4-{[(2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]carbonyl}-pyridin-3-yl)amino]carbonyl}-1-naphthoic acid | 870971-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-{[(2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]carbonyl}-pyridin-3-yl)amino]carbonyl}-1-naphthoic acid
• 英文别名: 4-{[(2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]carbonyl}pyridin-3-yl)amino]carbonyl}-1-naphthoic acid；4-[[2-(Oxan-4-ylmethylcarbamoyl)pyridin-3-yl]carbamoyl]naphthalene-1-carboxylic acid
• CAS: 870971-11-2
• 化学式: C₂₄H₂₃N₃O₅
• 分子量: 433.464
• InChiKey: BIICSDGTLAHWES-UHFFFAOYSA-N

物化性质

• 沸点：
  663.8±50.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-{[(2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]carbonyl}-pyridin-3-yl)amino]carbonyl}-1-naphthoic acid 在 草酰氯 、 sodium tetrahydroborate 、 碘 、 甲醇 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以67%的产率得到3-{[4-(hydroxymethyl)-1-naphthoyl]amino}-N-(tetrahydro-2H-pyran-4-ylmethyl)pyridine-2-carboxamide trifluoroacetate
  参考文献：
  名称：

  [EN] THERAPEUTIC COMPOUNDS: PYRIDINE AS SCAFFOLD
  [FR] COMPOSES THERAPEUTIQUES DANS LESQUELS LA PYRIDINE EST UTILISEE COMME SQUELETTE

  摘要：

  其中A、A1、A2、A3、A4、R2、R3、R4和n的化合物的公式I、IA和IB或IC或其药学上可接受的盐：其中A、A1、A2、A3、A4、R2、R3、R4和n的定义如规范中所述，以及包括这些化合物的盐和药物组合物已经准备好。它们在治疗中很有用，特别是在疼痛管理中。

  公开号：

  WO2005115986A1
• 作为产物：
  描述：

  4-氨甲基四氢吡喃 在 N,N-二异丙基乙胺 、 O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 4-{[(2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]carbonyl}-pyridin-3-yl)amino]carbonyl}-1-naphthoic acid
  参考文献：
  名称：

  Discovery of Agonists of Cannabinoid Receptor 1 with Restricted Central Nervous System Penetration Aimed for Treatment of Gastroesophageal Reflux Disease

  摘要：

  Agonists of the cannabinoid receptor 1 (CB1) have been suggested as possible treatments for a range of medical disorders including gastroesophageal reflux disease (GERD). While centrally acting cannabinoid agonists are known to produce psychotropic effects, it has been suggested that the CB1 receptors in the periphery could play a significant role in reducing reflux. A moderately potent and highly lipophilic series of 2-aminobenzamides was identified through focused screening of GPCR libraries. Development of this series focused on improving potency and efficacy at the CB1 receptor, reducing lipophilicity and limiting the central nervous system (CNS) exposure while maintaining good oral absorption. Improvement of the series led to compounds having excellent potency at the CB1 receptor and high levels of agonism, good physical and pharmacokinetic properties, and low penetration into the CNS. A range of compounds demonstrated a dose-dependent inhibition of transient lower esophageal sphincter relaxations in a dog model.

  DOI：

  10.1021/jm301511h

文献信息

• Therapeutic Compounds: Pyridine as Scaffold
  申请人：Amin Kosrat

  公开号：US20070225292A1

  公开（公告）日：2007-09-27

  Compounds of formula I or pharmaceutically acceptable salts thereof: wherein R 1 , R 2 , R 3 , R 4 , n and A are as defined in the specification as well as salts and pharmaceutical compositions including the compounds are prepared. They are useful in therapy, in particular in the management of pain.

  式I的化合物或其药学上可接受的盐：其中R1，R2，R3，R4，n和A的定义如规范中所述，以及包括该化合物的盐和制备的药物组合物。它们在治疗中有用，特别是在疼痛管理方面。
• THERAPEUTIC COMPOUNDS: PYRIDINE AS SCAFFOLD
  申请人：AstraZeneca AB

  公开号：EP1756060A1

  公开（公告）日：2007-02-28