Pyridine amide, 11 | 912923-82-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Pyridine amide, 11
• 英文别名: [6-(2-chlorophenyl)sulfanylpyridin-2-yl]-(4-methylpiperidin-1-yl)methanone
• CAS: 912923-82-1
• 化学式: C₁₈H₁₉ClN₂OS
• 分子量: 346.881
• InChiKey: DFXACCHKZIRPKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Pyridine amide, 11 在 sodium hydroxide 、 双氧水 、 1-对甲基苯磺酰咪唑 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以36%的产率得到Pyridine amide, 14
  参考文献：
  名称：

  Pyridine amides as potent and selective inhibitors of 11β-hydroxysteroid dehydrogenase type 1

  摘要：

  Several series of pyridine amides were identified as selective and potent 11beta-HSD1 inhibitors. The most potent inhibitors feature 2,6- or 3,5-disubstitution on the pyridine core. Various linkers (CH(2)SO(2), CH(2)S, CH(2)O, S, O, N, bond) between the distal aryl and central pyridyl groups are tolerated, and lipophilic amide groups are generally favored. On the distal aryl group, a number of substitutions are well tolerated. A crystal structure was obtained for a complex between 11beta-HSD1 and the most potent inhibitor in this series.

  DOI：

  10.1016/j.bmcl.2008.04.069
• 作为产物：
  描述：

  邻氯苯硫酚 、 (6-Chloropyridin-2-yl)-(4-methylpiperidin-1-yl)methanone 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到Pyridine amide, 11
  参考文献：
  名称：

  Pyridine amides as potent and selective inhibitors of 11β-hydroxysteroid dehydrogenase type 1

  摘要：

  Several series of pyridine amides were identified as selective and potent 11beta-HSD1 inhibitors. The most potent inhibitors feature 2,6- or 3,5-disubstitution on the pyridine core. Various linkers (CH(2)SO(2), CH(2)S, CH(2)O, S, O, N, bond) between the distal aryl and central pyridyl groups are tolerated, and lipophilic amide groups are generally favored. On the distal aryl group, a number of substitutions are well tolerated. A crystal structure was obtained for a complex between 11beta-HSD1 and the most potent inhibitor in this series.

  DOI：

  10.1016/j.bmcl.2008.04.069

文献信息

• INHIBITORS OF 11-BETA HYDROXYSTEROID DEHYDROGENASE TYPE I
  申请人：Li James J.

  公开号：US20110077395A1

  公开（公告）日：2011-03-31

  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 have the structure: or stereoisomers or prodrugs or pharmaceutically acceptable salts thereof, wherein G, L, Q, Z, R 6 , R 7 , and R 8 are defined herein.

  提供了新的化合物，它们是11-β-羟基类固醇脱氢酶I抑制剂。11-β-羟基类固醇脱氢酶I抑制剂在治疗、预防或减缓需要11-β-羟基类固醇脱氢酶I抑制剂治疗的疾病方面是有用的。这些新的化合物具有以下结构：或其立体异构体或前药或其药学上可接受的盐，其中G、L、Q、Z、R6、R7和R8在此定义。
• Pyridine amides as potent and selective inhibitors of 11β-hydroxysteroid dehydrogenase type 1
  作者：Haixia Wang、Zheming Ruan、James J. Li、Ligaya M. Simpkins、Rebecca A. Smirk、Shung C. Wu、Robert D. Hutchins、David S. Nirschl、Katy Van Kirk、Christopher B. Cooper、James C. Sutton、Zhengping Ma、Rajasree Golla、Ramakrishna Seethala、Mary Ellen K. Salyan、Akbar Nayeem、Stanley R. Krystek、Steven Sheriff、Daniel M. Camac、Paul E. Morin、Brian Carpenter、Jeffrey A. Robl、Robert Zahler、David A. Gordon、Lawrence G. Hamann

  DOI：10.1016/j.bmcl.2008.04.069

  日期：2008.6

  Several series of pyridine amides were identified as selective and potent 11beta-HSD1 inhibitors. The most potent inhibitors feature 2,6- or 3,5-disubstitution on the pyridine core. Various linkers (CH(2)SO(2), CH(2)S, CH(2)O, S, O, N, bond) between the distal aryl and central pyridyl groups are tolerated, and lipophilic amide groups are generally favored. On the distal aryl group, a number of substitutions are well tolerated. A crystal structure was obtained for a complex between 11beta-HSD1 and the most potent inhibitor in this series.