3-(4-Methoxyphenylsulfanyl)-6-methyl-1h-pyridin-2-one | 777940-47-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(4-Methoxyphenylsulfanyl)-6-methyl-1h-pyridin-2-one
• 英文别名: 3-(4-methoxyphenyl)sulfanyl-6-methyl-1H-pyridin-2-one
• CAS: 777940-47-3
• 化学式: C₁₃H₁₃NO₂S
• 分子量: 247.318
• InChiKey: YYAHKFVGVMGCQU-UHFFFAOYSA-N

物化性质

• 沸点：
  463.5±45.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  3-(4-Methoxyphenylsulfanyl)-6-methyl-1h-pyridin-2-one 在 氢溴酸 、 potassium carbonate 、 间氯过氧苯甲酸 、 sodium iodide 、 三氯氧磷 作用下， 以 二氯甲烷 、 乙二醇 、 乙腈 为溶剂， 生成 4-{4-[6-Methyl-2-(2,4,6-trimethylphenylamino)-pyridine-3-sulfonyl]-phenoxy}-butyronitrile
  参考文献：
  名称：

  Synthesis and evaluation of 2-anilino-3-phenylsulfonyl-6-methylpyridines as corticotropin-releasing factor1 receptor ligands

  摘要：

  A novel series of 2-anilino-3-phenylsulfonyl-6-methylpyridines was synthesized and evaluated as corticotropin-releasing factor receptor ligands. Structure-activity relationship studies focused primarily on optimization of the 3-phenylsulfonyl group. Compounds within this series were identified which showed potent binding affinity for the CRFI receptor. Selected compounds were examined in a rat pharmacokinetic study and were found to have oral bioavailabilities ranging from 16 to 35%. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.097
• 作为产物：
  描述：

  3-iodo-6-methylpyridin-2-ol 、 4-甲氧基苯硫酚 在 sodium hydride 、 copper(l) iodide 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 6.0h， 生成 3-(4-Methoxyphenylsulfanyl)-6-methyl-1h-pyridin-2-one
  参考文献：
  名称：

  Pyridinyl derivatives for the treatment of depression

  摘要：

  本发明涉及一种新型杂环拮抗剂，其化学式为（I），以及包含所述抗拮抗剂的药物组合物，该抗剮抗剂是促肾上腺皮质激素释放因子受体（“CRF受体”）1的拮抗剂，用于治疗抑郁症、焦虑症、情感障碍、进食障碍、创伤后应激障碍、头痛、药物成瘾、炎症性疾病、药物或酒精戒断症状以及其他可以通过CRF-1受体拮抗作用来治疗的疾病。

  公开号：

  US20040209917A1

文献信息

• Pyridinyl derivatives for the treatment of depression
  申请人：——

  公开号：US20040209917A1

  公开（公告）日：2004-10-21

  The present invention relates to novel heterocyclic antagonists of Formula (I) and pharmaceutical compositions comprising said antagonists of the corticotropin releasing factor receptor (“CRF receptor”) 1 useful for the treatment of depression, anxiety, affective disorders, feeding disorders, post-traumatic stress disorder, headache, drug addiction, inflammatory disorders, drug or alcohol withdrawal symptoms and other conditions the treatment of which can be effected by the antagonism of the CRF- 1 receptor.

  本发明涉及一种新型杂环拮抗剂，其化学式为（I），以及包含所述抗拮抗剂的药物组合物，该抗剮抗剂是促肾上腺皮质激素释放因子受体（“CRF受体”）1的拮抗剂，用于治疗抑郁症、焦虑症、情感障碍、进食障碍、创伤后应激障碍、头痛、药物成瘾、炎症性疾病、药物或酒精戒断症状以及其他可以通过CRF-1受体拮抗作用来治疗的疾病。
• US7030145B2
  申请人：——

  公开号：US7030145B2

  公开（公告）日：2006-04-18
• Synthesis and evaluation of 2-anilino-3-phenylsulfonyl-6-methylpyridines as corticotropin-releasing factor1 receptor ligands
  作者：Richard A. Hartz、Argyrios G. Arvanitis、Charles Arnold、Joseph P. Rescinito、Kimberly L. Hung、Ge Zhang、Harvey Wong、David R. Langley、Paul J. Gilligan、George L. Trainor

  DOI：10.1016/j.bmcl.2005.10.097

  日期：2006.2

  A novel series of 2-anilino-3-phenylsulfonyl-6-methylpyridines was synthesized and evaluated as corticotropin-releasing factor receptor ligands. Structure-activity relationship studies focused primarily on optimization of the 3-phenylsulfonyl group. Compounds within this series were identified which showed potent binding affinity for the CRFI receptor. Selected compounds were examined in a rat pharmacokinetic study and were found to have oral bioavailabilities ranging from 16 to 35%. (c) 2005 Elsevier Ltd. All rights reserved.