化合物TC-O9311 | 444932-31-4

• 物质功能分类: 生物化工 - 生化试剂 - 激动剂抑制剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 化合物TC-O9311
• 中文别名: 3,5-二甲氧基苯甲酸2-[((1-萘基氨基)羰基]酰肼；2-(3,5-二甲氧基苯甲酰基)-N-(萘-1-基)肼甲酰胺
• 英文名称: 2-(3,5-dimethoxybenzoyl)-N-(naphthalen-1-yl)hydrazine-1-carboxamide
• 英文别名: 2-(3,5-dimethoxybenzoyl)-N-(naphtalen-1-yl)hydrazinecarboxamide；2-(3,5-dimethoxybenzoyl)-N-(1-naphthyl)hydrazinecarboxamide；1-[(3,5-Dimethoxybenzoyl)amino]-3-naphthalen-1-ylurea
• CAS: 444932-31-4
• 化学式: C₂₀H₁₉N₃O₄
• mdl: MFCD02372953
• 分子量: 365.389
• InChiKey: KPTMSQHTGZMEFU-UHFFFAOYSA-N

物化性质

• 溶解度：
  在DMSO中溶解至50mM

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  88.7
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为产物：
  描述：

  3,5-二甲氧基苯甲酸甲酯 在 一水合肼 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 9.5h， 生成 化合物TC-O9311
  参考文献：
  名称：

  Radiosynthesis and characterisation of a potent and selective GPR139 agonist radioligand

  摘要：

  化合物1是G蛋白偶联受体GPR139的选择性和强效激动剂（EC50=39 nM）。

  DOI：

  10.1039/c5ra21326f

文献信息

• Discovery and SAR of a Series of Agonists at Orphan G Protein-Coupled Receptor 139
  作者：Feng Shi、Jing Kang Shen、Danqi Chen、Karina Fog、Kenneth Thirstrup、Morten Hentzer、Jens-Jakob Karlsson、Veena Menon、Kenneth A. Jones、Kelli E. Smith、Garrick Smith

  DOI：10.1021/ml100293q

  日期：2011.4.14

  GPR139 is an orphan G-protein coupled receptor (GPCR) Which is primarily expressed in the central nervous system (CNS). In order to explore the biological function of this receptor, selective tool compounds are required. A screening campaign identified compound 1a as a high potency PR139 agonist with an EC(50) = 39 nM in a calcium mobilization assay in CHO-K1 cells stably expressing the GPR139 receptor. In the absence of a known endogenous ligand, the maximum effect was set as 100% for 1a. Screening against 90 diverse targets revealed no cross-reactivity issues. Assessment of the pharmacokinetic properties showed limited utility,as in vivo tool compound in rat with a poor whole brain exposure of 61 ng/g and a brain/plasma (b/p) ratio of 0.03. Attempts to identify a more suitable analogue identified the des-nitrogen analogue is with a reduced polar surface area of 76.7 angstrom(2) and an improved b/p ratio of 2.8. The whole brain exposure remained low at 95 ng/g due to a low plasma exposure.
• METHODS RELATED TO OPIOID THERAPEUTICS
  申请人：The Scripps Research Institute

  公开号：US20210338680A1

  公开（公告）日：2021-11-04

  The present invention provides methods for modulating opioid receptor mediated analgesic effect, e.g., promoting or enhancing analgesia in subjects in need of pain relief. Also provided in the invention are methods for ameliorating or suppressing withdrawal symptoms in subjects with chronic opioid use. These methods of the invention entail administering to the subjects in need of treatment a therapeutically effective amount of a GPR139 antagonist compound. The invention further provides methods for identifying novel compounds that can be useful for modulating opioid receptor mediated analgesic effect.
• [EN] METHODS RELATED TO OPIOID THERAPEUTICS<br/>[FR] MÉTHODES ASSOCIÉES À DES AGENTS THÉRAPEUTIQUES OPIOÏDES
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2020081538A1

  公开（公告）日：2020-04-23

  The present invention provides methods for modulating opioid receptor mediated analgesic effect, e.g., promoting or enhancing analgesia in subjects in need of pain relief. Also provided in the invention are methods for ameliorating or suppressing withdrawal symptoms in subjects with chronic opioid use. These methods of the invention entail administering to the subjects in need of treatment a therapeutically effective amount of a GPR139 antagonist compound. The invention further provides methods for identifying novel compounds that can be useful for modulating opioid receptor mediated analgesic effect.
• Radiosynthesis and characterisation of a potent and selective GPR139 agonist radioligand
  作者：Sebastiaan Kuhne、Anne Cathrine Nøhr、Aleš Marek、Tomáš Elbert、Anders Bue Klein、Hans Bräuner-Osborne、Petrine Wellendorph、Daniel Sejer Pedersen

  DOI：10.1039/c5ra21326f

  日期：——

  Compound 1 is a selective and potent agonist of the G protein-coupled receptor GPR139 (EC₅₀ = 39 nM).

  化合物1是G蛋白偶联受体GPR139的选择性和强效激动剂（EC50=39 nM）。