10-chloro-6-dimethylamino-12H-thiochromeno[2,3-c]quinolin-12-one

• 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: 10-chloro-6-dimethylamino-12H-thiochromeno[2,3-c]quinolin-12-one
• 英文别名: 10-Chloro-6-(dimethylamino)thiochromeno[2,3-c]quinolin-12-one；10-chloro-6-(dimethylamino)thiochromeno[2,3-c]quinolin-12-one
• 化学式: C₁₈H₁₃ClN₂OS
• 分子量: 340.833
• InChiKey: MQMIWWFYKZAXRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (4-氯苯基硫酚)乙酸 在 sodium carbonate 、 三氯氧磷 作用下， 以 二甲基亚砜 为溶剂， 反应 59.0h， 生成 10-chloro-6-dimethylamino-12H-thiochromeno[2,3-c]quinolin-12-one
  参考文献：
  名称：

  Thiochromeno[2,3-c]quinolin-12-one derivatives, preparation method and application thereof

  摘要：

  本发明提供了一系列新型的噻色醇并[2,3-c]喹啉-12-酮衍生物。此外，本发明还提供了所述衍生物的制备方法和应用，所述应用包括：将所述衍生物与治疗有效量制备成药物组合物，用于抑制拓扑异构酶I和II的活性，抑制癌细胞生长，进一步治疗癌症。

  公开号：

  US08927717B1

文献信息

• Thiochromeno[2,3-c]quinolin-12-one derivatives, preparation method and application thereof
  申请人：National Defense Medical Center

  公开号：US08927717B1

  公开（公告）日：2015-01-06

  The invention provides a series of novel thiochromeno[2,3-c]quinolin-12-one derivatives. Further, the invention also provides the preparation method and application of said derivatives, said application comprises: said derivatives with treating effective amount are prepared into pharmaceutical compositions for inhibition of topoisomerase type I and II, inhibition of cancer cell growth, further treating cancer.

  本发明提供了一系列新型的噻色醇并[2,3-c]喹啉-12-酮衍生物。此外，本发明还提供了所述衍生物的制备方法和应用，所述应用包括：将所述衍生物与治疗有效量制备成药物组合物，用于抑制拓扑异构酶I和II的活性，抑制癌细胞生长，进一步治疗癌症。
• Thiochromeno[2,3-c]quinolin-12-one derivatives and their use as topoisomerase inhibitors
  申请人：National Defense Medical Center

  公开号：EP3002287B1

  公开（公告）日：2018-01-31
• US8927717B1
  申请人：——

  公开号：US8927717B1

  公开（公告）日：2015-01-06
• Structure-based hybridization, synthesis and biological evaluation of novel tetracyclic heterocyclic azathioxanthone analogues as potential antitumor agents
  作者：Tsung-Chih Chen、Chia-Lun Wu、Chia-Chung Lee、Chun-Liang Chen、Dah-Shyong Yu、Hsu-Shan Huang

  DOI：10.1016/j.ejmech.2014.09.050

  日期：2015.10

  A series of tetracyclic heterocyclic azathioxanthones were synthesized and evaluated for cell proliferations, topoisomerase inhibitions, and NCI-60 cell panel assay, respectively. Compounds 5, 7, 8, 16, and 19 were selected for topoisomerase assay after MTT assay. 7 not only showed cytotoxic effect (IC50 2.84 +/- 0.64 mu M) in PC-3 cells but also revealed topoisomerases inhibition with IC50 (10-25 mu M) and increased apoptotic cleavage of PARP and caspase 3 activity. The overall of novel azathioxanthones with different cytostatic and cytotoxic activities should be further developed as new potential candidates for anticancer drugs. (C) 2015 Elsevier Masson SAS. All rights reserved.