9-Thio-1,2,3,4-tetrahydroacridanone | 82791-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-Thio-1,2,3,4-tetrahydroacridanone
• 英文别名: 1,2,3,4-tetrahydroacridine-9(10H)-thione；1,2,3,4-Tetrahydroacridine-9-thiol；2,3,4,10-tetrahydro-1H-acridine-9-thione
• CAS: 82791-68-2
• 化学式: C₁₃H₁₃NS
• 分子量: 215.319
• InChiKey: ONCVAPMWWRQPES-UHFFFAOYSA-N

物化性质

• 沸点：
  351.8±52.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-Thio-1,2,3,4-tetrahydroacridanone 在 四丁基碘化铵 potassium hydroxide 、 苯酚 作用下， 以 水 、 甲苯 为溶剂， 生成 LDN-209963
  参考文献：
  名称：

  [EN] ACRIDINES AS INHIBITORS OF HASPIN AND DYRK KINASES
  [FR] ACRIDINES EN TANT QU'INHIBITEURS DES KINASES HASPINE ET DYRK

  摘要：

  公开号：

  WO2011127406A3
• 作为产物：
  描述：

  4-羟基-2,3-(四亚甲基)喹啉 在 diphosphorus pentasulfide 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 17.0h， 以62%的产率得到9-Thio-1,2,3,4-tetrahydroacridanone
  参考文献：
  名称：

  Thiations with Tetraphosphorus Decasulfide in Hexamethylphosphoric Triamide; Synthesis of Thioacronycine and Acridanethiones

  摘要：

  DOI：

  10.1055/s-1982-29851

文献信息

• Design, synthesis and biological evaluation of novel tetrahydroacridine pyridine- aldoxime and -amidoxime hybrids as efficient uncharged reactivators of nerve agent-inhibited human acetylcholinesterase
  作者：Maria Kliachyna、Gianluca Santoni、Valentin Nussbaum、Julien Renou、Benoit Sanson、Jacques-Philippe Colletier、Mélanie Arboléas、Mélanie Loiodice、Martin Weik、Ludovic Jean、Pierre-Yves Renard、Florian Nachon、Rachid Baati

  DOI：10.1016/j.ejmech.2014.03.044

  日期：2014.5

  A series of new uncharged functional acetylcholinesterase (AChE) reactivators including heterodimers of tetrahydroacridine with 3-hydroxy-2-pyridine aldoximes and amidoximes has been synthesized. These novel molecules display in vitro reactivation potencies towards VX-, tabun- and paraoxon-inhibited human AChE that are superior to those of the mono- and bis-pyridinium aldoximes currently used against

  合成了一系列新的不带电荷的功能性乙酰胆碱酯酶（AChE）活化剂，包括四氢ac啶与3-羟基-2-吡啶醛肟和酰胺肟的异二聚体。这些新型分子显示出对VX，塔邦和对氧磷抑制的人AChE的体外再活化能力，优于目前用于治疗神经毒剂和农药中毒的单吡啶和双吡啶醛肟。此外，与目前批准的修复药物相比，这些不带电荷的化合物具有更广的反应谱。
• Reagents and methods for analysis of proteins and metabolites targeted by covalent probes
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US10969394B2

  公开（公告）日：2021-04-06

  The present application relates to mass spectrometry methods for use in identifying proteins or other biomolecules which are bound irreversibly by test compounds.

  本申请涉及用于鉴定被测试化合物不可逆结合的蛋白质或其他生物大分子的质谱方法。
• Development of Molecular Probes for the Identification of Extra Interaction Sites in the Mid-Gorge and Peripheral Sites of Butyrylcholinesterase (BuChE). Rational Design of Novel, Selective, and Highly Potent BuChE Inhibitors
  作者：Giuseppe Campiani、Caterina Fattorusso、Stefania Butini、Alessandra Gaeta、Marianna Agnusdei、Sandra Gemma、Marco Persico、Bruno Catalanotti、Luisa Savini、Vito Nacci、Ettore Novellino、Harold W. Holloway、Nigel H. Greig、Tatyana Belinskaya、James M. Fedorko、Ashima Saxena

  DOI：10.1021/jm049510k

  日期：2005.3.1

  Tacrine heterobivalent ligands were designed as novel and reversible inhibitors of cholinesterases. On the basis of the investigation of the active site gorge topology of butyrylcholinesterase (BuChE) and acetylcholinesterase (AChE) and by using flexible docking procedures, molecular modeling studies formulated the hypothesis of extra interaction sites in the active gorge of hBuChE, namely, a mid-gorge interaction site and a peripheral interaction site. The design strategy led to novel BuChE inhibitors, balancing potency and selectivity. Among the compounds identified, the heterobivalent ligand 4m, containing an amide nitrogen and a sulfur atom at the 8-membered tether level, is one of the most potent and selective BuChE inhibitors described to date. The novel inhibitors, bearing postulated key features, validated the hypothesis of the presence of extra interaction sites within the hBuChE active site gorge.
• Moussounga, Jacques Emmanuel; Bouquant, James; Chuche, Josselin, Bulletin de la Societe Chimique de France, 1995, vol. 132, # 2, p. 249 - 258
  作者：Moussounga, Jacques Emmanuel、Bouquant, James、Chuche, Josselin

  DOI：——

  日期：——
• Preparation of new 9-alkylthio-1,2,3,4-tetrahydroacridine monomers and dimers
  作者：Genevieve Giovannangeli、Jean Claude Soyfer、Jean Pierre Galy、Jacques Barbe

  DOI：10.1021/je00043a038

  日期：1986.1