1,3-diethyl-5-(3-furan-2-ylallylidene)-2-thioxodihydropyrimidine-4,6-dione | 38307-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,3-diethyl-5-(3-furan-2-ylallylidene)-2-thioxodihydropyrimidine-4,6-dione
• 英文别名: 1,3-diethyl-5-(3-(furan-2-yl)allylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione；1,3-Diethyl-5-[3-(furan-2-yl)prop-2-enylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS: 38307-85-6
• 化学式: C₁₅H₁₆N₂O₃S
• 分子量: 304.37
• InChiKey: ZNPAAXBUUDAILM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  85.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二乙基硫脲 在 吡啶 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1,3-diethyl-5-(3-furan-2-ylallylidene)-2-thioxodihydropyrimidine-4,6-dione
  参考文献：
  名称：

  Design and synthesis of novel thiobarbituric acid derivatives targeting both wild-type and BRAF-mutated melanoma cells

  摘要：

  A series of novel thio-and seleno-barbituric acid derivatives were synthesized by varying the substituents at N1 and N3 (ethyl, methyl, allyl, and phenyl), and C5 tethered with dienyl and trienyl moieties attached to substituents such as phenyl, 2-furanyl, 2-thiophenyl, l-naphthyl, and 3-pyridyl. The cytotoxic potential of these derivatives was evaluated by using MTT assay against melanoma cell lines expressing either wild-type (CHL-1) or mutant (UACC 903) BRAF gene. Among all, 2b and 8b were identified as the most potent compounds. Both 2b and 8b inhibited viability of various melanoma cells and induced cell death as evidenced by Live and Dead assay. Western blot analysis showed that they induce PARP cleavage and inhibit anti-apoptotic Bcl-2, Bcl-xL and Survivin in a dose-dependent manner within 24 h of the treatment. Novel thiobarbituric acid analogs also inhibited viability of various other solid tumor cell lines, such as pancreatic, breast, and colon. Overall, 2b, 2d, and 8b emerged as the most effective compounds and make good leads for the development of future therapeutic agents. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.11.006

文献信息

• New Donor-Acceptor Stenhouse Adducts as Visible and Near Infrared Light Polymerization Photoinitiators
  作者：Guillaume Noirbent、Yangyang Xu、Aude-Héloise Bonardi、Sylvain Duval、Didier Gigmes、Jacques Lalevée、Frédéric Dumur

  DOI：10.3390/molecules25102317

  日期：——

  Polymerization photoinitiators that can be activated under low light intensity and in the visible range are being pursued by both the academic and industrial communities. To efficiently harvest light and initiate a polymerization process, dyes with high molar extinction coefficients in the visible range are ideal candidates. In this field, Donor-acceptor Stenhouse Adducts (DASA) which belong to a class

  可以在低光强度和可见光范围内激活的聚合光引发剂正在受到学术界和工业界的追捧。为了有效地收集光并引发聚合过程，在可见光范围内具有高摩尔消光系数的染料是理想的选择。在该领域，供体-受体Stenhouse加合物（DASA）属于一类新近发现的有机光致变色分子，目前仍缺乏实际应用。在这项工作中，提出了一系列基于 DASA 的染料作为光引发剂，用于暴露于近红外光（785 nm 激光二极管）后（甲基）丙烯酸酯的自由基聚合。