methyl 4-{(9-acridinylcarbonyl)[(2-methylphenyl)sulfonyl]amino}butanoate | 246874-04-4

• 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: methyl 4-{(9-acridinylcarbonyl)[(2-methylphenyl)sulfonyl]amino}butanoate
• 英文别名: methyl 4-[acridine-9-carbonyl-(2-methylphenyl)sulfonylamino]butanoate
• CAS: 246874-04-4
• 化学式: C₂₆H₂₄N₂O₅S
• 分子量: 476.553
• InChiKey: MURILRLLXYPZJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  93.64
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,3-丙烷磺内酯 、 methyl 4-{(9-acridinylcarbonyl)[(2-methylphenyl)sulfonyl]amino}butanoate 在 盐酸 作用下， 反应 9.25h， 以48%的产率得到3-[9-({(3-carboxypropyl)[(2-methylphenyl)sulfonyl]amino}carbonyl)-10-acridiniumyl]-1-propanesulfonate inner salt
  参考文献：
  名称：

  Modulation of the chemiluminescent signal from N10-(3-sulfopropyl)-N-sulfonylacridinium-9-carboxamides

  摘要：

  Acridinium salts 3a-h were synthesized from the corresponding sulfonamides la-h and their chemiluminescence profiles were compared. The quantity of light emitted over the time studied did not correlate well with the pK(a) of sulfonamide leaving group. Rather, steric factors contributed the most to modulating the light output from these compounds. The mesitylsulfonyl substituent of acridinium salt 3d reduced the chemiluminescence signal by 20-fold relative to the reference acridinium salt 3a. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00624-9
• 作为产物：
  描述：

  4-氨基丁酸甲酯 在 potassium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 41.25h， 生成 methyl 4-{(9-acridinylcarbonyl)[(2-methylphenyl)sulfonyl]amino}butanoate
  参考文献：
  名称：

  Modulation of the chemiluminescent signal from N10-(3-sulfopropyl)-N-sulfonylacridinium-9-carboxamides

  摘要：

  Acridinium salts 3a-h were synthesized from the corresponding sulfonamides la-h and their chemiluminescence profiles were compared. The quantity of light emitted over the time studied did not correlate well with the pK(a) of sulfonamide leaving group. Rather, steric factors contributed the most to modulating the light output from these compounds. The mesitylsulfonyl substituent of acridinium salt 3d reduced the chemiluminescence signal by 20-fold relative to the reference acridinium salt 3a. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00624-9