6-[2-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-acetyl]-5-chloro-3-methyl-3H-benzooxazol-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 6-[2-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-acetyl]-5-chloro-3-methyl-3H-benzooxazol-2-one
• 英文别名: 6-((4-(1,3-Benzodioxol-5-ylmethyl)-1-piperazinyl)acetyl)-5-chloro-3-methyl-1,3-benzoxazol-2(3H)-one；6-[2-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]acetyl]-5-chloro-3-methyl-1,3-benzoxazol-2-one
• 化学式: C₂₂H₂₂ClN₃O₅
• 分子量: 443.887
• InChiKey: FOBSUYQVPNGGJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-[2-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-acetyl]-5-chloro-3-methyl-3H-benzooxazol-2-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以80%的产率得到6-[2-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-1-hydroxy-ethyl]-5-chloro-3-methyl-3H-benzooxazol-2-one
  参考文献：
  名称：

  1-(3-Methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-1-yl)ethanones and ethanols: analgesic and antiinflammatory activities

  摘要：

  Eight new 1-(3-methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-l-yl)ethanone and 1-(methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-1 yl)ethanol derivatives were synthesized and their chemical structures elucidated by UV, IR, H-1-NMR and elemental analysis. The analgesic activity of these compounds was investigated by a modified Koster test and constant temperature hot-plate test. Antiinflammatory activity of the compounds was screened by using the carrageenan hind-paw edema test. All the compounds showed higher analgesic activity than aspirin. Carrageenan edema inhibition of the compounds was higher than indomethacin. None of the compounds induced gastric ulceration.

  DOI：

  10.1016/0223-5234(93)90052-g
• 作为产物：
  描述：

  3-methyl-5-chloro-6-bromoacetyl-2-benzoxazolinone 、 1-胡椒基哌嗪 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以88%的产率得到6-[2-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-acetyl]-5-chloro-3-methyl-3H-benzooxazol-2-one
  参考文献：
  名称：

  1-(3-Methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-1-yl)ethanones and ethanols: analgesic and antiinflammatory activities

  摘要：

  Eight new 1-(3-methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-l-yl)ethanone and 1-(methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-1 yl)ethanol derivatives were synthesized and their chemical structures elucidated by UV, IR, H-1-NMR and elemental analysis. The analgesic activity of these compounds was investigated by a modified Koster test and constant temperature hot-plate test. Antiinflammatory activity of the compounds was screened by using the carrageenan hind-paw edema test. All the compounds showed higher analgesic activity than aspirin. Carrageenan edema inhibition of the compounds was higher than indomethacin. None of the compounds induced gastric ulceration.

  DOI：

  10.1016/0223-5234(93)90052-g

文献信息

• 1-(3-Methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-1-yl)ethanones and ethanols: analgesic and antiinflammatory activities
  作者：E Palaska、S Ünlü、H Erdoǵan、C Safak、B Gümüsel、R Sunal

  DOI：10.1016/0223-5234(93)90052-g

  日期：1993.1

  Eight new 1-(3-methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-l-yl)ethanone and 1-(methyl-2-benzoxazolinone-6-yl)-2-(4-substituted piperazine-1 yl)ethanol derivatives were synthesized and their chemical structures elucidated by UV, IR, H-1-NMR and elemental analysis. The analgesic activity of these compounds was investigated by a modified Koster test and constant temperature hot-plate test. Antiinflammatory activity of the compounds was screened by using the carrageenan hind-paw edema test. All the compounds showed higher analgesic activity than aspirin. Carrageenan edema inhibition of the compounds was higher than indomethacin. None of the compounds induced gastric ulceration.