4-(3,5-dimethylphenoxy)-5-ethyl-6-methyl-3-methylsulfanyl-1H-pyridin-2-one | 929080-55-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(3,5-dimethylphenoxy)-5-ethyl-6-methyl-3-methylsulfanyl-1H-pyridin-2-one
• CAS: 929080-55-7
• 化学式: C₁₇H₂₁NO₂S
• 分子量: 303.425
• InChiKey: MUCMCFNXKLSKFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3,5-dimethylphenoxy)-5-ethyl-6-methyl-3-methylsulfanyl-1H-pyridin-2-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-(3,5-dimethylphenoxy)-5-ethyl-6-methyl-3-methylsulfinyl-1H-pyridin-2-one
  参考文献：
  名称：

  Structure–activity relationship in the 3-iodo-4-phenoxypyridinone (IOPY) series: The nature of the C-3 substituent on anti-HIV activity

  摘要：

  As part of a systematic SAR study on the 3-iodo-4-phenoxypyridinone 3 (IOPY) type non-nucleoside reverse transcriptase inhibitors, the analogues 4a-4z bearing different C-3 substituents were synthesized and evaluated for their anti-HIV activity against wild-type HIV-1 and four of the principal HIV mutant strains (K103N, Y181C, Y188L, and 1100L). The results show that the 3-vinyl analogue 4j is the only compound which displays anti-HIV activity comparable to IOPY 3, and in this respect represents a possible back-up to this lead molecule. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.082
• 作为产物：
  描述：

  5-ethyl-4-hydroxy-6-methylpyridin-2(1H)-one 在 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.83h， 生成 4-(3,5-dimethylphenoxy)-5-ethyl-6-methyl-3-methylsulfanyl-1H-pyridin-2-one
  参考文献：
  名称：

  Structure–activity relationship in the 3-iodo-4-phenoxypyridinone (IOPY) series: The nature of the C-3 substituent on anti-HIV activity

  摘要：

  As part of a systematic SAR study on the 3-iodo-4-phenoxypyridinone 3 (IOPY) type non-nucleoside reverse transcriptase inhibitors, the analogues 4a-4z bearing different C-3 substituents were synthesized and evaluated for their anti-HIV activity against wild-type HIV-1 and four of the principal HIV mutant strains (K103N, Y181C, Y188L, and 1100L). The results show that the 3-vinyl analogue 4j is the only compound which displays anti-HIV activity comparable to IOPY 3, and in this respect represents a possible back-up to this lead molecule. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.082

文献信息

• Structure–activity relationship in the 3-iodo-4-phenoxypyridinone (IOPY) series: The nature of the C-3 substituent on anti-HIV activity
  作者：Abdellah Benjahad、Said Oumouch、Jerôme Guillemont、Elisabeth Pasquier、Dominique Mabire、Koen Andries、Chi Hung Nguyen、David S. Grierson

  DOI：10.1016/j.bmcl.2006.10.082

  日期：2007.2

  As part of a systematic SAR study on the 3-iodo-4-phenoxypyridinone 3 (IOPY) type non-nucleoside reverse transcriptase inhibitors, the analogues 4a-4z bearing different C-3 substituents were synthesized and evaluated for their anti-HIV activity against wild-type HIV-1 and four of the principal HIV mutant strains (K103N, Y181C, Y188L, and 1100L). The results show that the 3-vinyl analogue 4j is the only compound which displays anti-HIV activity comparable to IOPY 3, and in this respect represents a possible back-up to this lead molecule. (c) 2006 Elsevier Ltd. All rights reserved.