2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-methylphenyl)ethanone | 627061-09-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-methylphenyl)ethanone
• CAS: 627061-09-0
• 化学式: C₁₁H₁₁N₃OS₂
• 分子量: 265.36
• InChiKey: LFQGNALEEWQUQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-methylphenyl)ethanone 在 盐酸 、 铜 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis and antibacterial, antimycobacterial and docking studies of novel N-piperazinyl fluoroquinolones

  摘要：

  The present study deals with the synthesis of some novel fluoroquinolone derivatives as antibacterial and antitubercular agents. The titled compounds 7a-g and 8a-g were found to possess comparable or more potent activity than the reference compounds ciprofloxacin, norfloxacin, isoniazid and rifampicin. The synthesized compounds showed activity against S. aureus and C. bacterium, whereas poor activity was observed against P. aeruginosa and E. coli. These compounds were subjected to in vitro cytotoxicity study by MTT assay, and their selectivity index was calculated. Compound 7d was found to be the most efficient antimycobacterial agent amongst the series. Molecular docking revealed that synthesized derivatives and target proteins were actively involved in a binding pattern and had significant correlation with biological activity.Novel N-piperazinyl fluoroquinolone derivatives were synthesized and evaluated for their in vitro antibacterial, antimycobacterial and cytotoxic properties. Activity results were compared with the docking results.

  DOI：

  10.1007/s00044-012-0074-2
• 作为产物：
  描述：

  对甲基苯乙酮 在 aluminum (III) chloride 、 溴 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-methylphenyl)ethanone
  参考文献：
  名称：

  Synthesis and antibacterial, antimycobacterial and docking studies of novel N-piperazinyl fluoroquinolones

  摘要：

  The present study deals with the synthesis of some novel fluoroquinolone derivatives as antibacterial and antitubercular agents. The titled compounds 7a-g and 8a-g were found to possess comparable or more potent activity than the reference compounds ciprofloxacin, norfloxacin, isoniazid and rifampicin. The synthesized compounds showed activity against S. aureus and C. bacterium, whereas poor activity was observed against P. aeruginosa and E. coli. These compounds were subjected to in vitro cytotoxicity study by MTT assay, and their selectivity index was calculated. Compound 7d was found to be the most efficient antimycobacterial agent amongst the series. Molecular docking revealed that synthesized derivatives and target proteins were actively involved in a binding pattern and had significant correlation with biological activity.Novel N-piperazinyl fluoroquinolone derivatives were synthesized and evaluated for their in vitro antibacterial, antimycobacterial and cytotoxic properties. Activity results were compared with the docking results.

  DOI：

  10.1007/s00044-012-0074-2

文献信息

• Regioselective synthesis of thiadiazolo[3,2-<i>a</i>]benzimidazole-5,8-diones
  作者：Vakiti Srinivas、Vedula Rajeswar Rao

  DOI：10.3184/030823409x12556199325887

  日期：2009.11

  Regioselective synthesis of the novel 7-hydroxy-2-(alkylsulfanyl)-6-undecyl[1,3,4]thiadiazolo[3,2- a]benzimidazole-5,8-diones was achieved by the reaction of 2,5-dihydroxy-6-undecyl-1,4-bezoquinone (embelin) with 5-(alkyl/aralkyl/ phenacylsulfanyl)-1,3,4-thiadiazol-2-amines in refluxing acetic acid.

  通过 2,5- 二羟基-6-十一烷基-1,4-苯醌（embelin）与 5-（烷基/烷基/苯硫基）-1,3,4-噻二唑-2-胺在回流乙酸中的反应，实现了新型 7-羟基-2-（烷基硫基）-6-十一烷基[1,3,4]噻二唑并[3,2-a]苯并咪唑-5,8-二酮的区域选择性合成。
• Srinivas; Rajeswar Rao, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 1, p. 115 - 118
  作者：Srinivas、Rajeswar Rao

  DOI：——

  日期：——
• Synthesis and antibacterial, antimycobacterial and docking studies of novel N-piperazinyl fluoroquinolones
  作者：Kapil M. Agrawal、Gokul S. Talele

  DOI：10.1007/s00044-012-0074-2

  日期：2013.2

  The present study deals with the synthesis of some novel fluoroquinolone derivatives as antibacterial and antitubercular agents. The titled compounds 7a-g and 8a-g were found to possess comparable or more potent activity than the reference compounds ciprofloxacin, norfloxacin, isoniazid and rifampicin. The synthesized compounds showed activity against S. aureus and C. bacterium, whereas poor activity was observed against P. aeruginosa and E. coli. These compounds were subjected to in vitro cytotoxicity study by MTT assay, and their selectivity index was calculated. Compound 7d was found to be the most efficient antimycobacterial agent amongst the series. Molecular docking revealed that synthesized derivatives and target proteins were actively involved in a binding pattern and had significant correlation with biological activity.Novel N-piperazinyl fluoroquinolone derivatives were synthesized and evaluated for their in vitro antibacterial, antimycobacterial and cytotoxic properties. Activity results were compared with the docking results.