6-cyclohexyl-1-hydroxy-4-methyl-3-((prop-2-yn-1-ylamino)methyl)pyridin-2(1H)-one

• 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
• 英文名称: 6-cyclohexyl-1-hydroxy-4-methyl-3-((prop-2-yn-1-ylamino)methyl)pyridin-2(1H)-one
• 英文别名: 6-Cyclohexyl-1-hydroxy-4-methyl-3-[(prop-2-ynylamino)methyl]pyridin-2-one；6-cyclohexyl-1-hydroxy-4-methyl-3-[(prop-2-ynylamino)methyl]pyridin-2-one
• 化学式: C₁₆H₂₂N₂O₂
• 分子量: 274.363
• InChiKey: MOQWPWXIJXREML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  环吡酮 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium hydride 作用下， 以 四氢呋喃 、 四氯化碳 、 1,2-二氯乙烷 为溶剂， 反应 7.0h， 生成 6-cyclohexyl-1-hydroxy-4-methyl-3-((prop-2-yn-1-ylamino)methyl)pyridin-2(1H)-one
  参考文献：
  名称：

  Development of Novel N-hydroxypyridone Derivatives as Potential Anti-Ischemic Stroke Agents

  摘要：

  Our previous study had identified ciclopirox (CPX) as a promising lead compound for treatment of ischemic stroke. To find better neuroprotective agents, a series of N-hydroxypyridone derivatives based on CPX were designed, synthesized, and evaluated in this study. Among these derivatives, compound 11 exhibits significant neuroprotection against oxygen glucose deprivation and oxidative stress -induced injuries in neuronal cells. Moreover, compound 11 possesses good blood-brain barrier permeability and superior antioxidant capability. In addition, a complex of compound 11 with olamine-11.01a possesses good water solubility, negligible hERG inhibition, and superior metabolic stability. The in vivo experiment demonstrates that 11.01a significantly reduces brain infarction and alleviates neurological deficits in middle cerebral artery occlusion rats. Hence, compound 11.01a is identified in our research as a prospective prototype in the innovation of stroke treatment.

  DOI：

  10.1021/acs.jmedchem.9b01338

文献信息

• [EN] N-HYDROXYPYRIDONE COMPOUND AND USE THEREOF<br/>[FR] COMPOSÉ N-HYDROXYPYRIDONE ET SON UTILISATION<br/>[ZH] N-羟基吡啶酮类化合物及其用途
  申请人：UNIV EAST CHINA SCIENCE & TECH

  公开号：WO2019183793A1

  公开（公告）日：2019-10-03

  一种式（I）所示的化合物，其立体异构体，药学上可接受的盐或它们的混合物，所述式I所示的化合物，其立体异构体，药学上可接受的盐或它们的混合物能够抑制神经细胞损伤和神经细胞死亡，能够用于制备治疗脑卒中的药物。