methyl 2-[(3S)-1-[5-(cyclohexyl-carbamoyl)-6-propylsulfanyl-pyridin-2-yl]-3-piperidyl]acetate | 1024038-61-6

• 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: methyl 2-[(3S)-1-[5-(cyclohexyl-carbamoyl)-6-propylsulfanyl-pyridin-2-yl]-3-piperidyl]acetate
• 英文别名: methyl 2-[(3S)-1-[5-(cyclohexylcarbamoyl)-6-propylsulfanylpyridin-2-yl]piperidin-3-yl]acetate
• CAS: 1024038-61-6
• 化学式: C₂₃H₃₅N₃O₃S
• 分子量: 433.615
• InChiKey: LIJBFRIQDWFUNA-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  96.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-[(3S)-1-[5-(cyclohexyl-carbamoyl)-6-propylsulfanyl-pyridin-2-yl]-3-piperidyl]acetate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (S)-2-(1-(5-(环己基氨基甲酰基)-6-(丙硫基)吡啶-2-基)哌啶-3-基)乙酸
  参考文献：
  名称：

  Discovery of a Potent, Selective, and Orally Bioavailable Acidic 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD1) Inhibitor: Discovery of 2-[(3S)-1-[5-(Cyclohexylcarbamoyl)-6-propylsulfanylpyridin-2-yl]-3-piperidyl]acetic Acid (AZD4017)

  摘要：

  Inhibition of 11 beta-HSD1 is an attractive mechanism for the treatment of obesity and other elements of the metabolic syndrome. We report here the discovery of a nicotinic amide derived carboxylic acid class of inhibitors that has good potency, selectivity, and pharmacokinetic characteristics. Compound 11i (AZD4017) is an effective inhibitor of 11 beta-HSD1 in human adipocytes and exhibits good druglike properties and as a consequence was selected for clinical development.

  DOI：

  10.1021/jm300592r
• 作为产物：
  描述：

  2,6-二氯烟酸 在 氯化亚砜 、 sodium hexamethyldisilazane 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 丁腈 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.17h， 生成 methyl 2-[(3S)-1-[5-(cyclohexyl-carbamoyl)-6-propylsulfanyl-pyridin-2-yl]-3-piperidyl]acetate
  参考文献：
  名称：

  Discovery of a Potent, Selective, and Orally Bioavailable Acidic 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD1) Inhibitor: Discovery of 2-[(3S)-1-[5-(Cyclohexylcarbamoyl)-6-propylsulfanylpyridin-2-yl]-3-piperidyl]acetic Acid (AZD4017)

  摘要：

  Inhibition of 11 beta-HSD1 is an attractive mechanism for the treatment of obesity and other elements of the metabolic syndrome. We report here the discovery of a nicotinic amide derived carboxylic acid class of inhibitors that has good potency, selectivity, and pharmacokinetic characteristics. Compound 11i (AZD4017) is an effective inhibitor of 11 beta-HSD1 in human adipocytes and exhibits good druglike properties and as a consequence was selected for clinical development.

  DOI：

  10.1021/jm300592r

文献信息

• CHEMICAL COMPOUNDS
  申请人：McCoull William

  公开号：US20080269288A1

  公开（公告）日：2008-10-30

  Compounds of formula (I): wherein variable groups are defined within; their use in the inhibition of 11βHSD1, processes for making them and pharmaceutical compositions comprising them are described.

  公式（I）的化合物：其中变量基团在内部定义；描述了它们在抑制11βHSD1中的应用，制备它们的过程以及包含它们的药物组合物。
• PYRIDINE CARBOXAMIDES AS 11-BETA-HSD1 INHIBITORS
  申请人：AstraZeneca AB

  公开号：EP2086939B1

  公开（公告）日：2010-07-28
• Chemical compounds
  申请人：AstraZeneca AB

  公开号：EP2233480B1

  公开（公告）日：2013-05-29
• US7964618B2
  申请人：——

  公开号：US7964618B2

  公开（公告）日：2011-06-21
• US8673938B2
  申请人：——

  公开号：US8673938B2

  公开（公告）日：2014-03-18