5-[[5-Methoxy-1-(naphthalene-1-carbonyl)indol-3-yl]methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione | 1424353-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-[[5-Methoxy-1-(naphthalene-1-carbonyl)indol-3-yl]methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS: 1424353-61-6
• 化学式: C₂₅H₁₇N₃O₄S
• 分子量: 455.494
• InChiKey: GWTLYZWGZAMXMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,6-二羟基-2-巯基嘧啶 、 以 甲醇 为溶剂， 生成 5-[[5-Methoxy-1-(naphthalene-1-carbonyl)indol-3-yl]methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
  参考文献：
  名称：

  5-((1-Aroyl-1H-indol-3-yl)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-diones as potential anticancer agents with anti-inflammatory properties

  摘要：

  A series of novel 5-((1-aroyl-1H-indol-3-yl)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-diones (3a-z) have been evaluated for in vitro cytotoxicity against a panel of 60 human tumor cell lines. Compound 3k exhibited the most potent growth inhibition against melanoma MDA-MB-435 cells (GI(50) = 850 nM), against leukemia SR cancer cells (GI(50) = 1.45 mu M), and OVCAR-3 (GI(50) = 1.26 mu M) ovarian cancer cell lines. The structurally related compound 3s had a GI(50) value of 1.77 mu M against MDA-MB-435 cells. The N-naphthoyl analogue 3t had GI(50) values of 1.30 and 1.91 mu M against HOP-92 non-small cell lung cancer and MDA-MB-435 melanoma cell lines, respectively. The related analogue 3w had GI(50) values of 1.09 mu M against HOP-92 non-small cell lung cancer cell lines. Interestingly, docking of the two active molecules 3k and 3w into the active site of COX-2 indicates that these compounds are COX-2 ligands with strong hydrophobic and hydrogen bonding interactions. Thus, compounds 3k, 3t, 3s, and 3w constitute a new class of anticancer/anti-inflammatory agents that may have unique potential for cancer therapy. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.053

文献信息

• [EN] POLYMERASE, ENDONUCLEASE, AND HELICASE INHIBITORS AND METHODS OF USING THEREOF<br/>[FR] INHIBITEURS DE POLYMÉRASE, D'ENDONUCLÉASE ET D'HÉLICASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV ARKANSAS

  公开号：WO2014176351A1

  公开（公告）日：2014-10-30

  Inhibitors of DNA damage polymerases, endonucleases, and helicases are provided. In particular, compounds comprising Formula (I) are described.

  提供了抑制DNA损伤聚合酶、内切酶和解旋酶的抑制剂。具体而言，描述了包含式(I)的化合物。