(S)-1-[4-bromo-2-chloro-5-(1-methyl-2-butynyloxy)phenyl]-2,5-dimethylpyrrole | 188193-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (S)-1-[4-bromo-2-chloro-5-(1-methyl-2-butynyloxy)phenyl]-2,5-dimethylpyrrole
• 英文别名: 1-[4-bromo-2-chloro-5-[(2S)-pent-3-yn-2-yl]oxyphenyl]-2,5-dimethylpyrrole
• CAS: 188193-15-9
• 化学式: C₁₇H₁₇BrClNO
• 分子量: 366.685
• InChiKey: UASQULALKFAJOR-ZDUSSCGKSA-N

物化性质

• 沸点：
  460.4±45.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二氧化碳-14C 、 (S)-1-[4-bromo-2-chloro-5-(1-methyl-2-butynyloxy)phenyl]-2,5-dimethylpyrrole 在 正丁基锂 作用下， 生成 (S)-5-chloro-4-(2,5-dimethylpyrrol-10yl)-2-(1-methyl-2-butynyloxy)(carboxy-14C)benzoic acid
  参考文献：
  名称：

  Synthesis of (S)-N-(endo -8-methyl-8-azabicyclo[3.2.1] oct-3α-yl)-4-amino-5-chloro-2-(1-methyl-2-butynyloxy) [carbonyl-14C]benzamide monohydrochloride (14C-E3620)

  摘要：

  (S)-N-(endo-8-Methyl-8-azabicyclo[3.2.1]oct-3 alpha-yl)-4-amino-5-chloro-2-(1-methyl-2-butnyloxy)[carbonyl-C-14]benzamide monohydrochloride (C-14-E3620, 11), which was required for a study of the pharmacokinetic profile of E3620, is not only a potent antagonist of 5-HT3 receptors but also a potent agonist of 5-HT4 receptors. It was synthesized using (S)-5-chloro-4-(2,5-dimethylpyrrol-1-yl)-2-(1-methyl-2- butynyloxy)[carboxy-C-14]benzoic acid (8) as the labelled starting material.The product was produced at high radiochemical purity with a specific activity of 2.02GBq/mmol.

  DOI：

  10.1002/(sici)1099-1344(199702)39:2<109::aid-jlcr952>3.0.co;2-g
• 作为产物：
  描述：

  N-(2-氯-5-甲氧基苯基)乙酰胺 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 三溴化硼 、 溶剂黄146 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 7.0h， 生成 (S)-1-[4-bromo-2-chloro-5-(1-methyl-2-butynyloxy)phenyl]-2,5-dimethylpyrrole
  参考文献：
  名称：

  Synthesis of (S)-N-(endo -8-methyl-8-azabicyclo[3.2.1] oct-3α-yl)-4-amino-5-chloro-2-(1-methyl-2-butynyloxy) [carbonyl-14C]benzamide monohydrochloride (14C-E3620)

  摘要：

  (S)-N-(endo-8-Methyl-8-azabicyclo[3.2.1]oct-3 alpha-yl)-4-amino-5-chloro-2-(1-methyl-2-butnyloxy)[carbonyl-C-14]benzamide monohydrochloride (C-14-E3620, 11), which was required for a study of the pharmacokinetic profile of E3620, is not only a potent antagonist of 5-HT3 receptors but also a potent agonist of 5-HT4 receptors. It was synthesized using (S)-5-chloro-4-(2,5-dimethylpyrrol-1-yl)-2-(1-methyl-2- butynyloxy)[carboxy-C-14]benzoic acid (8) as the labelled starting material.The product was produced at high radiochemical purity with a specific activity of 2.02GBq/mmol.

  DOI：

  10.1002/(sici)1099-1344(199702)39:2<109::aid-jlcr952>3.0.co;2-g

文献信息

• Synthesis of (S)-N-(endo -8-methyl-8-azabicyclo[3.2.1] oct-3α-yl)-4-amino-5-chloro-2-(1-methyl-2-butynyloxy) [carbonyl-14C]benzamide monohydrochloride (14C-E3620)
  作者：Yorihisa Hoshino、Shuhei Miyazawa、Hiroshi Nakata、Hironori Etoh、Mitsuko Furitsu、Shinya Abe

  DOI：10.1002/(sici)1099-1344(199702)39:2<109::aid-jlcr952>3.0.co;2-g

  日期：1997.2

  (S)-N-(endo-8-Methyl-8-azabicyclo[3.2.1]oct-3 alpha-yl)-4-amino-5-chloro-2-(1-methyl-2-butnyloxy)[carbonyl-C-14]benzamide monohydrochloride (C-14-E3620, 11), which was required for a study of the pharmacokinetic profile of E3620, is not only a potent antagonist of 5-HT3 receptors but also a potent agonist of 5-HT4 receptors. It was synthesized using (S)-5-chloro-4-(2,5-dimethylpyrrol-1-yl)-2-(1-methyl-2- butynyloxy)[carboxy-C-14]benzoic acid (8) as the labelled starting material.The product was produced at high radiochemical purity with a specific activity of 2.02GBq/mmol.