3-Chloro-N-hydroxypyridine-4-carbimidoyl Chloride | 620535-15-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-Chloro-N-hydroxypyridine-4-carbimidoyl Chloride
• 英文别名: 3-chloro-N-hydroxypyridine-4-carboximidoyl chloride
• CAS: 620535-15-1
• 化学式: C₆H₄Cl₂N₂O
• 分子量: 191.017
• InChiKey: ZDKQSXASYNNGNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Chloro-N-hydroxypyridine-4-carbimidoyl Chloride 、 4-(4-ethynyl-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester 在 potassium hydrogencarbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Discovery and optimization of substituted piperidines as potent, selective, CNS-penetrant α4β2 nicotinic acetylcholine receptor potentiators

  摘要：

  The discovery of a series of small molecule alpha 4 beta 2 nAChR potentiators is reported. The structure-activity relationship leads to potent compounds selective against nAChRs including alpha 3 beta 2 and alpha 3 beta 4 and optimized for CNS penetrance. Compounds increased currents through recombinant alpha 4 beta 2 nAChRs, yet did not compete for binding with the orthosteric ligand cytisine. High potency and efficacy on the rat channel combined with good PK properties will allow testing of the a4b2 potentiator mechanism in animal models of disease. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.080
• 作为产物：
  描述：

  3-chloro-4-(hydroxyiminomethyl)pyridine 在 N-氯代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 3-Chloro-N-hydroxypyridine-4-carbimidoyl Chloride
  参考文献：
  名称：

  Discovery and optimization of substituted piperidines as potent, selective, CNS-penetrant α4β2 nicotinic acetylcholine receptor potentiators

  摘要：

  The discovery of a series of small molecule alpha 4 beta 2 nAChR potentiators is reported. The structure-activity relationship leads to potent compounds selective against nAChRs including alpha 3 beta 2 and alpha 3 beta 4 and optimized for CNS penetrance. Compounds increased currents through recombinant alpha 4 beta 2 nAChRs, yet did not compete for binding with the orthosteric ligand cytisine. High potency and efficacy on the rat channel combined with good PK properties will allow testing of the a4b2 potentiator mechanism in animal models of disease. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.080

文献信息

• Discovery and optimization of substituted piperidines as potent, selective, CNS-penetrant α4β2 nicotinic acetylcholine receptor potentiators
  作者：Brian K. Albrecht、Virginia Berry、Alessandro A. Boezio、Lei Cao、Kristie Clarkin、Wenhong Guo、Jean-Christophe Harmange、Markus Hierl、Liyue Huang、Brett Janosky、Johannes Knop、Annika Malmberg、Jeff S. McDermott、Hung Q. Nguyen、Stephanie K. Springer、Daniel Waldon、Katrina Woodin、Stefan I. McDonough

  DOI：10.1016/j.bmcl.2008.08.080

  日期：2008.10

  The discovery of a series of small molecule alpha 4 beta 2 nAChR potentiators is reported. The structure-activity relationship leads to potent compounds selective against nAChRs including alpha 3 beta 2 and alpha 3 beta 4 and optimized for CNS penetrance. Compounds increased currents through recombinant alpha 4 beta 2 nAChRs, yet did not compete for binding with the orthosteric ligand cytisine. High potency and efficacy on the rat channel combined with good PK properties will allow testing of the a4b2 potentiator mechanism in animal models of disease. (C) 2008 Elsevier Ltd. All rights reserved.