoalkyl) pyridinone derivatives and their use for the treatment of HIV related diseases
  申请人：Centre National de la Recherche Scientifique

  公开号：US06683079B2

  公开（公告）日：2004-01-27

  3-(amino- or aminoalkyl) pyridinone derivatives having the formula (1) wherein Q, X, Y, and R3-R6 are as defined, which derivatives are useful for the treatment of HIV related diseases.

  具有以下公式（1）的3-（氨基或氨基烷基）吡啶酮衍生物，其中Q，X，Y和R3-R6如定义所述，这些衍生物对于治疗与HIV相关的疾病是有用的。
• 3-(AMINO- OR AMINOALKYL)PYRIDINONE DERIVATIVES AND THEIR USE FOR THE TREATMENT OF HIV RELATED DISEASES
  申请人：CENTRE NATIONAL DELA RECHERCHE SCIENTIFIQUE

  公开号：EP1073637A1

  公开（公告）日：2001-02-07
• US6451822B1
  申请人：——

  公开号：US6451822B1

  公开（公告）日：2002-09-17