5-(2-dimethylaminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one | 1185190-65-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(2-dimethylaminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one
• 英文别名: 5-[[2-[(dimethylamino)methyl]morpholin-4-yl]methyl]-4-(3,5-dimethylphenyl)sulfanyl-3-iodo-6-methyl-1H-pyridin-2-one
• CAS: 1185190-65-1
• 化学式: C₂₂H₃₀IN₃O₂S
• 分子量: 527.47
• InChiKey: BURAYOIJVQWRTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 5-(2-aminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 水 为溶剂， 以116 mg的产率得到5-(2-dimethylaminomethylmorpholin-4-ylmethyl)-4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methylpyridin-2(1H)-one
  参考文献：
  名称：

  Synthesis and Biological Evaluation of C-5 Methyl Substituted 4-Arylthio and 4-Aryloxy-3-Iodopyridin-2(1H)-one Type Anti-HIV Agents

  摘要：

  A series of C-5 methyl substituted 4-arylthio- and 4-aryloxy-3-iodopyridin-2(1H)-ones hits been synthesized its new pyridinone analogues for their evaluation as anti-HIV inhibitors. The optimization at the 5-position wits developed through an efficient use of the key intermediates 5-ethoxycarbonyl- and 5-cyano-pyridin-2(1H)-ones (14 and 15). Biological studies revealed that several compounds show potent HIV-1 reverse transcriptase inhibitory properties, for example, compounds 93 and 99 are active at 0.6-50 nM against wild type HIV-1 and a panel of major simple/double HIV mutant strains.

  DOI：

  10.1021/jm900802y

文献信息

• Synthesis and Biological Evaluation of C-5 Methyl Substituted 4-Arylthio and 4-Aryloxy-3-Iodopyridin-2(1<i>H</i>)-one Type Anti-HIV Agents
  作者：Jérôme Guillemont、Abdellah Benjahad、Said Oumouch、Laurence Decrane、Patrice Palandjian、Daniel Vernier、Laurence Queguiner、Koen Andries、Marie-Pierre de Béthune、Kurt Hertogs、David S. Grierson、Chi Hung Nguyen

  DOI：10.1021/jm900802y

  日期：2009.12.10

  A series of C-5 methyl substituted 4-arylthio- and 4-aryloxy-3-iodopyridin-2(1H)-ones hits been synthesized its new pyridinone analogues for their evaluation as anti-HIV inhibitors. The optimization at the 5-position wits developed through an efficient use of the key intermediates 5-ethoxycarbonyl- and 5-cyano-pyridin-2(1H)-ones (14 and 15). Biological studies revealed that several compounds show potent HIV-1 reverse transcriptase inhibitory properties, for example, compounds 93 and 99 are active at 0.6-50 nM against wild type HIV-1 and a panel of major simple/double HIV mutant strains.