5-Amino-3-methyl-2(pyridin-2-ylmethyloxy)pyridine | 200711-24-6

• 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: 5-Amino-3-methyl-2(pyridin-2-ylmethyloxy)pyridine
• 英文别名: 5-methyl-6-(pyridin-2-ylmethoxy)pyridin-3-amine
• CAS: 200711-24-6
• 化学式: C₁₂H₁₃N₃O
• 分子量: 215.255
• InChiKey: AWKQVCOKIKNFEX-UHFFFAOYSA-N

物化性质

• 沸点：
  399.8±37.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  61
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Amino-3-methyl-2(pyridin-2-ylmethyloxy)pyridine 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 5-Methyl-1-[2-(pyridin-2-ylmethyloxy)-3-methylpyridin-5-ylcarbamoyl]-6-trifluoromethylindoline
  参考文献：
  名称：

  1-[2-[(Heteroarylmethoxy)aryl]carbamoyl]indolines are selective and orally active 5-HT2C receptor inverse agonists

  摘要：

  Bisarylmethoxyethers have been identified with nanomolar 5-HT2C affinity and selectivity over both 5-HT2A and 5-HT2B receptors. Compounds such as 1, 2, 8, 12, 14 and 18 have potent oral activity in a centrally mediated pharmacodynamic model of 5-HT2C function and their therapeutic potential is currently under further investigation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00365-6
• 作为产物：
  描述：

  2-氯-3-甲基-5-硝基吡啶 在 盐酸 、 sodium hydride 、 tin(ll) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 5-Amino-3-methyl-2(pyridin-2-ylmethyloxy)pyridine
  参考文献：
  名称：

  1-[2-[(Heteroarylmethoxy)aryl]carbamoyl]indolines are selective and orally active 5-HT2C receptor inverse agonists

  摘要：

  Bisarylmethoxyethers have been identified with nanomolar 5-HT2C affinity and selectivity over both 5-HT2A and 5-HT2B receptors. Compounds such as 1, 2, 8, 12, 14 and 18 have potent oral activity in a centrally mediated pharmacodynamic model of 5-HT2C function and their therapeutic potential is currently under further investigation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00365-6

文献信息

• [EN] INDOLINE DERIVATIVES USEFUL AS 5-HT-2C RECEPTOR ANTAGONISTS<br/>[FR] DERIVES DE L'INDOLINE UTILES COMME ANTAGONISTES DES RECEPTEURS 5HT-2C
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO1997048700A1

  公开（公告）日：1997-12-24

  (EN) The invention relates to heterocyclic compounds of formula (I) or a salt thereof wherein R1 is hydrogen or C1-6 alkyl; R2, R3 and R4 groups are independently hydrogen, halogen or C1-6 alkyl optionally substituted by one or more fluorine atoms, having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of CNS disorders such as anxiety.(FR) L'invention concerne des composés hétérocycliques de formule (I), dans laquelle R1 est hydrogène ou alkyle C1-C6, et les groupes R2, R3 et R4 sont indépendamment hydrogène, halogène ou alkyle C1-C6 éventuellement substitués par un ou plusieurs atomes de fluor, et leurs sels, ces composés ayant une activité pharmacologique. L'invention concerne également des procédés permettant de les préparer et des compositions les contenant, ainsi que leur utilisation dans le traitement des troubles du système nerveux central tels que l'angoisse.

  本发明涉及式（I）的杂环化合物或其盐，其中R1是氢或C1-6烷基；R2、R3和R4基团独立地是氢、卤素或C1-6烷基，可选地被一个或多个氟原子取代，具有药理活性，还涉及其制备方法、含有它们的组合物以及它们在治疗中枢神经系统疾病如焦虑症中的使用。
• Indoline derivatives useful as 5-HT-2C receptor antagonists
  申请人：SmithKline Beecham p.l.c.

  公开号：US20020035134A1

  公开（公告）日：2002-03-21

  The invention relates to heterocyclic compounds of formula (I) or a salt thereof wherein R 1 is hydrogen or C 1-6 alkyl; R 2 , R 3 and R 4 groups are independently hydrogen, halogen or C 1-6 alkyl optionally substituted by one or more fluorine atoms, having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of CNS disorders such as anxiety. 1

  本发明涉及式（I）的杂环化合物或其盐，其中R1为氢或C1-6烷基；R2、R3和R4基团独立地为氢、卤素或C1-6烷基，可选地被一个或多个氟原子取代，具有药理活性，制备它们的方法，包含它们的组合物以及它们在治疗中枢神经系统障碍（如焦虑症）中的用途。
• INDOLINE DERIVATIVES USEFUL AS 5-HT-2C RECEPTOR ANTAGONISTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0912556A1

  公开（公告）日：1999-05-06
• US6313145B1
  申请人：——

  公开号：US6313145B1

  公开（公告）日：2001-11-06
• 1-[2-[(Heteroarylmethoxy)aryl]carbamoyl]indolines are selective and orally active 5-HT2C receptor inverse agonists
  作者：Steven M. Bromidge、Susannah Davies、D.Malcolm Duckworth、Ian T. Forbes、Graham E. Jones、Jerome Jones、Frank D. King、Thomas P. Blackburn、Vicky Holland、Guy A. Kennett、Sean Lightowler、Derek N. Middlemiss、Graham J. Riley、Brenda Trail、Martyn D. Wood

  DOI：10.1016/s0960-894x(00)00365-6

  日期：2000.8

  Bisarylmethoxyethers have been identified with nanomolar 5-HT2C affinity and selectivity over both 5-HT2A and 5-HT2B receptors. Compounds such as 1, 2, 8, 12, 14 and 18 have potent oral activity in a centrally mediated pharmacodynamic model of 5-HT2C function and their therapeutic potential is currently under further investigation. (C) 2000 Elsevier Science Ltd. All rights reserved.