N-(2-(1H-indol-3-yl)ethyl)-4-methoxyacridin-9-amine | 1217181-72-0

• 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: N-(2-(1H-indol-3-yl)ethyl)-4-methoxyacridin-9-amine
• 英文别名: N-[2-(1H-indol-3-yl)ethyl]-4-methoxyacridin-9-amine
• CAS: 1217181-72-0
• 化学式: C₂₄H₂₁N₃O
• 分子量: 367.45
• InChiKey: VDXZGBDLAWWJHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  色胺 、 9-chloro-4-methoxyacridine 以 甲醇 为溶剂， 反应 14.0h， 以88%的产率得到N-(2-(1H-indol-3-yl)ethyl)-4-methoxyacridin-9-amine
  参考文献：
  名称：

  Synthesis, anti-inflammatory and anticancer activity evaluation of some novel acridine derivatives

  摘要：

  Condensation of 9-chloro-2,4-(un)substituted acridines (la-c) with various amines (2a-e) and 9-isothiocyanato-2,4-(un)substituted acridines (4a,b) with different amines (2a,b,d,e) gave condensed products 3a-o and 5a-g respectively. Compounds 3a-o and Sa-g were screened for anti-inflammatory activity at a dose of 50 mg/kg p.o. Compound 3e exhibited 41.17% anti-inflammatory activity which is better than most commonly used standard drug ibuprofen which showed 39% anti-inflammatory (at 50 mg/kg p.o.) activity. Anticancer activity evaluation of compounds 3a-o and Sa-g was carried out against a small panel of human cancer cell lines and compounds 3g, 3m and 5g exhibited good anticancer activity against breast (MCF-7), liver (HEP-2), colon (COLO-205, 502713, HCT-15), lung (A-549) and neuroblastoma (IMR-32) cancer cell lines at a concentration of 1 x 10(-5) M. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.10.042

文献信息

• Synthesis, anti-inflammatory and anticancer activity evaluation of some novel acridine derivatives
  作者：Sham M. Sondhi、Jaiveer Singh、Reshma Rani、P.P. Gupta、S.K. Agrawal、A.K. Saxena

  DOI：10.1016/j.ejmech.2009.10.042

  日期：2010.2

  Condensation of 9-chloro-2,4-(un)substituted acridines (la-c) with various amines (2a-e) and 9-isothiocyanato-2,4-(un)substituted acridines (4a,b) with different amines (2a,b,d,e) gave condensed products 3a-o and 5a-g respectively. Compounds 3a-o and Sa-g were screened for anti-inflammatory activity at a dose of 50 mg/kg p.o. Compound 3e exhibited 41.17% anti-inflammatory activity which is better than most commonly used standard drug ibuprofen which showed 39% anti-inflammatory (at 50 mg/kg p.o.) activity. Anticancer activity evaluation of compounds 3a-o and Sa-g was carried out against a small panel of human cancer cell lines and compounds 3g, 3m and 5g exhibited good anticancer activity against breast (MCF-7), liver (HEP-2), colon (COLO-205, 502713, HCT-15), lung (A-549) and neuroblastoma (IMR-32) cancer cell lines at a concentration of 1 x 10(-5) M. (C) 2009 Elsevier Masson SAS. All rights reserved.