4-acetylamino-6-methoxy-3H-pyrido[2,3,4-kl]acridine | 292068-53-2

• 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: 4-acetylamino-6-methoxy-3H-pyrido[2,3,4-kl]acridine
• 英文别名: 3H-4-acetylamino-6-methoxypyrido[2,3,4-kl]acridine
• CAS: 292068-53-2
• 化学式: C₁₈H₁₅N₃O₂
• 分子量: 305.336
• InChiKey: YGVACUCEOHFKTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.25
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-acetylamino-6-methoxy-3H-pyrido[2,3,4-kl]acridine 在 ammonium cerium(IV) nitrate 、 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 2.17h， 以60%的产率得到4-aminobenzo[de][3,6]phenanthrolin-6(6H)-one
  参考文献：
  名称：

  Preparation of New Pyridoacridine Derivatives and Formal Synthesis of 11-Hydroxyascididemine

  摘要：

  The preparation of pyrido[2,3,4-kl]acridin-6-ones substituted at position 4 following our previous methodology is described. A new synthetic route for the preparation of aminopyridoacridone 16, used before for the synthesis of the 11-hydroxyascididemine, is described. The cytotoxic activity of pyridoacridones 19 and 20 in four cell lines is reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00251-9
• 作为产物：
  描述：

  6-methoxy-3H-pyrido[2,3,4-kl]acridine 在 Cu(NO₃)3 、 tin(ll) chloride 作用下， 以 甲醇 、 乙酸酐 为溶剂， 反应 5.5h， 生成 4-acetylamino-6-methoxy-3H-pyrido[2,3,4-kl]acridine
  参考文献：
  名称：

  Preparation of New Pyridoacridine Derivatives and Formal Synthesis of 11-Hydroxyascididemine

  摘要：

  The preparation of pyrido[2,3,4-kl]acridin-6-ones substituted at position 4 following our previous methodology is described. A new synthetic route for the preparation of aminopyridoacridone 16, used before for the synthesis of the 11-hydroxyascididemine, is described. The cytotoxic activity of pyridoacridones 19 and 20 in four cell lines is reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00251-9

文献信息

• Cytotoxic pyrido[2,3,4-ki]acridine derivatives, their preparation and their therapeutic use
  申请人：Universidad de Barcelona

  公开号：US06559161B1

  公开（公告）日：2003-05-06

  The invention provides compounds of formula (I) wherein R1 represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms, a hydroxy group, an alkoxy group having from 1 to 6 carbon atoms, a halogen atom, a nitro group, an amino group, a monoalkylamino group wherein the alkyl moiety has from 1 to 6 carbon atoms, a dialkylamino group wherein each alkyl moiety may be the same or different and each has from 1 to 6 carbon atoms, a dialkoxyamino group wherein each alkoxy moiety may be the same or different and each has from 1 to 6 carbon atoms, an alkanoyalmino group having from 1 to 20 carbon atoms or an alkanesulfonylamino group having from 1 to 6 carbon atoms; R2 represents a hydrogen atom or an alkyl group having from 1 to 6 carbon atoms; and R3 represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms or an alkoxy group having from 1 to 6 carbon atoms; and pharmaceutically acceptable salts thereof. The compounds exhibit activity against a wide variety of mammalian cancer cell lines.

  本发明提供了如下公式(I)的化合物： 其中 R1代表氢原子、具有1至6个碳原子的烷基、羟基、具有1至6个碳原子的烷氧基、卤素原子、硝基、氨基、具有1至6个碳原子的单烷基氨基、每个烷基基团可以相同或不同且每个具有1至6个碳原子的二烷基氨基、每个烷氧基团可以相同或不同且每个具有1至6个碳原子的二烷氧基氨基、具有1至20个碳原子的烷基乙酰胺基或具有1至6个碳原子的烷基亚磺酰氨基； R2代表氢原子或具有1至6个碳原子的烷基；以及 R3代表氢原子、具有1至6个碳原子的烷基或具有1至6个碳原子的烷氧基； 以及它们的药用可接受盐。这些化合物对各种哺乳动物癌细胞系具有活性。
• NEW CYTOTOXIC PYRIDO 2,3,4-kl]ACRIDINE DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC USE
  申请人：Universidad de Barcelona

  公开号：EP1200434B1

  公开（公告）日：2003-05-14
• US6559161B1
  申请人：——

  公开号：US6559161B1

  公开（公告）日：2003-05-06
• Preparation of New Pyridoacridine Derivatives and Formal Synthesis of 11-Hydroxyascididemine
  作者：Mercedes Álvarez、Lidia Feliu、Wadi Ajana、John A Joule

  DOI：10.1016/s0040-4020(00)00251-9

  日期：2000.6

  The preparation of pyrido[2,3,4-kl]acridin-6-ones substituted at position 4 following our previous methodology is described. A new synthetic route for the preparation of aminopyridoacridone 16, used before for the synthesis of the 11-hydroxyascididemine, is described. The cytotoxic activity of pyridoacridones 19 and 20 in four cell lines is reported. (C) 2000 Elsevier Science Ltd. All rights reserved.