5-Acetyl-6,7-dihydro-5H-benzo[b]thiophen-4-one | 19983-48-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Acetyl-6,7-dihydro-5H-benzo[b]thiophen-4-one
• 英文别名: Benzo[b]thiophen-4(5H)-one, 5-acetyl-6,7-dihydro-；5-acetyl-6,7-dihydro-5H-1-benzothiophen-4-one
• CAS: 19983-48-3
• 化学式: C₁₀H₁₀O₂S
• 分子量: 194.254
• InChiKey: UOBJWEHBSJKKTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  62.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Acetyl-6,7-dihydro-5H-benzo[b]thiophen-4-one 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 以85%的产率得到1-(4-羟基-1-苯并噻吩-5-基)乙酮
  参考文献：
  名称：

  Synthesis of 4-hydroxy-1-methylindole and benzo[b]thiophen-4-ol based unnatural flavonoids as new class of antimicrobial agents☆

  摘要：

  Synthesis of nitrogen and sulfur heterocyclic mimics of furanoflavonoids have been achieved for the first time. Synthesized flavonoid alkaloids and thiophenyl flavonoids have been screened for antifungal and antibacterial activities. All the test compounds barring 25 exhibited antifungal activity. The compound 19 was the best and showed comparable MICs to the known compound karanjin. Compounds 5, 12, 14 and 22 also showed comparable MIC to karanjin. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.032
• 作为产物：
  描述：

  4,5,6,7-四氢-4-苯并噻吩 、 乙酸乙酯 在 potassium hydride 、 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 以80%的产率得到5-Acetyl-6,7-dihydro-5H-benzo[b]thiophen-4-one
  参考文献：
  名称：

  Synthesis of 4-hydroxy-1-methylindole and benzo[b]thiophen-4-ol based unnatural flavonoids as new class of antimicrobial agents☆

  摘要：

  Synthesis of nitrogen and sulfur heterocyclic mimics of furanoflavonoids have been achieved for the first time. Synthesized flavonoid alkaloids and thiophenyl flavonoids have been screened for antifungal and antibacterial activities. All the test compounds barring 25 exhibited antifungal activity. The compound 19 was the best and showed comparable MICs to the known compound karanjin. Compounds 5, 12, 14 and 22 also showed comparable MIC to karanjin. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.032

文献信息

• Synthesis of 4-hydroxy-1-methylindole and benzo[b]thiophen-4-ol based unnatural flavonoids as new class of antimicrobial agents☆
  作者：Prem P. Yadav、Prasoon Gupta、A.K. Chaturvedi、P.K. Shukla、Rakesh Maurya

  DOI：10.1016/j.bmc.2004.12.032

  日期：2005.3.1

  Synthesis of nitrogen and sulfur heterocyclic mimics of furanoflavonoids have been achieved for the first time. Synthesized flavonoid alkaloids and thiophenyl flavonoids have been screened for antifungal and antibacterial activities. All the test compounds barring 25 exhibited antifungal activity. The compound 19 was the best and showed comparable MICs to the known compound karanjin. Compounds 5, 12, 14 and 22 also showed comparable MIC to karanjin. (C) 2005 Elsevier Ltd. All rights reserved.