tert-butyl 3-chloro-5',6'-dihydro-(2,4'-bipyridine)-1'(2'H)-carboxylate | 630119-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: tert-butyl 3-chloro-5',6'-dihydro-(2,4'-bipyridine)-1'(2'H)-carboxylate
• 英文别名: tert-butyl 3-chloro-3',6'-dihydro-2,4'-bipyridine-1'(2'H)-carboxylate；Tert-butyl 4-(3-chloropyridin-2-yl)-5,6-dihydropyridine-1(2h)-carboxylate；tert-butyl 4-(3-chloropyridin-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate
• CAS: 630119-64-1
• 化学式: C₁₅H₁₉ClN₂O₂
• 分子量: 294.781
• InChiKey: IXGFAEONMXBSHO-UHFFFAOYSA-N

物化性质

• 沸点：
  400.5±45.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-chloro-5',6'-dihydro-(2,4'-bipyridine)-1'(2'H)-carboxylate 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 3-chloro-N-[2-(dimethylamino)-4-(trifluoromethyl)phenyl]-3',6'-dihydro-(2,4'-bipyridine)-1'(2'H)-carboxamide
  参考文献：
  名称：

  Structure–Activity Relationship Studies and Discovery of a Potent Transient Receptor Potential Vanilloid (TRPV1) Antagonist 4-[3-Chloro-5-[(1S)-1,2-dihydroxyethyl]-2-pyridyl]-N-[5-(trifluoromethyl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxamide (V116517) as a Clinical Candidate for Pain Management

  摘要：

  A series of novel tetrahydropyridinecarboxamide TRPV1 antagonists were prepared and evaluated in an effort to optimize properties of previously described lead compounds from piperazinecarboxamide series. The compounds were evaluated for their ability to block capsaicin and acid-induced calcium influx in CHO cells expressing human TRPV1. The most potent of these TRPV1 antagonists were further characterized in pharmacokinetic, efficacy, and body temperature studies. On the basis of its pharmacokinetic, in vivo efficacy, safety, and toxicological properties, compound 37 was selected for further evaluation in human clinical trials.

  DOI：

  10.1021/jm500818a
• 作为产物：
  描述：

  2,4-二氯吡啶 、 N-Boc-1,2,5,6-四氢吡啶-4-硼酸频哪醇酯 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 10.0h， 以79%的产率得到tert-butyl 3-chloro-5',6'-dihydro-(2,4'-bipyridine)-1'(2'H)-carboxylate
  参考文献：
  名称：

  Structure–Activity Relationship Studies and Discovery of a Potent Transient Receptor Potential Vanilloid (TRPV1) Antagonist 4-[3-Chloro-5-[(1S)-1,2-dihydroxyethyl]-2-pyridyl]-N-[5-(trifluoromethyl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxamide (V116517) as a Clinical Candidate for Pain Management

  摘要：

  A series of novel tetrahydropyridinecarboxamide TRPV1 antagonists were prepared and evaluated in an effort to optimize properties of previously described lead compounds from piperazinecarboxamide series. The compounds were evaluated for their ability to block capsaicin and acid-induced calcium influx in CHO cells expressing human TRPV1. The most potent of these TRPV1 antagonists were further characterized in pharmacokinetic, efficacy, and body temperature studies. On the basis of its pharmacokinetic, in vivo efficacy, safety, and toxicological properties, compound 37 was selected for further evaluation in human clinical trials.

  DOI：

  10.1021/jm500818a

文献信息

• Acetamides and benzamides that are useful in treating sexual dysfunction
  申请人：——

  公开号：US20040029887A1

  公开（公告）日：2004-02-12

  The present invention relates to the use of compounds of formula (I) 1 for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

  本发明涉及使用式(I)的化合物治疗性功能障碍，以及含有式(I)化合物的组合物用于治疗性功能障碍。
• US7528134B2
  申请人：——

  公开号：US7528134B2

  公开（公告）日：2009-05-05