N1-cyclopentyl-N2-(3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-7-yl)ethane-1,2-diamine | 332225-51-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N1-cyclopentyl-N2-(3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-7-yl)ethane-1,2-diamine
• 英文别名: N-cyclopentyl-N'-[2,5-dimethyl-3-(2,4,6-trimethylphenyl)pyrazolo[1,5-a]pyrimidin-7-yl]ethane-1,2-diamine
• CAS: 332225-51-1
• 化学式: C₂₄H₃₃N₅
• 分子量: 391.56
• InChiKey: DVEWGRXTKZEQIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-mesityl-acetoacetonitrile 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 肼 、 三氯氧磷 作用下， 以 溶剂黄146 、 甲苯 、 乙腈 为溶剂， 生成 N1-cyclopentyl-N2-(3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-7-yl)ethane-1,2-diamine
  参考文献：
  名称：

  Discovery and evaluation of pyrazolo[1,5-a]pyrimidines as neuropeptide Y1 receptor antagonists

  摘要：

  A novel series of pyrazolo[1,5-a]pyrimidine derivatives was synthesized and evaluated as NPY Y1R antagonists. High binding affinity and selectivity were achieved with C3 trisubstituted aryl groups and C7 substituted 2-(tetrahydro-2H-pyran-4-ylamino)ethylamine moieties. Efforts to find close analogs with low plasma clearance in the rat and minimal p-glycoprotein efflux in the mouse were unsuccessful. Compound 2f (CP-671906) inhibited NPY-induced increases in blood pressure and food intake after iv and icv administration, respectively, in Sprague-Dawley (SD) rat models. Oral administration of compound 2f resulted in a modest, but statistically significant, reduction in food intake in a Wistar rat model of feeding behavior. Small inhibitions of food intake were also observed in an overnight fasting/refeeding model in SD rats. These data suggest a potential role for Y1R in the regulation of food intake in rodents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.116

文献信息

• AMINO SUBSTITUTED PYRAZOLO¬1,5-a|-1,5-PYRIMIDINES AND PYRAZOLO¬1,5-a|-1,3,5-TRIAZINES
  申请人：NEUROGEN CORPORATION

  公开号：EP1218381B1

  公开（公告）日：2006-12-06
• US6476038B1
  申请人：——

  公开号：US6476038B1

  公开（公告）日：2002-11-05
• Discovery and evaluation of pyrazolo[1,5-a]pyrimidines as neuropeptide Y1 receptor antagonists
  作者：David A. Griffith、Diane M. Hargrove、Tristan S. Maurer、Charles A. Blum、Stéphane De Lombaert、John K. Inthavongsay、Lee E. Klade、Christine M. Mack、Colin R. Rose、Martin J. Sanders、Philip A. Carpino

  DOI：10.1016/j.bmcl.2010.12.116

  日期：2011.5

  A novel series of pyrazolo[1,5-a]pyrimidine derivatives was synthesized and evaluated as NPY Y1R antagonists. High binding affinity and selectivity were achieved with C3 trisubstituted aryl groups and C7 substituted 2-(tetrahydro-2H-pyran-4-ylamino)ethylamine moieties. Efforts to find close analogs with low plasma clearance in the rat and minimal p-glycoprotein efflux in the mouse were unsuccessful. Compound 2f (CP-671906) inhibited NPY-induced increases in blood pressure and food intake after iv and icv administration, respectively, in Sprague-Dawley (SD) rat models. Oral administration of compound 2f resulted in a modest, but statistically significant, reduction in food intake in a Wistar rat model of feeding behavior. Small inhibitions of food intake were also observed in an overnight fasting/refeeding model in SD rats. These data suggest a potential role for Y1R in the regulation of food intake in rodents. (C) 2011 Elsevier Ltd. All rights reserved.