2-methyl-3-(pyridin-2-ylmethyl)imidazo[1,2-a]pyridine | 501124-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 2-methyl-3-(pyridin-2-ylmethyl)imidazo[1,2-a]pyridine
• CAS: 501124-61-4
• 化学式: C₁₄H₁₃N₃
• 分子量: 223.277
• InChiKey: CJKUXYWXAPNRPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-3-(pyridin-2-ylmethyl)imidazo[1,2-a]pyridine 在 platinum(IV) oxide 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、303.97 kPa 条件下， 反应 2.0h， 以73%的产率得到(+/-)-2-methyl-3-(piperidin-2-ylmethyl)imidazo[1,2-a]pyridine
  参考文献：
  名称：

  Synthesis and biological evaluation of new imidazo[1,2-a]pyridine derivatives designed as mefloquine analogues

  摘要：

  This paper describes the synthesis and the in vitro antimalarial profile of two new imidazo[1,2-a]pyridine derivatives 4.HCl and 13.HCl, structurally proposed as mefloquine (1) analogues, by exploring bioisosterism and molecular simplification tools. The synthetic route employed to access the title compounds used, as starting material, the previously described ethyl 2-methylimidazo[1,2-a]pyridine-3-carboxylate derivative (5). These novel heterocyclic derivatives 4.HCl and 13.HCl presented modest antimalarial activity against the W-2 and D-6 clones of Plasmodium falciparum as well as inhibitors of in vitro heme polymerization compared to mefloquine. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0014-827x(02)01304-6
• 作为产物：
  描述：

  (+/-)-(2-methylimidazo[1,2-a]pyridin-3-yl)(pyridin-2-yl)methanol 在 manganese(IV) oxide 、 氢氧化钾 、 一水合肼 作用下， 以 二氯甲烷 、 二乙二醇 为溶剂， 反应 4.5h， 生成 2-methyl-3-(pyridin-2-ylmethyl)imidazo[1,2-a]pyridine
  参考文献：
  名称：

  Synthesis and biological evaluation of new imidazo[1,2-a]pyridine derivatives designed as mefloquine analogues

  摘要：

  This paper describes the synthesis and the in vitro antimalarial profile of two new imidazo[1,2-a]pyridine derivatives 4.HCl and 13.HCl, structurally proposed as mefloquine (1) analogues, by exploring bioisosterism and molecular simplification tools. The synthetic route employed to access the title compounds used, as starting material, the previously described ethyl 2-methylimidazo[1,2-a]pyridine-3-carboxylate derivative (5). These novel heterocyclic derivatives 4.HCl and 13.HCl presented modest antimalarial activity against the W-2 and D-6 clones of Plasmodium falciparum as well as inhibitors of in vitro heme polymerization compared to mefloquine. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0014-827x(02)01304-6