1-[2-(pyridin-2-ylmethyloxy)pyridin-5-ylcarbamoyl]-5-trifluoromethylindoline | 200711-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-[2-(pyridin-2-ylmethyloxy)pyridin-5-ylcarbamoyl]-5-trifluoromethylindoline
• 英文别名: 1-[2-(Pyridin-2-ylmethyloxy)pyridin-5-ylcarbamoyl]-5trifluoromethylindoline；N-[6-(pyridin-2-ylmethoxy)pyridin-3-yl]-5-(trifluoromethyl)-2,3-dihydroindole-1-carboxamide
• CAS: 200711-11-1
• 化学式: C₂₁H₁₇F₃N₄O₂
• 分子量: 414.387
• InChiKey: DMTYWFWKUOCEKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[2-(pyridin-2-ylmethyloxy)pyridin-5-ylcarbamoyl]-5-trifluoromethylindoline 在 (η-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) tetrafluoroborate 超重氢 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Direct tritium labeling of multifunctional compounds using organoiridium catalysis. 2.

  摘要：

  A variety of complex compounds have been labeled with tritium gas by catalytic exchange in the presence of catalyst precursors [(cod)Ir(dppe)]BF4 or [(cod)Ir(py)(PCy3)]BF4. In most cases, predictable regioselectivity and high specific activities are achieved. These results are compared in some cases to the results of labeling related compounds with [(cod)Ir(PPh3)(2)]BF4. Prereduction of the catalyst precursors in situ with hydrogen allows the use of smaller quantities of tritium gas and reduces the amount of radioactive waste. Two or more compounds can be labeled simultaneously as mixtures then separated in the HPLC purification step to increase compound throughput.

  DOI：

  10.1002/(sici)1099-1344(199908)42:8<797::aid-jlcr240>3.0.co;2-o
• 作为产物：
  描述：

  5-amino-2-(2-pyridylmethoxy)pyridine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.25h， 生成 1-[2-(pyridin-2-ylmethyloxy)pyridin-5-ylcarbamoyl]-5-trifluoromethylindoline
  参考文献：
  名称：

  A Simple Method for the Synthesis of Unsymmetrical Ureas

  摘要：

  A simple one pot procedure for the synthesis of N,N'-unsymmetrical ureas using phenyl chloroformate in THF is described.

  DOI：

  10.1080/00397910008087243

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
• A Simple Method for the Synthesis of Unsymmetrical Ureas
  作者：J. Kitteringham、M. R. Shipton、M. Voyle

  DOI：10.1080/00397910008087243

  日期：2000.6

  A simple one pot procedure for the synthesis of N,N'-unsymmetrical ureas using phenyl chloroformate in THF is described.