2-(hydroxyimino)-1-(thiophen-2-yl)butane-1,3-dione | 69688-79-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(hydroxyimino)-1-(thiophen-2-yl)butane-1,3-dione
• 英文别名: 2-hydroxyimino-1-thiophen-2-ylbutane-1,3-dione
• CAS: 69688-79-5
• 化学式: C₈H₇NO₃S
• 分子量: 197.214
• InChiKey: QEKRKDNAJDKRFU-UHFFFAOYSA-N

物化性质

• 熔点：
  147 °C
• 沸点：
  372.6±34.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.73
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(hydroxyimino)-1-(thiophen-2-yl)butane-1,3-dione 在 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-(cyano-NNO-azoxy)-1,5-dimethyl-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
• 作为产物：
  描述：

  1-(噻吩-2-基)-1,3-丁二酮 在 盐酸 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 以71%的产率得到2-(hydroxyimino)-1-(thiophen-2-yl)butane-1,3-dione
  参考文献：
  名称：

  [EN] OXADIAZOLE-2-OXIDES AS ANTISCHISTOSOMAL AGENTS
  [FR] OXADIAZOLE-2-OXYDES EN TANT QU'AGENTS ANTISCHISTOSOMIAUX

  摘要：

  公开号：

  WO2010019772A3

文献信息

• OXADIAZOLE-2-OXIDES AS ANTISCHISTOSOMAL AGENTS
  申请人：Thomas Craig J.

  公开号：US20110207784A1

  公开（公告）日：2011-08-25

  The invention provides 1,2,5-oxadiazole-containing compounds of Formula (I), wherein R 1 , A, and R 2 are as defined herein, that are useful in treating schistosomiasis. The invention also provides a composition comprising a pharmaceutically suitable carrier and at least one compound of the invention, and a method of treating schistosomiasis in a mammal.

  该发明提供了公式（I）中含有1,2,5-噁二唑基团的化合物，其中R1、A和R2如本文所定义，可用于治疗血吸虫病。该发明还提供了一种包含药学适用载体和至少一种该发明化合物的组合物，以及一种治疗哺乳动物血吸虫病的方法。
• Synthesis of oxadiazole-2-oxide analogues as potential antischistosomal agents
  作者：Ganesha Rai、Craig J. Thomas、William Leister、David J. Maloney

  DOI：10.1016/j.tetlet.2009.01.120

  日期：2009.4

  The synthesis of several 1,2,5-oxadiazole-2-oxide (Furoxan) analogues is described herein. These compounds were prepared in an effort to probe the SAR around the phenyl substituent and oxadiazole core for our studies toward thioredoxin-glutathione reductase (TGR) inhibition and antischistosomal activity. Published by Elsevier Ltd.