4-(chloromethyl)-1,3,5-trimethyl-1H-pyrazole hydrochloride | 1352127-20-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(chloromethyl)-1,3,5-trimethyl-1H-pyrazole hydrochloride
• 英文别名: 4-(chloromethyl)-1,3,5-trimethylpyrazole;hydrochloride
• CAS: 1352127-20-8
• 化学式: C₇H₁₁ClN₂*ClH
• 分子量: 195.092
• InChiKey: VKNDSERZPVEDHP-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：
  0.57
• 拓扑面积：
  17.8
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(chloromethyl)-1,3,5-trimethyl-1H-pyrazole hydrochloride 、 钠盐 以 水 、 丙酮 为溶剂， 反应 2.0h， 以103 mg的产率得到4-(4-bromophenyl)sulfonylmethyl-1,3,5-trimethyl-1H-pyrazole
  参考文献：
  名称：

  Discovery of a Novel Class of Orally Active Trypanocidal N-Myristoyltransferase Inhibitors

  摘要：

  N-Myristoyltransferase (NMT) represents a promising drug target for human African trypanosomiasis (HAT), which is caused by the parasitic protozoa Trypanosoma brucei. We report the optimization of a high throughput screening hit (1) to give a lead molecule DDD85646 (63), which has potent activity against the enzyme (IC50 = 2 nM) and T. brucei (EC50 = 2 nM) in culture. The compound has good oral pharmacokinetics and cures rodent models of peripheral HAT infection. This compound provides an excellent tool for validation of T. brucei NMT as a drug target for HAT as well as a valuable lead for further optimization.

  DOI：

  10.1021/jm201091t
• 作为产物：
  描述：

  1,3,5-三甲基-4-羟甲基-1H-吡唑 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 1.5h， 以99%的产率得到4-(chloromethyl)-1,3,5-trimethyl-1H-pyrazole hydrochloride
  参考文献：
  名称：

  Discovery of a Novel Class of Orally Active Trypanocidal N-Myristoyltransferase Inhibitors

  摘要：

  N-Myristoyltransferase (NMT) represents a promising drug target for human African trypanosomiasis (HAT), which is caused by the parasitic protozoa Trypanosoma brucei. We report the optimization of a high throughput screening hit (1) to give a lead molecule DDD85646 (63), which has potent activity against the enzyme (IC50 = 2 nM) and T. brucei (EC50 = 2 nM) in culture. The compound has good oral pharmacokinetics and cures rodent models of peripheral HAT infection. This compound provides an excellent tool for validation of T. brucei NMT as a drug target for HAT as well as a valuable lead for further optimization.

  DOI：

  10.1021/jm201091t