1-<<2,3,4,5-tetrahydro-4-methylene-5-oxo-2-(4-phenylphenyl)furan-2-yl>methyl>-5-bromouracil

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-<<2,3,4,5-tetrahydro-4-methylene-5-oxo-2-(4-phenylphenyl)furan-2-yl>methyl>-5-bromouracil
• 英文别名: 5-bromo-1-[[4-methylidene-5-oxo-2-(4-phenylphenyl)oxolan-2-yl]methyl]pyrimidine-2,4-dione
• 化学式: C₂₂H₁₇BrN₂O₄
• 分子量: 453.292
• InChiKey: PIBKIDIBQULXPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴-4-苯基乙酰苯 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 、 锌 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-<<2,3,4,5-tetrahydro-4-methylene-5-oxo-2-(4-phenylphenyl)furan-2-yl>methyl>-5-bromouracil
  参考文献：
  名称：

  Synthesis and anticancer evaluation of certain α-methylene-γ-(4-substituted phenyl)-γ-butyrolactone bearing thymine, uracil, and 5-bromouracil

  摘要：

  Certain alpha-methylene-gamma-(4-substituted phenyl)-gamma-butyrolactone bearing thymine, uracil, and 5-bromouracil were synthesized and evaluated for their anticancer activity. These compounds demonstrated a strong growth inhibitory activity against leukemia cell lines. The anticancer potency for the substituents of the lactone C(gamma)-phenyl is in an order of 4-Ph > 4-Cl, 4-Br > 4-Me, 4-NO2 > 4-F. For the pyrimidine portion, 5-bromouracil is more potent than uracil and thymine. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00727-6

文献信息

• Synthesis and anticancer evaluation of certain α-methylene-γ-(4-substituted phenyl)-γ-butyrolactone bearing thymine, uracil, and 5-bromouracil
  作者：Kuan-Han Lee、Bor-Ruey Huang、Cherng-Chyi Tzeng

  DOI：10.1016/s0960-894x(98)00727-6

  日期：1999.1

  Certain alpha-methylene-gamma-(4-substituted phenyl)-gamma-butyrolactone bearing thymine, uracil, and 5-bromouracil were synthesized and evaluated for their anticancer activity. These compounds demonstrated a strong growth inhibitory activity against leukemia cell lines. The anticancer potency for the substituents of the lactone C(gamma)-phenyl is in an order of 4-Ph > 4-Cl, 4-Br > 4-Me, 4-NO2 > 4-F. For the pyrimidine portion, 5-bromouracil is more potent than uracil and thymine. (C) 1999 Elsevier Science Ltd. All rights reserved.