1-[1-(4-Benzyloxy-pyrimidin-2-yl)-5-methyl-1H-pyrazol-4-yl]-ethanone | 516471-21-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[1-(4-Benzyloxy-pyrimidin-2-yl)-5-methyl-1H-pyrazol-4-yl]-ethanone
• CAS: 516471-21-9
• 化学式: C₁₇H₁₆N₄O₂
• 分子量: 308.34
• InChiKey: FXCMPYDFORBBQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  69.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-[1-(4-Benzyloxy-pyrimidin-2-yl)-5-methyl-1H-pyrazol-4-yl]-ethanone 在 ammonium hydroxide 、 sodium tetrahydroborate 、 茴香硫醚 、 对甲苯磺酸 、 三氟乙酸 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 反应 35.5h， 生成 2-[4-[(E)-3-[4-(3,5-difluorophenyl)piperazin-1-yl]prop-1-enyl]-5-methylpyrazol-1-yl]pyrimidin-4-amine;hydrochloride
  参考文献：
  名称：

  Synthesis and mechanism of action of novel pyrimidinyl pyrazole derivatives possessing antiproliferative activity

  摘要：

  Pyrimidinyl pyrazole derivatives 1-4, prepared as a new scaffold of an anti-tumor agent, showed antiproliferative activity against human lung cancer cell lines and inhibited tubulin polymerization. Furthermore, it was found that compound 2 bound at the colchicine site on tubulin, but the tubulin binding pattern was different from that of colchicine. Here, we describe the synthesis of the derivatives and the differences of the action mechanism on tubulin polymerization inhibition between compound 2 and colchicine. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00568-1
• 作为产物：
  描述：

  4-苄氧基-2-氯嘧啶 在 potassium carbonate 、 肼 作用下， 以 乙醇 为溶剂， 反应 19.0h， 生成 1-[1-(4-Benzyloxy-pyrimidin-2-yl)-5-methyl-1H-pyrazol-4-yl]-ethanone
  参考文献：
  名称：

  Synthesis and mechanism of action of novel pyrimidinyl pyrazole derivatives possessing antiproliferative activity

  摘要：

  Pyrimidinyl pyrazole derivatives 1-4, prepared as a new scaffold of an anti-tumor agent, showed antiproliferative activity against human lung cancer cell lines and inhibited tubulin polymerization. Furthermore, it was found that compound 2 bound at the colchicine site on tubulin, but the tubulin binding pattern was different from that of colchicine. Here, we describe the synthesis of the derivatives and the differences of the action mechanism on tubulin polymerization inhibition between compound 2 and colchicine. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00568-1