2-methyl-6-(phthalimido)hexan-3-one | 76367-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-methyl-6-(phthalimido)hexan-3-one
• 英文别名: 2-(5-Methyl-4-oxohexyl)isoindole-1,3-dione
• CAS: 76367-87-8
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: WPOSFFMDOIEMQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-6-(phthalimido)hexan-3-one 在 盐酸 、 sodium cyanoborohydride 、 肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 172.0h， 生成 6-methoxy-4-methyl-8-<<1-(1-methylethyl)-4-aminobutyl>amino>quinoline
  参考文献：
  名称：

  Synthesis and antimalarial activity of 8-[(1-alkyl-4-aminobutyl)amino]-6-methoxy-4-methylquinolines

  摘要：

  Three analogues of the causal prophylactic antimalarial primaquine were prepared and their antimalarial activity was evaluated. 8-[(1-Ethyl-4-aminobutyl)amino]-6-methoxy-4-methylquinoline (2a) demonstrated activity against Plasmodium berghei in mice at 20 mg/kg, with all animals cured at 320 mg/kg, and is without toxicity at 640 mg/kg. It also possessed outstanding causal prophylactic activity against Plasmodium cynomolgi in rhesus monkeys at very low dosages.

  DOI：

  10.1021/jm00134a019
• 作为产物：
  描述：

  2-methyl-6-bromo-3-hexanone 、 potassium phtalimide 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以50%的产率得到2-methyl-6-(phthalimido)hexan-3-one
  参考文献：
  名称：

  Synthesis and antimalarial activity of 8-[(1-alkyl-4-aminobutyl)amino]-6-methoxy-4-methylquinolines

  摘要：

  Three analogues of the causal prophylactic antimalarial primaquine were prepared and their antimalarial activity was evaluated. 8-[(1-Ethyl-4-aminobutyl)amino]-6-methoxy-4-methylquinoline (2a) demonstrated activity against Plasmodium berghei in mice at 20 mg/kg, with all animals cured at 320 mg/kg, and is without toxicity at 640 mg/kg. It also possessed outstanding causal prophylactic activity against Plasmodium cynomolgi in rhesus monkeys at very low dosages.

  DOI：

  10.1021/jm00134a019

文献信息

• YAN SHOU-JEN; CHIEN PING-LU; CHENG C. C., J. MED. CHEM.,1981, 24, NO 2, 215-217
  作者：YAN SHOU-JEN、 CHIEN PING-LU、 CHENG C. C.

  DOI：——

  日期：——
• Synthesis and antimalarial activity of 8-[(1-alkyl-4-aminobutyl)amino]-6-methoxy-4-methylquinolines
  作者：Shou-Jen Yan、Ping-Lu Chien、C. C. Cheng

  DOI：10.1021/jm00134a019

  日期：1981.2

  Three analogues of the causal prophylactic antimalarial primaquine were prepared and their antimalarial activity was evaluated. 8-[(1-Ethyl-4-aminobutyl)amino]-6-methoxy-4-methylquinoline (2a) demonstrated activity against Plasmodium berghei in mice at 20 mg/kg, with all animals cured at 320 mg/kg, and is without toxicity at 640 mg/kg. It also possessed outstanding causal prophylactic activity against Plasmodium cynomolgi in rhesus monkeys at very low dosages.