2-溴甲基-4-氯-6-(三氟甲基)吡啶 | 1416949-07-9

• 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
• 中文名称: 2-溴甲基-4-氯-6-(三氟甲基)吡啶
• 英文名称: 2-(Bromomethyl)-4-chloro-6-(trifluoromethyl)pyridine
• 英文别名: 2-(bromomethyl)-4-chloro-6-(trifluoromethyl)pyridine
• CAS: 1416949-07-9
• 化学式: C₇H₄BrClF₃N
• 分子量: 274.468
• InChiKey: JOKJTLGPYAVRHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-溴甲基-4-氯-6-(三氟甲基)吡啶 在 potassium tert-butylate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-Chloro-2-[(4-phenylpiperidin-4-yl)methoxymethyl]-6-(trifluoromethyl)pyridine
  参考文献：
  名称：

  Design, optimization, and in vivo evaluation of a series of pyridine derivatives with dual NK1 antagonism and SERT inhibition for the treatment of depression

  摘要：

  A series of substituted pyridines, ether linked to a phenylpiperidine core were optimized for dual NK1/SERT affinity. Optimization based on NK1/SERT binding affinities, and minimization of off-target ion channel activity lead to the discovery of compound 44. In vivo evaluation of 44 in the gerbil forced swim test (a depression model), and ex-vivo NK1/SERT receptor occupancy data support the potential of a dual acting compound for the treatment of depression. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.094
• 作为产物：
  描述：

  2-溴-6-三氟甲基吡啶 在 sodium tetrahydroborate 、 正丁基锂 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 2-溴甲基-4-氯-6-(三氟甲基)吡啶
  参考文献：
  名称：

  Design, optimization, and in vivo evaluation of a series of pyridine derivatives with dual NK1 antagonism and SERT inhibition for the treatment of depression

  摘要：

  A series of substituted pyridines, ether linked to a phenylpiperidine core were optimized for dual NK1/SERT affinity. Optimization based on NK1/SERT binding affinities, and minimization of off-target ion channel activity lead to the discovery of compound 44. In vivo evaluation of 44 in the gerbil forced swim test (a depression model), and ex-vivo NK1/SERT receptor occupancy data support the potential of a dual acting compound for the treatment of depression. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.094

文献信息

• Design, optimization, and in vivo evaluation of a series of pyridine derivatives with dual NK1 antagonism and SERT inhibition for the treatment of depression
  作者：Kevin W. Gillman、Michael F. Parker、Mark Silva、Andrew P. Degnan、George O. Tora、Nicholas J. Lodge、Yu-Wen Li、Snjezana Lelas、Matthew Taber、Rudolf G. Krause、Robert L. Bertekap、Amy E. Newton、Rick L. Pieschl、Kelly D. Lengyel、Kim A. Johnson、Sarah J. Taylor、Joanne J. Bronson、John E. Macor

  DOI：10.1016/j.bmcl.2012.11.094

  日期：2013.1

  A series of substituted pyridines, ether linked to a phenylpiperidine core were optimized for dual NK1/SERT affinity. Optimization based on NK1/SERT binding affinities, and minimization of off-target ion channel activity lead to the discovery of compound 44. In vivo evaluation of 44 in the gerbil forced swim test (a depression model), and ex-vivo NK1/SERT receptor occupancy data support the potential of a dual acting compound for the treatment of depression. (c) 2012 Elsevier Ltd. All rights reserved.