1,4-dimethoxyacridine | 323179-74-4

• 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: 1,4-dimethoxyacridine
• 英文别名: 1,4-dimethoxy-acridine；1,4-Dimethoxy-acridin
• CAS: 323179-74-4
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: FOAMVYACVUBGBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-dimethoxyacridine 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.33h， 以83%的产率得到1,4-acridinequinone
  参考文献：
  名称：

  Synthesis of Acridine–Quinone Systems—A Potential Electrochemical Fluorescent Switch

  摘要：

  The synthesis of various acridine-quinones is reported. The fluorescence-quenching quinone moiety has been incorporated into various acridine molecules, each having a different functionality at the ninth position of the acridine ring. It is envisaged that the quenching nature of the quinone will lead to the fluorescent properties of the acridine being controlled in a way similar to turning on a light switch.

  DOI：

  10.1080/00397910802154261
• 作为产物：
  描述：

  邻氯苯甲酸钾 在 盐酸 、 sodium amalgam 、 乙醇 、 异戊醇 、 水 、 铜 、 碳酸氢钠 、 copper(l) chloride 、 三氯氧磷 作用下， 生成 1,4-dimethoxyacridine
  参考文献：
  名称：

  Scherlin et al., Zhurnal Obshchei Khimii, 1938, vol. 8, p. 884,887

  摘要：

  DOI：

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
• Scherlin et al., Zhurnal Obshchei Khimii, 1938, vol. 8, p. 884,887
  作者：Scherlin et al.

  DOI：——

  日期：——
• Synthesis of Acridine–Quinone Systems—A Potential Electrochemical Fluorescent Switch
  作者：Verity J. Litchfield、Robert B. Smith、Anthony M. Franklin、James Davis

  DOI：10.1080/00397910802154261

  日期：2008.9.29

  The synthesis of various acridine-quinones is reported. The fluorescence-quenching quinone moiety has been incorporated into various acridine molecules, each having a different functionality at the ninth position of the acridine ring. It is envisaged that the quenching nature of the quinone will lead to the fluorescent properties of the acridine being controlled in a way similar to turning on a light switch.