3-(5-(pyridin-3-yl)-2H-tetrazol-2-yl)benzonitrile | 1245812-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(5-(pyridin-3-yl)-2H-tetrazol-2-yl)benzonitrile
• 英文别名: 3-(5-pyridin-3-yl-tetrazol-2-yl)-benzonitrile；3-(5-Pyridin-3-yltetrazol-2-yl)benzonitrile
• CAS: 1245812-72-9
• 化学式: C₁₃H₈N₆
• 分子量: 248.247
• InChiKey: SJRUSJLXOJFEAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对甲苯磺酸N'-(3-吡啶基甲基烯)酰肼 、 间氨基苯甲腈 在 sodium hydroxide 、 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 0.5h， 生成 3-(5-(pyridin-3-yl)-2H-tetrazol-2-yl)benzonitrile
  参考文献：
  名称：

  取代杂芳烃作为 α4β2α5 烟碱乙酰胆碱受体的正变构调节剂的合成和活性

  摘要：

  报道了一系列取代的杂芳族 α4β2α5 正变构调节剂的设计和合成。杂芳族系列的优化和开发是从 NS9283 和几个有效的类似物，如 3-(5-(pyridin-3-yl)-2 H -tetrazol-2-yl)benzonitrile ( 5k ) 和 3,发现了具有良好体外功效的3'-(2 H-四唑-2,5-二基)二吡啶( 12h )。

  DOI：

  10.1016/j.bmcl.2013.11.049

文献信息

• [EN] 2, 5-DISUBSTITUTED TETRAZOLE DERIVATIVES AND THEIR USE AS NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS DE TÉTRAZOLE 2,5-DISUBSTITUÉ ET LEUR UTILISATION COMME MODULATEURS DES RÉCEPTEURS NICOTINIQUES DE L'ACÉTYLCHOLINE
  申请人：NEUROSEARCH AS

  公开号：WO2010106106A1

  公开（公告）日：2010-09-23

  This invention relates to novel tetrazole derivatives of formula (I), which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro- degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及一种新型四唑衍生物（I）的配方，其被发现是乙酰胆碱受体的调节剂。由于它们的药理特性，本发明的化合物可能对与中枢神经系统（CNS）和周围神经系统（PNS）的胆碱能系统相关的疾病或障碍，与平滑肌收缩相关的疾病或障碍，内分泌疾病或障碍，神经退行性疾病或障碍，与炎症、疼痛和化学物质滥用终止引起的戒断症状相关的疾病或障碍的治疗可能有用。
• 2,5-DISUBSTITUTED TETRAZOLE DERIVATIVES AND THEIR USE AS NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS
  申请人：Dahl Bjarne H.

  公开号：US20120095056A1

  公开（公告）日：2012-04-19

  This invention relates to novel tetrazole derivatives of formula (I), which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro- degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.
• Synthesis and activity of substituted heteroaromatics as positive allosteric modulators for α4β2α5 nicotinic acetylcholine receptors
  作者：Zhuang Jin、Pasha Khan、Youseung Shin、Jingyi Wang、Li Lin、Michael D. Cameron、Jon M. Lindstrom、Paul J. Kenny、Theodore M. Kamenecka

  DOI：10.1016/j.bmcl.2013.11.049

  日期：2014.1

  The design and synthesis of a series of substituted heteroaromatic α4β2α5 positive allosteric modulators is reported. The optimization and development of the heteroaromatic series was carried out from NS9283, and several potent analogues, such as 3-(5-(pyridin-3-yl)-2H-tetrazol-2-yl)benzonitrile (5k) and 3,3′-(2H-tetrazole-2,5-diyl)dipyridine (12h) with good in vitro efficacy were discovered.

  报道了一系列取代的杂芳族 α4β2α5 正变构调节剂的设计和合成。杂芳族系列的优化和开发是从 NS9283 和几个有效的类似物，如 3-(5-(pyridin-3-yl)-2 H -tetrazol-2-yl)benzonitrile ( 5k ) 和 3,发现了具有良好体外功效的3'-(2 H-四唑-2,5-二基)二吡啶( 12h )。