3,6-bis[2-(1-piperidino)ethoxy]acridine | 81541-32-4

• 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: 3,6-bis[2-(1-piperidino)ethoxy]acridine
• 英文别名: 3,6-bis(2-piperidinoethoxy)acridine；CL246738；Acridine, 3,6-bis(2-(1-piperidinyl)ethoxy)-；3,6-bis(2-piperidin-1-ylethoxy)acridine
• CAS: 81541-32-4
• 化学式: C₂₇H₃₅N₃O₂
• 分子量: 433.594
• InChiKey: QKPASNYRBWHSBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  37.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,6-bis[2-(1-piperidino)ethoxy]acridine 以 N-氯代丁二酰亚胺 、 硫酸 为溶剂， 生成 4,5-dichloro-3,6-bis[2-(1-piperidino)ethoxy]acridine
  参考文献：
  名称：

  3,6 Bis(substituted) acridine derivatives

  摘要：

  公开号：

  EP0180812B1
• 作为产物：
  描述：

  3,6-bis(2-chloroethoxy)acridine hydrochloride 以 哌啶 为溶剂， 生成 3,6-bis[2-(1-piperidino)ethoxy]acridine
  参考文献：
  名称：

  Substituted acridine derivatives useful as modulators of the immune

  摘要：

  这项发明涉及新型取代吖啶化合物，可用作温血动物免疫系统的调节剂。

  公开号：

  US04666917A1

文献信息

• Synthesis of 3,6-bis(aminoalkoxy)acridines and their effect on the immune system
  作者：Robert B. Angier、Ronald V. Citarella、Martin Damiani、Paul F. Fabio、Thomas L. Fields、Soon M. Kang、Yangi Lin、Howard F. Lindh、K. C. Murdock

  DOI：10.1021/jm00366a010

  日期：1983.12

  A series of 3,6-bis(aminoalkoxy)acridines (2) was prepared and shown to have a protective antiviral effect against an interferon-sensitive virus (Columbia SK) and to partially restore an antibody response to a T-cell-dependent antigen in leukemic immunosuppressed mice. The presence of circulating interferon and the stimulation of natural killer cell activity in mice was observed for 21.

  制备了一系列3,6-双（氨基烷氧基）ac啶（2），显示对干扰素敏感病毒（Columbia SK）具有保护性抗病毒作用，并部分恢复对T细胞依赖性抗原的抗体反应在白血病免疫抑制小鼠中。观察到21小鼠中循环干扰素的存在和自然杀伤细胞活性的刺激。
• Substituted acridine derivatives useful as modulators of the immune
  申请人：American Cyanamid Company

  公开号：US04666917A1

  公开（公告）日：1987-05-19

  This invention concerns novel substituted acridine compounds which are useful as modulators of the immune system in warm-blooded animals.

  这项发明涉及新型取代吖啶化合物，可用作温血动物免疫系统的调节剂。
• Certain 3,6-bis-(heteroaminoalkoxy) acridines
  申请人：——

  公开号：US04314061A1

  公开（公告）日：1982-02-02

  This disclosure describes compositions of matter useful for inducing the regression of tumors in warm-blooded animals and for enhancing the immune system, and the method of treatment of tumors and enhancing the immune response in mammals therewith, the active ingredients of said compositions of matter being certain 3,6-bis(aminoalkoxy)acridines or the pharmacologically acceptable acid-addition salts thereof.

  本公开说明了一种用于诱导温血动物肿瘤退化和增强免疫系统的物质组成，以及所述物质组成的活性成分为某些3,6-双（氨基烷氧基）蒽啉或其药理学上可接受的酸加成盐，用于治疗哺乳动物肿瘤和增强其免疫反应的方法。
• 3,6-bis (substituted) acridine N-oxides and N,N-dioxides and methods of
  申请人：American Cyanamid Company

  公开号：US04696936A1

  公开（公告）日：1987-09-29

  This invention concerns novel 3,6-bis(substituted) acridine N-oxides and N,N-dioxides which are active as modulators of the immune system in warm-blooded animals.

  这项发明涉及新型的3,6-双(取代基)蒽N-氧化物和N,N-二氧化物，它们在温血动物的免疫系统调节中具有活性。
• Substituted 3,6 bis-(aminoalkoxy)acridines, and a process for their preparation
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0031407A1

  公开（公告）日：1981-07-08

  Compounds selected from the group consisting of those of the formula: wherein n is the integer 1, 2 or 3; R1 and R2 are each hydrogen or methyl; R3 and R4 are the same or different and are hydrogen or straight chain or branched alkyl (C1-C4); and R3 and R4 taken together with the associated N(itro- gen) is pyrrolidino, piperidino, morpholino or N-methylpiperazino; and R5, R6 and R, may be the same or different and are selected from the group consisting of hydrogen, fluoro, chloro, bromo and nitro; with the proviso that when n is one or two and R, and R2 are hydrogen or methyl and R3 and R4 are lower alkyl then at least one of Rs, R6 and R7 must be a substituent other than hydrogen; the pharmacologically acceptable metal complexes thereof and the pharmacologically acceptable acid-addition salts thereof. A process for their preparation and compositions of matter useful for inducing the regression of tumors in warm-blooded animals and for enhancing the immune system, and the method of treatment of tumors and enhancing the immune response in mammals therewith, the active ingredients of said compositions of matter being certain 3,6-bis(aminoalkoxy)acridines or the pharmacologically acceptable acidaddition salts thereof.

  选自由下列式子组成的化合物组 其中 n 为整数 1、2 或 3；R1 和 R2 分别为氢或甲基；R3 和 R4 相同或不同，且为氢或直链或支链烷基（C1-C4）；R3 和 R4 与相关的 N(itro-gen)合在一起为吡咯烷基、哌啶基、吗啉基或 N-甲基哌嗪基；R5、R6 和 R 可以相同或不同，且选自由氢、氟、氯、溴和硝基组成的组；但条件是，当 n 为 1 或 2，R 和 R2 为氢或甲基，R3 和 R4 为低级烷基时，Rs、R6 和 R7 中至少有一个必须是氢以外的取代基；其药理上可接受的金属络合物及其药理上可接受的酸加成盐。 一种用于诱导温血动物肿瘤消退和增强免疫系统的制备工艺和物质组合物，以及用其治疗肿瘤和增强哺乳动物免疫反应的方法，所述物质组合物的活性成分是某些3,6-双(氨基烷氧基)吖啶或其药理学上可接受的酸加成盐。