5-(4-fluorophenyl)-2-methyl-6-(4-pyridyl)thieno[2,3-d]pyrimidin-4(3H)-one | 409059-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 5-(4-fluorophenyl)-2-methyl-6-(4-pyridyl)thieno[2,3-d]pyrimidin-4(3H)-one
• 英文别名: 5-(4-fluorophenyl)-2-methyl-6-pyridin-4-yl-3H-thieno[2,3-d]pyrimidin-4-one
• CAS: 409059-44-5
• 化学式: C₁₈H₁₂FN₃OS
• 分子量: 337.377
• InChiKey: ZSLAZJMYNCQFGI-UHFFFAOYSA-N

物化性质

• 沸点：
  482.8±55.0 °C(predicted)
• 密度：
  1.42±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-fluorophenyl)-2-methyl-6-(4-pyridyl)thieno[2,3-d]pyrimidin-4(3H)-one 在 三氯氧磷 作用下， 反应 7.0h， 生成 4-chloro-5-(4-fluorophenyl)-2-methyl-6-(4-pyridyl)thieno[2,3-d]pyrimidine
  参考文献：
  名称：

  Design, synthesis and bioactivities of novel diarylthiophenes: inhibitors of tumor necrosis factor-α (TNF-α) production

  摘要：

  The design, synthesis and SAR of novel diarylthiophene derivatives were performed. These compounds were designed by structural hybridization of TNF-alpha production inhibitors bearing 4-fluorophenyl and 4-pyridyl groups such as FR133605, FR167653 and SB210313, and 6-acetyl-3-ethoxycarbonyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine (1) found previously by us. As a result, several compounds were more potent in vitro than FR133605 against TNF-alpha production stimulated with lipopolysaccharide (LPS). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00224-9
• 作为产物：
  描述：

  对氟苯甲酸乙酯 在 吡啶 、 sulfur 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 80.0h， 生成 5-(4-fluorophenyl)-2-methyl-6-(4-pyridyl)thieno[2,3-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  Design, synthesis and bioactivities of novel diarylthiophenes: inhibitors of tumor necrosis factor-α (TNF-α) production

  摘要：

  The design, synthesis and SAR of novel diarylthiophene derivatives were performed. These compounds were designed by structural hybridization of TNF-alpha production inhibitors bearing 4-fluorophenyl and 4-pyridyl groups such as FR133605, FR167653 and SB210313, and 6-acetyl-3-ethoxycarbonyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine (1) found previously by us. As a result, several compounds were more potent in vitro than FR133605 against TNF-alpha production stimulated with lipopolysaccharide (LPS). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00224-9

文献信息

• Design, synthesis and bioactivities of novel diarylthiophenes: inhibitors of tumor necrosis factor-α (TNF-α) production
  作者：M Fujita

  DOI：10.1016/s0968-0896(02)00224-9

  日期：2002.10

  The design, synthesis and SAR of novel diarylthiophene derivatives were performed. These compounds were designed by structural hybridization of TNF-alpha production inhibitors bearing 4-fluorophenyl and 4-pyridyl groups such as FR133605, FR167653 and SB210313, and 6-acetyl-3-ethoxycarbonyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine (1) found previously by us. As a result, several compounds were more potent in vitro than FR133605 against TNF-alpha production stimulated with lipopolysaccharide (LPS). (C) 2002 Elsevier Science Ltd. All rights reserved.