4-{2-[2-Ethoxy-1-(2-methyl-propane-2-sulfinylamino)-ethyl]-4-fluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester | 910300-25-3

• 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: 4-{2-[2-Ethoxy-1-(2-methyl-propane-2-sulfinylamino)-ethyl]-4-fluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
• CAS: 910300-25-3
• 化学式: C₂₃H₃₈FN₃O₄S
• 分子量: 471.637
• InChiKey: IRPPMTLTGTVONW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  71.11
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-{2-[2-Ethoxy-1-(2-methyl-propane-2-sulfinylamino)-ethyl]-4-fluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 在 盐酸 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 {2-[1-(2-{4-[3-(2,4-Dichloro-phenyl)-propionyl]-piperazin-1-yl}-5-fluoro-phenyl)-2-ethoxy-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Arylpropionylpiperazines as antagonists of the human melanocortin-4 receptor

  摘要：

  A series of 3-arylpropionylpiperazines were synthesized as antagonists of the melanocortin-4 receptor. Their potency was found to be increased by replacing the alpha-methyl substituent of the initial lead 11 with a larger s-Bu or i-Bu group. Further potency enhancement was observed when a glycine or beta-alanine was incorporated onto the benzylamine. Some compounds demonstrated good potency, moderate selectivity, and oral bioavailability. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.088
• 作为产物：
  描述：

  2-(4-Boc-哌嗪-1-基)-5-氟苯甲醛 在 titanium(IV) tetraethanolate 、 三甲基铝 作用下， 以 四氢呋喃 为溶剂， 生成 4-{2-[2-Ethoxy-1-(2-methyl-propane-2-sulfinylamino)-ethyl]-4-fluoro-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Arylpropionylpiperazines as antagonists of the human melanocortin-4 receptor

  摘要：

  A series of 3-arylpropionylpiperazines were synthesized as antagonists of the melanocortin-4 receptor. Their potency was found to be increased by replacing the alpha-methyl substituent of the initial lead 11 with a larger s-Bu or i-Bu group. Further potency enhancement was observed when a glycine or beta-alanine was incorporated onto the benzylamine. Some compounds demonstrated good potency, moderate selectivity, and oral bioavailability. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.088