3-(1-(4-chlorophenyl)cyclopropyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridine | 1610952-09-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 英文名称: 3-(1-(4-chlorophenyl)cyclopropyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridine
• 英文别名: 3-[1-(4-Chlorophenyl)cyclopropyl]-8-methyl-[1,2,4]triazolo[4,3-a]pyridine；3-[1-(4-chlorophenyl)cyclopropyl]-8-methyl-[1,2,4]triazolo[4,3-a]pyridine
• CAS: 1610952-09-4
• 化学式: C₁₆H₁₄ClN₃
• 分子量: 283.76
• InChiKey: CMPKUQJCGVJOQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)-1-环丙烷羧酸 、 (3-甲基-2-吡啶)-肼 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 生成 3-(1-(4-chlorophenyl)cyclopropyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridine
  参考文献：
  名称：

  Optimization of 1,2,4-Triazolopyridines as Inhibitors of Human 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD-1)

  摘要：

  Small alkyl groups and spirocyclic-aromatic rings directly attached to the left side and right side of the 1,2,4-triazolopyridines (TZP), respectively, were found to be potent and selective inhibitors of human 11β-hydroxysteroid dehydrogenase-type 1 (11β-HSD-1) enzyme. 3-(1-(4-Chlorophenyl)cyclopropyl)-8-cyclopropyl-[1,2,4]triazolo[4,3-a]pyridine (9f) was identified as a potent inhibitor of the 11β-HSD-1 enzyme with reduced Pregnane-X receptor (PXR) transactivation activity. The binding orientation of this TZP series was revealed by X-ray crystallography structure studies.

  DOI：

  10.1021/ml500144h

文献信息

• ISOTOPICALLY LABELED TRIAZOLOPYRIDINE 11-BETA HYDROXYSTEROID DEHYDROGENASE TYPE I INHIBITORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160257680A1

  公开（公告）日：2016-09-08

  Novel compounds are provided which are 11-beta-hydroxysteroid dehydrogenase type I inhibitors. 11-beta-hydroxysteroid dehydrogenase type I inhibitors are useful in treating, preventing, or slowing the progression of diseases requiring 11-beta-hydroxysteroid dehydrogenase type I inhibitor therapy. These novel compounds of formula I: or stereoisomers or pharmaceutically acceptable salts thereof, wherein R* is an isotopically labeled hydroxypropyl moiety.

  提供了一种新型化合物，它们是11-β-羟基类固醇脱氢酶I型抑制剂。11-β-羟基类固醇脱氢酶I型抑制剂在治疗、预防或减缓需要11-β-羟基类固醇脱氢酶I型抑制剂治疗的疾病方面具有用途。这些新型化合物的化学式为I：或其立体异构体或药学上可接受的盐，其中R*是同位素标记的羟丙基基团。
• US9580422B2
  申请人：——

  公开号：US9580422B2

  公开（公告）日：2017-02-28
• Optimization of 1,2,4-Triazolopyridines as Inhibitors of Human 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD-1)
  作者：Jun Li、Lawrence J. Kennedy、Haixia Wang、James J. Li、Steven J. Walker、Zhenqiu Hong、Stephen P. O’Connor、Akbar Nayeem、Daniel M. Camac、Paul E. Morin、Steven Sheriff、Mengmeng Wang、Timothy Harper、Rajasree Golla、Ramakrishna Seethala、Thomas Harrity、Randolph P. Ponticiello、Nathan N. Morgan、Joseph R. Taylor、Rachel Zebo、David A. Gordon、Jeffrey A. Robl

  DOI：10.1021/ml500144h

  日期：2014.7.10

  Small alkyl groups and spirocyclic-aromatic rings directly attached to the left side and right side of the 1,2,4-triazolopyridines (TZP), respectively, were found to be potent and selective inhibitors of human 11β-hydroxysteroid dehydrogenase-type 1 (11β-HSD-1) enzyme. 3-(1-(4-Chlorophenyl)cyclopropyl)-8-cyclopropyl-[1,2,4]triazolo[4,3-a]pyridine (9f) was identified as a potent inhibitor of the 11β-HSD-1 enzyme with reduced Pregnane-X receptor (PXR) transactivation activity. The binding orientation of this TZP series was revealed by X-ray crystallography structure studies.