1-((1R,3s,5S,6s)-6-(3-chlorophenyl)-3-methylbicyclo[3.1.0]hexan-6-yl)-4-phenylpiperazine | 1358772-23-2

• 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: 1-((1R,3s,5S,6s)-6-(3-chlorophenyl)-3-methylbicyclo[3.1.0]hexan-6-yl)-4-phenylpiperazine
• CAS: 1358772-23-2
• 化学式: C₂₃H₂₇ClN₂
• 分子量: 366.934
• InChiKey: HQUMRIMZYIEYKN-ILSVISAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-(4-methylcyclohex-1-enyl)-4-phenylpiperazine 在 N-氯代丁二酰亚胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 1-((1R,3s,5S,6s)-6-(3-chlorophenyl)-3-methylbicyclo[3.1.0]hexan-6-yl)-4-phenylpiperazine
  参考文献：
  名称：

  Discovery of a Novel Class of Bicyclo[3.1.0]hexanylpiperazines as Noncompetitive Neuropeptide Y Y1 Antagonists

  摘要：

  A novel class of bicyclo[3.1.0]hexanylpiperazine neuropeptide Y (NPY) Y1 antagonists has been designed and synthesized. Scatchard binding analysis showed these compounds to be noncompetitive with [I-125]PYY binding to the Y1 receptor. The most potent member, 1-((1 alpha,3 alpha,5 alpha,6 beta)-6-(3-ethoxyphenyl)-3-methylbicyclo[3.1.0]hexan-6-yl)-4-phenylpiperazine (2) had an IC50 = 62 nM and displayed excellent oral bioavailability in rat (% F po = 80), as well as good brain penetration (B/P ratio = 0.61). In a spontaneous nocturnal feeding study with male Sprague-Dawley rats, 2 significantly reduced food intake during a 12 h period.

  DOI：

  10.1021/ml200265m