N-(2-(4-(2,3-dimethylphenyl)piperazin-1-yl)ethyl)-6-methyl-2-(methylthio)pyrimidine-4-carboxamide | 1257902-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-(2-(4-(2,3-dimethylphenyl)piperazin-1-yl)ethyl)-6-methyl-2-(methylthio)pyrimidine-4-carboxamide
• 英文别名: N-(2-(4-(2,3-dimethylphenyl)piperazin-1-yl)ethyl)-6-methyl-2-(methylthio)pyrimidine-4-carboxamide hydrochloride；N-[2-[4-(2,3-dimethylphenyl)piperazin-1-yl]ethyl]-6-methyl-2-methylsulfanylpyrimidine-4-carboxamide
• CAS: 1257902-27-4
• 化学式: C₂₁H₂₉N₅OS
• 分子量: 399.56
• InChiKey: QSZPLPGSNSWIMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2-(4-(2,3-dimethylphenyl)piperazin-1-yl)ethyl)-6-methyl-2-(methylthio)pyrimidine-4-carboxamide 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 N-(2-(4-(2,3-dimethylphenyl)piperazin-1-yl)ethyl)-6-methyl-2-(methylthio)pyrimidine-4-carboxamide hydrochloride
  参考文献：
  名称：

  Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant

  摘要：

  Pyrimidine usually has good pharmacokinetic properties as a drug substance and considerable efforts have been devoted to develop pyrimidine derivatives into drug candidates. Arylpiperazine-containing pyrimidine 4-carboxamide derivatives were synthesized and evaluated for binding to serotonin receptors and transporter. Pyrimidine derivatives showed good antidepressant activity in FST (forced swimming test) animal model and also displayed no appreciable inhibitory activity against hERG channel blocking assay. Herein SAR studies of pyrimidine derivatives targeting serotonin receptors and transporter will be disclosed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.081
• 作为产物：
  描述：

  2-[4-(2,3-Dimethyl-phenyl)-piperazin-1-yl]-ethylamine 、 6-甲基-2-(甲基硫烷基)-4-嘧啶羧酸 在 盐酸 、 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 N-(2-(4-(2,3-dimethylphenyl)piperazin-1-yl)ethyl)-6-methyl-2-(methylthio)pyrimidine-4-carboxamide
  参考文献：
  名称：

  Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant

  摘要：

  Pyrimidine usually has good pharmacokinetic properties as a drug substance and considerable efforts have been devoted to develop pyrimidine derivatives into drug candidates. Arylpiperazine-containing pyrimidine 4-carboxamide derivatives were synthesized and evaluated for binding to serotonin receptors and transporter. Pyrimidine derivatives showed good antidepressant activity in FST (forced swimming test) animal model and also displayed no appreciable inhibitory activity against hERG channel blocking assay. Herein SAR studies of pyrimidine derivatives targeting serotonin receptors and transporter will be disclosed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.081

文献信息

• Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant
  作者：Jong Yup Kim、Deukjoon Kim、Suk Youn Kang、Woo-Kyu Park、Hyun Jung Kim、Myung Eun Jung、Eun-Jung Son、Ae Nim Pae、Jeongmin Kim、Jinhwa Lee

  DOI：10.1016/j.bmcl.2010.09.081

  日期：2010.11

  Pyrimidine usually has good pharmacokinetic properties as a drug substance and considerable efforts have been devoted to develop pyrimidine derivatives into drug candidates. Arylpiperazine-containing pyrimidine 4-carboxamide derivatives were synthesized and evaluated for binding to serotonin receptors and transporter. Pyrimidine derivatives showed good antidepressant activity in FST (forced swimming test) animal model and also displayed no appreciable inhibitory activity against hERG channel blocking assay. Herein SAR studies of pyrimidine derivatives targeting serotonin receptors and transporter will be disclosed. (C) 2010 Elsevier Ltd. All rights reserved.