N,N-dimethyl-1-(thieno[3,2-c]pyridin-2-yl)methanamine | 1638109-38-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: N,N-dimethyl-1-(thieno[3,2-c]pyridin-2-yl)methanamine
• 英文别名: N,N-Dimethylthieno[3,2-c]pyridine-2-methanamine；N,N-dimethyl-1-thieno[3,2-c]pyridin-2-ylmethanamine
• CAS: 1638109-38-2
• 化学式: C₁₀H₁₂N₂S
• 分子量: 192.285
• InChiKey: HZFBTQKLAMCOQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  噻吩并[3,2-c]吡啶 在 正丁基锂 、 sodium acetate 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 24.33h， 生成 N,N-dimethyl-1-(thieno[3,2-c]pyridin-2-yl)methanamine
  参考文献：
  名称：

  Rational design of novel CYP2A6 inhibitors

  摘要：

  Inhibition of CYP2A6-mediated nicotine metabolism can reduce cigarette smoking. We sought potent and selective CYP2A6 inhibitors to be used as leads for drugs useful in smoking reduction therapy, by evaluating CYP2A6 inhibitory effect of novel formyl, alkyl amine or carbonitrile substituted aromatic core structures. The most potent CYP2A6 inhibitors were thienopyridine-2-carbaldehyde, benzothienophene-3-ylmethanamine, benzofuran-5-carbaldehyde and indole-5-carbaldehyde, with IC50 values below 0.5 mu M for coumarin 7-hydroxylation. Nicotine oxidation was effectively inhibited in vitro by two alkyl amine compounds and benzofuran-5-carbonitrile. Some of these molecules could serve as potential lead molecules when designing CYP2A6 inhibitory drugs for smoking reduction therapy. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.10.001

文献信息

• Rational design of novel CYP2A6 inhibitors
  作者：Niina Tani、Risto O. Juvonen、Hannu Raunio、Muluneh Fashe、Jukka Leppänen、Bin Zhao、Rachel F. Tyndale、Minna Rahnasto-Rilla

  DOI：10.1016/j.bmc.2014.10.001

  日期：2014.12

  Inhibition of CYP2A6-mediated nicotine metabolism can reduce cigarette smoking. We sought potent and selective CYP2A6 inhibitors to be used as leads for drugs useful in smoking reduction therapy, by evaluating CYP2A6 inhibitory effect of novel formyl, alkyl amine or carbonitrile substituted aromatic core structures. The most potent CYP2A6 inhibitors were thienopyridine-2-carbaldehyde, benzothienophene-3-ylmethanamine, benzofuran-5-carbaldehyde and indole-5-carbaldehyde, with IC50 values below 0.5 mu M for coumarin 7-hydroxylation. Nicotine oxidation was effectively inhibited in vitro by two alkyl amine compounds and benzofuran-5-carbonitrile. Some of these molecules could serve as potential lead molecules when designing CYP2A6 inhibitory drugs for smoking reduction therapy. (C) 2014 Elsevier Ltd. All rights reserved.