1,5-dimethyl-4-{[(4-methylphenyl)sulfonyl]-NNO-azoxy}-3-(thiophen-2-yl)-1H-pyrazole | 1312672-01-7

• 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: 1,5-dimethyl-4-{[(4-methylphenyl)sulfonyl]-NNO-azoxy}-3-(thiophen-2-yl)-1H-pyrazole
• 英文别名: (1,5-Dimethyl-3-thiophen-2-ylpyrazol-4-yl)-(4-methylphenyl)sulfonylimino-oxidoazanium；(1,5-dimethyl-3-thiophen-2-ylpyrazol-4-yl)-(4-methylphenyl)sulfonylimino-oxidoazanium
• CAS: 1312672-01-7
• 化学式: C₁₆H₁₆N₄O₃S₂
• 分子量: 376.46
• InChiKey: LMNQYBAVLMXVDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  90.39
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-(hydroxyimino)-1-(thiophen-2-yl)butane-1,3-dione 在 copper(l) chloride 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 1,5-dimethyl-4-{[(4-methylphenyl)sulfonyl]-NNO-azoxy}-3-(thiophen-2-yl)-1H-pyrazole
  参考文献：
  名称：

  Synthesis and in vitro antimicrobial activities of new (cyano-NNO-azoxy)pyrazole derivatives

  摘要：

  The antibacterial and antifungal activity of a series of products, in which the 1,5-dimethyl-4-(cyano-NNO-azoxy)pyrazol-3-yl and 1,3-dimethyl-4-(cyano-NNO-azoxy)pyrazol-5-yl moieties were linked to pyridine, pyrazole, isoxazole, thiophene and the furan ring, were examined. No molecule displayed activity against the Gram-negative bacteria tested. Conversely, some compounds displayed activity against two Staphylococcus aureus strains, including the methicillin resistant strain. All compounds displayed interesting antifungal activity, the most active compound of the series being the thiophene derivative 7a. This compound's activity against Candida krusei and Candida glabrata (MIC = 0.25 and 0.5 mu g/mL, respectively), two fungal species resistant to azoles, is noteworthy. The presence of the cyano function appeared essential for activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.101

文献信息

• Synthesis and in vitro antimicrobial activities of new (cyano-NNO-azoxy)pyrazole derivatives
  作者：Donatella Boschi、Stefano Guglielmo、Stefania Aiello、Giulia Morace、Elisa Borghi、Roberta Fruttero

  DOI：10.1016/j.bmcl.2011.03.101

  日期：2011.6

  The antibacterial and antifungal activity of a series of products, in which the 1,5-dimethyl-4-(cyano-NNO-azoxy)pyrazol-3-yl and 1,3-dimethyl-4-(cyano-NNO-azoxy)pyrazol-5-yl moieties were linked to pyridine, pyrazole, isoxazole, thiophene and the furan ring, were examined. No molecule displayed activity against the Gram-negative bacteria tested. Conversely, some compounds displayed activity against two Staphylococcus aureus strains, including the methicillin resistant strain. All compounds displayed interesting antifungal activity, the most active compound of the series being the thiophene derivative 7a. This compound's activity against Candida krusei and Candida glabrata (MIC = 0.25 and 0.5 mu g/mL, respectively), two fungal species resistant to azoles, is noteworthy. The presence of the cyano function appeared essential for activity. (C) 2011 Elsevier Ltd. All rights reserved.