2-amino-3-ethoxycarbonyl-4-(4-fluorophenyl)-5-(4-pyridyl)thiophene | 512786-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-amino-3-ethoxycarbonyl-4-(4-fluorophenyl)-5-(4-pyridyl)thiophene
• 英文别名: Ethyl 2-amino-4-(4-fluorophenyl)-5-pyridin-4-ylthiophene-3-carboxylate
• CAS: 512786-09-3
• 化学式: C₁₈H₁₅FN₂O₂S
• 分子量: 342.394
• InChiKey: DZEGBRDQHBJHGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  异丁酰氯 、 2-amino-3-ethoxycarbonyl-4-(4-fluorophenyl)-5-(4-pyridyl)thiophene 在 吡啶 作用下， 反应 2.0h， 以16%的产率得到3-ethoxycarbonyl-2-isobutyrylamino-4-(4-fluorophenyl)-5-(4-pyridyl)thiophene
  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 sulfur 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 73.0h， 生成 2-amino-3-ethoxycarbonyl-4-(4-fluorophenyl)-5-(4-pyridyl)thiophene
  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