(E)-3-(3-(4-acetamidobenzylidene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine | 1233225-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-3-(3-(4-acetamidobenzylidene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine
• 英文别名: VUF10842；3-(4-Acetamidobenzylidene)anabaseine；N-[4-[(E)-(6-pyridin-3-yl-3,4-dihydro-2H-pyridin-5-ylidene)methyl]phenyl]acetamide
• CAS: 1233225-29-0
• 化学式: C₁₉H₁₉N₃O
• 分子量: 305.379
• InChiKey: STRNCPXZQSLMFA-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-amino-1-(pyridin-3-yl)pentan-1-one dihydrobromide 、 对乙酰氨基苯甲醛 在 sodium acetate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以23%的产率得到(E)-3-(3-(4-acetamidobenzylidene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine
  参考文献：
  名称：

  Online Fluorescence Enhancement Assay for the Acetylcholine Binding Protein with Parallel Mass Spectrometric Identification

  摘要：

  The acetylcholine binding protein (AChBP) is considered an analogue for the ligand-binding domain of neuronal nicotinic acetylcholine receptors (nAChRs). Its stability and solubility in aqueous buffer allowed the development of an online bioaffinity analysis system. For this, a tracer ligand which displays enhanced fluorescence in the binding pocket of AChBP was identified from a concise series of synthetic benzylidene anabaseines. Evaluation and optimization of the bioaffinity assay was performed in a convenient microplate reader format and subsequently transferred to the online format. The high reproducibility has the prospect of estimating the affinities of ligands from an in-house drug discovery library injected in one known concentration. Furthermore, the online bioaffinity analysis system could also be applied to mixture analysis by using gradient HPLC. This led to the possibility of affinity ranking of ligands in mixtures with parallel high-resolution mass spectrometry for compound identification.

  DOI：

  10.1021/jm100230k

文献信息

• Heterocyclic compounds, methods for the preparation thereof, and uses thereof
  申请人：MEMORY PHARMACEUTICALS CORP.

  公开号：US20040229868A1

  公开（公告）日：2004-11-18

  The compounds of the present invention are of formula I: 1 wherein A, R 3 , R 4 is as defined herein, are useful as ligands for nicotinic receptors.

  本发明的化合物的化学式为I:1，其中A、R3、R4如本文所定义，可用作尼古丁受体的配体。
• Novel anabaseine derivatives, pharmaceutical compositions and methods of use thereof
  申请人：Habgood J. Gregory

  公开号：US20070232651A1

  公开（公告）日：2007-10-04

  Disclosed are novel anabaseine derivatives that act as agonists of the α7 nAChR. Also disclosed are pharmaceutical compositions, methods of treating inflammatory conditions, methods of treating CNS disorders, methods for inhibiting cytokine release from mammalian cells and methods for the preparation of the novel compounds.

  本发明涉及新型的阿那巴西因衍生物，其作为α7 nAChR的激动剂。本发明还涉及制药组合物、治疗炎症疾病的方法、治疗中枢神经系统疾病的方法、抑制哺乳动物细胞细胞因子释放的方法以及制备新型化合物的方法。
• HETEROCYCLIC COMPOUNDS, METHODS FOR THE PREPARATION THEREOF, AND USES THEREOF
  申请人：Herbert Brian

  公开号：US20100173891A1

  公开（公告）日：2010-07-08

  The compounds of the present invention are of formula I: wherein A, R 3 , R 4 is as defined herein, are useful as ligands for nicotinic receptors.

  本发明的化合物为公式I：其中A、R3、R4如此处所定义，可用作尼古丁受体的配体。
• NOVEL ANABASEINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：Habgood Gregory J.

  公开号：US20100311773A1

  公开（公告）日：2010-12-09

  Disclosed are novel anabaseine derivatives that act as agonists of the α7 nAChR. Also disclosed are pharmaceutical compositions, methods of treating inflammatory conditions, methods of treating CNS disorders, methods for inhibiting cytokine release from mammalian cells and methods for the preparation of the novel compounds.

  本发明涉及一种新型的阿那巴西因衍生物，它们作为α7 nAChR的激动剂。还公开了制药组合物、治疗炎症状况的方法、治疗中枢神经系统疾病的方法、抑制哺乳动物细胞细胞因子释放的方法以及制备新型化合物的方法。
• Anabaseine derivatives useful in the treatment of neurodegenerative diseases
  申请人：Memory Pharmaceuticals Corporation

  公开号：EP2298758A1

  公开（公告）日：2011-03-23

  The compounds of the present invention are of formula (I): wherein A, R3, R4 is as defined herein, are useful as ligands for nicotinic receptors.

  本发明的化合物如式 (I)：其中 A、R3、R4 如本文所定义，可用作烟碱受体的配体。