9-methoxy-5-methyl-6H-pyrido<4,3-b>carbazole-11-carboxaldehyde | 144733-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-methoxy-5-methyl-6H-pyrido<4,3-b>carbazole-11-carboxaldehyde
• 英文别名: 9-methoxy-5-methyl-6H-pyrido[4,3-b]carbazole-11-carbaldehyde
• CAS: 144733-99-3
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: VSRRPCWCPQTSDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-methoxy-5-methyl-6H-pyrido<4,3-b>carbazole-11-carboxaldehyde 在 sodium tetrahydroborate 作用下， 反应 5.0h， 生成 9-methoxy-5-methyl-6H-pyrido<4,3-b>carbazole-11-methanol
  参考文献：
  名称：

  N-Methylcarbamate derivatives of ellipticine and olivacine with cytotoxic activity against four human lung cancer cell lines

  摘要：

  A series of analogues of the antitumor alkaloids ellipticine and olivacine were tested for cytotoxicity against four human lung cancer cell lines: H69, N417, H460, and H358. Adriamycin (doxorubicin), ellipticine, olivacine, and celiptinium were used as standards. Adriamycin was cytotoxic at 2 muM and celiptinium was inactive at the highest concentrations tested (IC50 > 48 muM). N-methylcarbamates of 9-methoxy-6H-pyrido[4,3-b] carbazole 1-, 5-, and 11-methanols gave IC50 values ranging from 0.02 to 0.11 muM against N417, H460, and H358 and were only slightly less effective against H69.

  DOI：

  10.1021/jm00104a011
• 作为产物：
  描述：

  1-(3-carboxy-4-pyridyl)-1-(5'-methoxy-2'-indolyl)ethanol lactone 在 sodium tetrahydroborate 、 正丁基锂 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 生成 9-methoxy-5-methyl-6H-pyrido<4,3-b>carbazole-11-carboxaldehyde
  参考文献：
  名称：

  N-Methylcarbamate derivatives of ellipticine and olivacine with cytotoxic activity against four human lung cancer cell lines

  摘要：

  A series of analogues of the antitumor alkaloids ellipticine and olivacine were tested for cytotoxicity against four human lung cancer cell lines: H69, N417, H460, and H358. Adriamycin (doxorubicin), ellipticine, olivacine, and celiptinium were used as standards. Adriamycin was cytotoxic at 2 muM and celiptinium was inactive at the highest concentrations tested (IC50 > 48 muM). N-methylcarbamates of 9-methoxy-6H-pyrido[4,3-b] carbazole 1-, 5-, and 11-methanols gave IC50 values ranging from 0.02 to 0.11 muM against N417, H460, and H358 and were only slightly less effective against H69.

  DOI：

  10.1021/jm00104a011

文献信息

• N-Methylcarbamate derivatives of ellipticine and olivacine with cytotoxic activity against four human lung cancer cell lines
  作者：John C. Ruckdeschel、Sandeep P. Modi、Wageeh El-Hamouly、Enrico Portuese、Sydney Archer

  DOI：10.1021/jm00104a011

  日期：1992.12

  A series of analogues of the antitumor alkaloids ellipticine and olivacine were tested for cytotoxicity against four human lung cancer cell lines: H69, N417, H460, and H358. Adriamycin (doxorubicin), ellipticine, olivacine, and celiptinium were used as standards. Adriamycin was cytotoxic at 2 muM and celiptinium was inactive at the highest concentrations tested (IC50 > 48 muM). N-methylcarbamates of 9-methoxy-6H-pyrido[4,3-b] carbazole 1-, 5-, and 11-methanols gave IC50 values ranging from 0.02 to 0.11 muM against N417, H460, and H358 and were only slightly less effective against H69.