5-hydroxy-4(E)-hydroxyimino-1-isonicotinoyl-3-methyl-5-nonafluorobutyl-4,5-dihydro-1H-pyrazole | 1320336-44-4

• 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: 5-hydroxy-4(E)-hydroxyimino-1-isonicotinoyl-3-methyl-5-nonafluorobutyl-4,5-dihydro-1H-pyrazole
• 英文别名: (5-hydroxy-4(E)-hydroxyimino-3-methyl-5-nonafluorobutyl-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-4-yl)methanone
• CAS: 1320336-44-4
• 化学式: C₁₄H₉F₉N₄O₃
• 分子量: 452.236
• InChiKey: KKJLHSUTPHEFBB-MWRNPHMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  98.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  异烟肼 、 5,5,6,6,7,7,8,8,8-九氟-2,4-辛烷二酮 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 (5-hydroxy-4(Z)-hydroxyimino-3-methyl-5-nonafluorobutyl-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-4-yl)methanone 、 5-hydroxy-4(E)-hydroxyimino-1-isonicotinoyl-3-methyl-5-nonafluorobutyl-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  One-pot synthesis of 5-fluoroalkyl-5-hydroxy-4-hydroxy-imino-1-isonicotinoyl-4,5-dihydro-1H-pyrazoles and their tuberculostatic activity

  摘要：

  5-Fluoroalkyl-5-hydroxy-4-hydroxyimino-1-isonicotinoyl-4,5-dihydro-1H-pyrazoles were synthesized via a one-pot procedure from polyfluoroalkyl-containing 1,3-diketones, sodium nitrite in acetic acid, and isoniazid. Acetylacetone gave rise to 3-hydroxyiminopentane-2,4-dione monoisonicotinoylhydrazone which underwent intramolecular cyclization to 5-hydroxy-4-hydroxyimino-1-isonicotinoyl-3,5-dimethyl-4,5-dihydro-1H-pyrazole on heating in ethanol. The synthesized compounds exhibited moderate tuberculostatic activity.

  DOI：

  10.1134/s1070428011060121