5-<4-(2,4-hexadienoyloxy)butyl>-2-thiouracil

• 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: 5-<4-(2,4-hexadienoyloxy)butyl>-2-thiouracil
• 英文别名: 5-[4-(2,4-hexadienoyloxy)butyl]-2-thiouracil；4-(4-oxo-2-sulfanylidene-1H-pyrimidin-5-yl)butyl (2E,4E)-hexa-2,4-dienoate
• 化学式: C₁₄H₁₈N₂O₃S
• 分子量: 294.375
• InChiKey: HFYOBXRDPDREDT-CRBCFSCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  99.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  山梨酸 、 5-(4-hydroxybutyl)-2-thiouracil 在 吡啶 、 N,N'-二环己基碳二亚胺 作用下， 反应 2.0h， 生成 5-<4-(2,4-hexadienoyloxy)butyl>-2-thiouracil
  参考文献：
  名称：

  Affinity therapeutics. 1. Selective incorporation of 2-thiouracil derivatives in murine melanomas. Cytostatic activity of 2-thiouracil arotinoids, 2-thiouracil retinoids, arotinoids, and retinoids

  摘要：

  The incorporation of 2-[35S]thiouracil and two of its derivatives into murine melanomas, in vivo, was studied. It was confirmed [J. R. Whittaker, J. Biol. Chem., 246, 6217--6226 (1971)] that 2-thiouracil has a marked affinity for melanin-producing tissue and that an affinity for such tissue could be sustained by 5-substituted 2-thiouracils. A series of derivatives of arotinoids and retinoids, with or without a 2-thiouracil group as a potential carrier to obtain affinity for melanomas, was examined for cytostatic activity, in vitro. None of these showed significant activity against murine melanomas.

  DOI：

  10.1021/jm00350a014

文献信息

• Affinity therapeutics. 1. Selective incorporation of 2-thiouracil derivatives in murine melanomas. Cytostatic activity of 2-thiouracil arotinoids, 2-thiouracil retinoids, arotinoids, and retinoids
  作者：Frank Waetjen、Ole Buchardt、Eyvind Langvad

  DOI：10.1021/jm00350a014

  日期：1982.8

  The incorporation of 2-[35S]thiouracil and two of its derivatives into murine melanomas, in vivo, was studied. It was confirmed [J. R. Whittaker, J. Biol. Chem., 246, 6217--6226 (1971)] that 2-thiouracil has a marked affinity for melanin-producing tissue and that an affinity for such tissue could be sustained by 5-substituted 2-thiouracils. A series of derivatives of arotinoids and retinoids, with or without a 2-thiouracil group as a potential carrier to obtain affinity for melanomas, was examined for cytostatic activity, in vitro. None of these showed significant activity against murine melanomas.