2-(5-chloro-8-oxido-15,17-diaza-8-azoniatetracyclo[8.7.0.02,7.011,16]heptadeca-1,3,5,7,9,11(16),12,14-octaen-17-yl)-N,N-diethylethanamine oxide | 155249-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(5-chloro-8-oxido-15,17-diaza-8-azoniatetracyclo[8.7.0.02,7.011,16]heptadeca-1,3,5,7,9,11(16),12,14-octaen-17-yl)-N,N-diethylethanamine oxide
• CAS: 155249-81-3
• 化学式: C₂₀H₂₁ClN₄O₂
• 分子量: 384.865
• InChiKey: LETJNCWLPXTHHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(5-chloro-8-oxido-15,17-diaza-8-azoniatetracyclo[8.7.0.02,7.011,16]heptadeca-1,3,5,7,9,11(16),12,14-octaen-17-yl)-N,N-diethylethanamine oxide 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 反应 7.0h， 以26%的产率得到2-(5-chloro-8-oxido-15,17-diaza-8-azoniatetracyclo[8.7.0.02,7.011,16]heptadeca-1,3,5,7,9,11(16),12,14-octaen-17-yl)-N,N-diethylethanamine
  参考文献：
  名称：

  Structure-activity relationships of antimalarial indolo[3,2-c]quinolines [1, 2]

  摘要：

  Structure-activity relationships have been ascertained and chemical methodology developed for a series of antimalarial 3-chloroindolo[3,2-c]quinoline-5-oxides. The basic side chain as well as the ring N-oxide are critical for antimalarial activity as is a bromine or chlorine in position 3. Substitution at positions 7, 8, 9, 10 is not essential, although the most potent analog in our studies was the 8-nitro compound 4vv.

  DOI：

  10.1016/0223-5234(93)90036-e
• 作为产物：
  描述：

  2-二乙氨基-1-溴乙烷氢溴酸盐 在 sodium hydroxide 、 苄基三乙基氯化铵 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.67h， 生成 2-(5-chloro-8-oxido-15,17-diaza-8-azoniatetracyclo[8.7.0.02,7.011,16]heptadeca-1,3,5,7,9,11(16),12,14-octaen-17-yl)-N,N-diethylethanamine oxide
  参考文献：
  名称：

  Structure-activity relationships of antimalarial indolo[3,2-c]quinolines [1, 2]

  摘要：

  Structure-activity relationships have been ascertained and chemical methodology developed for a series of antimalarial 3-chloroindolo[3,2-c]quinoline-5-oxides. The basic side chain as well as the ring N-oxide are critical for antimalarial activity as is a bromine or chlorine in position 3. Substitution at positions 7, 8, 9, 10 is not essential, although the most potent analog in our studies was the 8-nitro compound 4vv.

  DOI：

  10.1016/0223-5234(93)90036-e

文献信息

• Structure-activity relationships of antimalarial indolo[3,2-c]quinolines [1, 2]
  作者：LM Werbel、SJ Kesten、WR Turner

  DOI：10.1016/0223-5234(93)90036-e

  日期：1993.1

  Structure-activity relationships have been ascertained and chemical methodology developed for a series of antimalarial 3-chloroindolo[3,2-c]quinoline-5-oxides. The basic side chain as well as the ring N-oxide are critical for antimalarial activity as is a bromine or chlorine in position 3. Substitution at positions 7, 8, 9, 10 is not essential, although the most potent analog in our studies was the 8-nitro compound 4vv.