吖啶-9-基-(3-二甲基铵基丙基)铵二氯化物 | 13365-37-2

• 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
• 中文名称: 吖啶-9-基-(3-二甲基铵基丙基)铵二氯化物
• 英文名称: 9-(3'-dimethylaminopropylamino)acridine
• 英文别名: MMV000448；9-(3-Dimethylaminopropylamino)acridin；9-((3-Dimethylaminopropyl)amino)acridine；N-acridin-9-yl-N',N'-dimethylpropane-1,3-diamine
• CAS: 13365-37-2
• 化学式: C₁₈H₂₁N₃
• 分子量: 279.385
• InChiKey: VJGUBCUGFXDMEX-UHFFFAOYSA-N

物化性质

• 溶解度：
  >41.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  9-氯吖啶 、 N,N-二甲基-1,3-二氨基丙烷 在 苯酚 作用下， 生成 吖啶-9-基-(3-二甲基铵基丙基)铵二氯化物
  参考文献：
  名称：

  多种分子识别和催化作用。带有阴离子结合位点，嵌入基团和催化位点的受体分子的核苷酸结合和ATP水解

  摘要：

  包含大环多胺作为阴离子受体亚基和an啶基团用于堆叠相互作用的多位受体分子（1）通过多位点结合牢固结合水溶液中的核苷酸，并以增加的选择性催化ATP水解。

  DOI：

  10.1039/c39880000596

文献信息

• Methods and compositions for restoring conformational stability of a protein of the p53 family
  申请人：Pfizer Products Inc.

  公开号：EP1854509A2

  公开（公告）日：2007-11-14

  There is provided the use of an organic non-peptide compound that binds to one or more domains of a human protein of the p53 family under physiological conditions and stabilizes a functional conformation therein for the preparation of a medicament for promoting the activity of a human protein of the p53 family, wherein one or more functional activities of said protein are at least partially impaired by the inability of said protein to maintain a functional conformation under physiological condition. Such compound may be used in the treatment of cancer due to impaired activity of p53 family proteins (p53,p63 or p73).

  提供了一种有机非肽化合物的用途，该化合物能在生理条件下与人类 p53 家族蛋白的一个或多个结构域结合并稳定其中的功能构象，用于制备促进人类 p53 家族蛋白活性的药物，其中所述蛋白的一个或多个功能活性至少部分因所述蛋白无法在生理条件下保持功能构象而受损。这种化合物可用于治疗因 p53 家族蛋白（p53、p63 或 p73）活性受损而导致的癌症。
• Kunikowski, Antoni; Ledochowski, Andrzej, Polish Journal of Chemistry, 1983, vol. 57, # 4/5/6, p. 435 - 445
  作者：Kunikowski, Antoni、Ledochowski, Andrzej

  DOI：——

  日期：——
• Horowska, Barbara; Ledochowski, Andrzej; Dlugozima, Andrzej, Polish Journal of Chemistry, 1982, vol. 56, # 3, p. 587 - 592
  作者：Horowska, Barbara、Ledochowski, Andrzej、Dlugozima, Andrzej

  DOI：——

  日期：——
• [EN] ACRIDINE ACTIVATION OF P53 AND USES THEREOF<br/>[FR] ACTIVATION DE P53 PAR L'ACRIDINE ET UTILISATIONS CORRESPONDANTES
  申请人：UNIV PENNSYLVANIA

  公开号：WO2008010984A3

  公开（公告）日：2008-08-14
• Hypoxia-selective antitumor agents. 2. Electronic effects of 4-substituents on the mechanisms of cytotoxicity and metabolic stability of nitracrine derivatives
  作者：William R. Wilson、Larry H. Thompson、Robert F. Anderson、William A. Denny

  DOI：10.1021/jm00121a007

  日期：1989.1

  The mechanism of cytotoxicity of a series of 4-substituted derivatives of 9-[[3-(dimethylamino)propyl]amino]-1-nitroacridine (nitracrine) has been studied, using a panel of DNA repair-defective mutants of the Chinese hamster ovary cell line AA8. Cell lines UV-4 and UV-5 were hypersensitive to nitracrine, with sensitivities approximately 10-fold greater than that of AA8, while EM-9 showed a hypersensitivity factor (HF) of about 2-fold. This pattern suggests the major cytotoxic lesions induced by nitracrine are bulky DNA monoadducts, rather than DNA interstrand cross-links as previously suggested. The desnitro analogue of nitracrine, which retains the intercalative potential of the latter but cannot be metabolically activated by nitro reduction, showed no hypersensitivity, indicating the specificity with which this panel of cell lines can discriminate different types of DNA damage. Several of the highly cytotoxic 4-substituted nitracrine derivatives showed HFs similar to that of the parent, but the less potent 4-dialkylamino and 4-COOMe derivatives showed much lower HFs for UV-4, suggesting that different mechanisms of cytotoxicity contribute. All compounds showed similar HFs under both aerobic and hypoxic conditions, indicating that hypoxia-selective toxicity in this series is due to a quantitative rather than qualitative change in the presence of oxygen. Rates of metabolic consumption of the compounds were measured under both aerobic and hypoxic conditions by bioassay against the sensitive UV-4 cell line. The results agreed well with previous inferences on metabolic stability derived from cell-killing kinetics and showed that electron-donating 4-substituents can be used to increase metabolic stability in vitro. Such stabilization may enhance the therapeutic utility of the nitroacridines in cancer therapy since rapid metabolism of nitracrine appears to prevent its activity against hypoxic cells in solid tumors.