1,2,3,4-四氢-吖啶-9-甲醛 | 6854-08-6

• 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
• 中文名称: 1,2,3,4-四氢-吖啶-9-甲醛
• 英文名称: 1,2,3,4-tetrahydro-9-acridinecarboxaldehyde
• 英文别名: 1,2,3,4-tetrahydro-acridine-9-carbaldehyde；1,2,3,4-Tetrahydro-acridin-9-aldehyd；1,2,3,4-Tetrahydroacridine-9-carbaldehyde
• CAS: 6854-08-6
• 化学式: C₁₄H₁₃NO
• 分子量: 211.263
• InChiKey: ZMHSVAGUTUODHT-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70 °C
• 沸点：
  408.0±45.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,2,3,4-四氢-吖啶-9-甲醛 在 lithium aluminium tetrahydride 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 乙醚 、 戊醇 为溶剂， 反应 14.5h， 生成 N-(1,2,3,4-tetrahydro-9-acridine-9-yl)-N-[8-(1,2,3,4-tetrahydroacridin-9-yl)oct-7-en-1-yl]amine
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1021/jm049510k
• 作为产物：
  描述：

  1,2,3,4-四氢丫啶-9-羧酸 在 二异丁基氢化铝 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 4.0h， 生成 1,2,3,4-四氢-吖啶-9-甲醛
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1021/jm049510k

文献信息

• [EN] Phosphatase Binding Compounds and Methods of Using Same<br/>[FR] COMPOSÉS DE LIAISON À LA PHOSPHATASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV YALE

  公开号：WO2020146470A1

  公开（公告）日：2020-07-16

  The present invention provides bifunctional compounds that efficiently dephosphorylate certain phospho-activated target proteins. Such target proteins can be any protein involved in the pathway of a disease or disorder, such as but not limited to cancer, neurodegeneration, metabolic disease, diabetes, insulin resistance, and so forth.

  本发明提供了能够高效去磷酸化特定磷酸激活靶蛋白的双功能化合物。这些靶蛋白可以是与疾病或紊乱途径有关的任何蛋白质，比如但不限于癌症、神经退行性疾病、代谢性疾病、糖尿病、胰岛素抵抗等。
• [EN] ORGANIC ELECTROCHROMIC MATERIALS HAVING HIGH TRANSPARENCY AND HIGH CONTRAST IN THE VISIBLE RANGE<br/>[FR] MATÉRIAUX ÉLECTRO-CHROMIQUES ORGANIQUES PRÉSENTANT UNE GRANDE TRANSPARENCE ET UN CONTRASTE ÉLEVÉ DANS LE VISIBLE
  申请人：CONSORZIO INTERUNIVERSITARIO NAZ PER LA SCIENZA E TECNOLOGIA DEI MATERIALI

  公开号：WO2013038243A3

  公开（公告）日：2014-03-13
• PROCESS FOR THE PURIFICATION OF HUMAN GROWTH HORMONE POLYPEPTIDES USING AFFINITY RESINS COMPRISING SPECIFIC LIGANDS
  申请人：Novo Nordisk A/S

  公开号：EP2356141A1

  公开（公告）日：2011-08-17
• ORGANIC ELECTROCHROMIC MATERIALS HAVING HIGH TRANSPARENCY AND HIGH CONTRAST IN THE VISIBLE RANGE
  申请人：Consorzio Interuniversitario Nazionale per la Scienza e Tecnologia dei Materiali (INSTM)

  公开号：EP2756041B1

  公开（公告）日：2015-03-04
• [EN] PROCESS FOR THE PURIFICATION OF HUMAN GROWTH HORMONE POLYPEPTIDES USING AFFINITY RESINS COMPRISING SPECIFIC LIGANDS<br/>[FR] PROCÉDÉ POUR L'ÉPURATION DE POLYPEPTIDES DE L'HORMONE DE CROISSANCE HUMAINE METTANT EN OEUVRE DES RÉSINES D'AFFINITÉ COMPORTANT DES LIGANDS SPÉCIFIQUES
  申请人：NOVO NORDISK AS

  公开号：WO2010055135A1

  公开（公告）日：2010-05-20

  The present invention relates to a novel process for the purification of growth hormone polypeptides, e.g. recombinant human Growth Hormone. The process utilizes an affinity resin comprising a solid phase material having immobilized thereto one or more low-molecular weight synthetic ligands. The affinity resins enable the separation of Growth Hormone from closely related proteins.