4-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-d][1,3]diazepin-8-yloxy)butyl methanesulfonate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶二氮卓类
• 英文名称: 4-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-d][1,3]diazepin-8-yloxy)butyl methanesulfonate
• 英文别名: methanesulfonic acid 4-(8-oxo-6,7,8,9-tetrahydro-5H-1,7,9-triaza-benzocyclohepten-2-yloxy)-butyl ester；Methanesulfonic acid 4-(8-oxo-6,7,8,9-tetrahydro-5H-1,7,9-triaza-benzocyclohepten-2-yloxy)-butyl ester；4-[(2-oxo-1,3,4,5-tetrahydropyrido[2,3-d][1,3]diazepin-8-yl)oxy]butyl methanesulfonate
• 化学式: C₁₃H₁₉N₃O₅S
• 分子量: 329.377
• InChiKey: KVNRHOIKLBRYTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-d][1,3]diazepin-8-yloxy)butyl methanesulfonate 在 potassium carbonate 、 sodium iodide 作用下， 以 水 、 丙酮 、 乙腈 为溶剂， 反应 6.0h， 生成 2-{4-[4-(7-fluoro-naphthalen-1-yl)-piperazin-1-yl]-butoxy}-5,6,7,9-tetrahydro-1,7,9-triaza-benzocyclohepten-8-one
  参考文献：
  名称：

  WO2007/116265

  摘要：

  公开号：
• 作为产物：
  描述：

  6-(4-benzyloxy-butoxy)-3-(2-methoxy-vinyl)-pyridin-2-ylamine 在 palladium over charcoal 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 6.0~33.0 ℃ 、344.75 kPa 条件下， 反应 27.8h， 生成 4-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-d][1,3]diazepin-8-yloxy)butyl methanesulfonate
  参考文献：
  名称：

  WO2007/116265

  摘要：

  公开号：

文献信息

• [EN] HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS HÉTÉROARYLES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：SUNOVION PHARMACEUTICALS INC

  公开号：WO2013169964A1

  公开（公告）日：2013-11-14

  Provided herein are heteroaryl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. In one embodiment, the compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as CNS disorders and neurological disorders, including, but not limited to, e.g., psychosis, schizophrenia, depression, movement disorders, and Parkinson's disease.

  本文提供了杂环芳基化合物，其合成方法，包含这些化合物的药物组合物，以及它们的使用方法。在一个实施例中，本文提供的化合物可用于治疗、预防和/或管理各种疾病，如中枢神经系统疾病和神经系统疾病，包括但不限于精神病、精神分裂症、抑郁症、运动障碍和帕金森病。
• Tetrahydro-pyridoazepin-8-ones and related compounds for the treatment of schizophrenia
  申请人：Favor David

  公开号：US20060234997A1

  公开（公告）日：2006-10-19

  Compounds of formula 1 are disclosed, wherein G, D, A, Q, Y, Z, and R 1 through R 10 are defined in the specification. Also provided are descriptions of processes for preparing compounds of formula 1, intermediates used in making the same, and pharmaceutical compositions containing such compounds and their use in the treatment of central nervous system disorders and other disorders.

  本文披露了化学式1的化合物，其中G、D、A、Q、Y、Z和R1至R10在说明书中有定义。还提供了制备化学式1的过程的描述，用于制备化合物的中间体，以及含有这些化合物的制药组合物及其在治疗中枢神经系统疾病和其他疾病中的应用。
• HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF
  申请人：SUNOVION PHARMACEUTICALS INC.

  公开号：US20150072974A1

  公开（公告）日：2015-03-12

  Provided herein are heteroaryl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. In one embodiment, the compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as CNS disorders and neurological disorders, including, but not limited to, e.g., psychosis, schizophrenia, depression, movement disorders, and Parkinson's disease.

  本文提供了杂环芳基化合物、其合成方法、包含这些化合物的药物组合物以及使用这些化合物的方法。在一个实施例中，本文提供的化合物可用于治疗、预防和/或管理各种疾病，例如中枢神经系统疾病和神经系统疾病，包括但不限于精神病、精神分裂症、抑郁症、运动障碍和帕金森病。
• The Synthesis of a Dopamine D₂ Partial Agonist for the Treatment of Schizophrenia
  作者：Javier Magano、Alison Acciacca、Anne Akin、Benjamin M. Collman、Brian Conway、Michael Waldo、Michael H. Chen、Kenneth E. Mennen

  DOI：10.1021/op800307k

  日期：2009.5.15

  The synthesis of the phosphoric acid salt of dopamine D-2 partial agonist 2-4-[4-(7-fluoro-naphthalen-1-yl)-piperazin-1-yl]-butoxy}-5,6,7,9-tetrahydro-1,7,9-triaza-benzocyclohepten-8- one (1) is reported. The most prominent feature of the molecule is a seven-membered ring urea functionality that has been prepared via an efficient one-pot, three-step transformation. The original synthesis from the Medicinal Chemistry group provided precursor 13 in 10 steps and 2% overall yield, required four chromatographies and employed unsafe reagents such as 2-iodoxybenzoic acid (IBX) and HClO4. The optimized synthetic route for the preparation of phosphate salt I consists of 12 linear steps with a 10% overall yield. Safer and more robust reaction conditions have been developed with only one required chromatography. Another key step in the synthesis is the coupling of iodide 25 with naphthalenopiperazine 12 to provide 13. Due to the difficulty to purify this intermediate, a protocol had to be developed to obtain crude material with the required purity, suitable for use in the subsequent salt formation step. Finally, considerable work was carried out to determine the most stable polymorph of the API. As a result, a robust set of conditions has been developed for the formation of phosphoric acid salt 1, providing the desired polymorph in excellent yield and purity.
• US9951088B2
  申请人：——

  公开号：US9951088B2

  公开（公告）日：2018-04-24