4-羟基-N-(5-甲基-1,2-恶唑-3-基)苯磺酰胺 | 141233-20-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-羟基-N-(5-甲基-1,2-恶唑-3-基)苯磺酰胺
• 英文名称: 4-hydroxy-N-(5-methyl-3-isoxazolyl)benzenesulphonamide
• 英文别名: 4-hydroxy-N-(5-methyl-3-isoxazolyl)benzenesulfonamide；4-hydroxy-N-(5-methylisoxazol-3-yl)benzenesulfonamide；4-hydroxysulfamethoxazole；4-hydroxy-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
• CAS: 141233-20-7
• 化学式: C₁₀H₁₀N₂O₄S
• mdl: MFCD11164648
• 分子量: 254.266
• InChiKey: RLFQVIBCZPHHSW-UHFFFAOYSA-N

物化性质

• 沸点：
  478.6±55.0 °C(Predicted)
• 密度：
  1.502±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-羟基-N-(5-甲基-1,2-恶唑-3-基)苯磺酰胺 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 30.0h， 生成 acetic acid hydrazide
  参考文献：
  名称：

  Vidyasagar; Dave; Mehta, Journal of the Indian Chemical Society, 1991, vol. 68, # 10, p. 576 - 578

  摘要：

  DOI：
• 作为产物：
  描述：

  磺胺甲恶唑 在 tetrafluoroboric acid 、 sodium nitrite 、 copper(I) oxide 、 copper(II) sulfate 作用下， 以 水 为溶剂， 反应 1.03h， 以69%的产率得到4-羟基-N-(5-甲基-1,2-恶唑-3-基)苯磺酰胺
  参考文献：
  名称：

  酚类的便捷合成

  摘要：

  摘要 苯胺通常在 60 分钟内以高达 87% 的分离产率迅速转化为相应的酚类。所提出的实验简单的协议显示出与各种官能团的广泛兼容性，特别是非常适合制备甲基取代酚。这些酚类不容易通过其他合成方法获得。即使对于使用这种开放烧瓶方法的活化苯胺，也未观察到酚自由基偶联产物的形成。图形概要

  DOI：

  10.1080/00397911.2018.1496263

文献信息

• Insight into sulfamethoxazole degradation, mechanism, and pathways by AgBr-BaMoO4 composite photocatalyst
  作者：Schindra Kumar Ray、Dipesh Dhakal、Soo Wohn Lee

  DOI：10.1016/j.jphotochem.2018.07.007

  日期：2018.9

  A composite photocatalyst, AgBr-BaMoO4 was fabricated by two step method; microwave hydrothermal and precipitation-deposition. The as prepared photocatalyst samples were characterized by various techniques. The facet coupling was seen between the (204) plane of BaMoO4 and (200)/(222) planes of AgBr on the basis of XRD/HRTEM analysis. The pharmaceutical pollutant, sulfamethoxazole was adopted to investigate the photo catalytic performances of samples under UV-vis irradiation. The AgBr-BaMoO4 composite degraded the aqueous sulfamethoxazole drug in UV-vis light about 64% within 75 min, which was attributed to efficient separation of photogenerated electron-hole pairs across the interface between Ag/AgBr and BaMoO4. The multi-electron induced oxygen reduced reaction (ORR) was observed. The radical trapping experiment indicates that OH center dot has major role for sulfamethoxazole degradation. The four successive photodegradation of sulfamethoxazole in UV-vis light indicates the stability of composite photocatalyst. Furthermore, the three different degradation pathways were designed on the basis of retention time and molecular masses of 18 degraded organic fragments that was confirmed by high-performance liquid chromatography photodiode array (HPLC-PDA) and high resolution-quadruple time of flight electrospray ionization mass spectroscopy (HR-QTOF ESI/MS) techniques. The total organic carbon (TOC) analysis suggested the mineralization of SMZ by composite photocatalyst. This study not only demonstrates the enhancement of photocatalytic performance of wide band gap semiconductor by making composite with narrow band gap semiconductor but also detail degradation pathways and mechanisms of sulfamethoxazole.
• Antibacterial Activity of Sulfamethoxazole Transformation Products (TPs): General Relevance for Sulfonamide TPs Modified at the <i>para</i> Position
  作者：Marius Majewsky、Danny Wagner、Markus Delay、Stefan Bräse、Viviane Yargeau、Harald Horn

  DOI：10.1021/tx500267x

  日期：2014.10.20

  Sulfonamide antibiotics undergo transformation in the aquatic environment through biodegradation, photolysis, or hydrolysis. In this study, the residual antibacterial activity of 11 transformation products (TPs) of sulfamethoxazole (SMX) was investigated with regard to their in vitro growth and luminescence inhibition on Vibrio fischeri (30 min and 24 h exposure). Two transformation products, 4-hydroxy-SMX and N(4)-hydroxy-acetyl-SMX, were synthesized in-house and confirmed by nuclear magnetic resonance and high-resolution mass spectrometry. Results of individual compound experiments showed that TPs modified at the para amino group still exhibit clear antibacterial effects, whereas TPs resulting from breakdown of the SMX structure lost this mechanism of action. 4-NO2- and 4-OH-SMX were found to inhibit growth to a clearly greater extent than the parent compound, SMX. In contrast, the N(4)-acetyl- and N(4)-hydroxy-acetyl-derivatives retain less than 10 and 5% of the effect of SMX on growth and luminescence inhibition, respectively. The effect of a mixture of para-modified TPs was observed to be additive. Considering the homologous series of sulfa drugs widely prescribed and their common mechanism of action, the potential environmental impact must consider the total amount of sulfonamide antibiotics and their derivative TPs, which might end up in a water body. Extrapolating the results obtained here for the para TPs of SMX to other sulfa drugs and determining the persistence and occurrence of these compounds in the aquatic environment is required for improved risk assessment.
• 0D/1D AgI/MoO3 Z-scheme heterojunction photocatalyst: Highly efficient visible-light-driven photocatalyst for sulfamethoxazole degradation
  作者：Jing Xu、Juan Chen、Yanhui Ao、Peifang Wang

  DOI：10.1016/j.cclet.2021.04.003

  日期：2021.10
• A convenient synthesis of phenols
  作者：Renate Kristianslund、Anders Vik、Trond V. Hansen

  DOI：10.1080/00397911.2018.1496263

  日期：2018.11.2

  Abstract Anilines are rapidly, often within 60 minutes, converted into the corresponding phenols in up to 87% isolated yield. The presented experimentally simple protocol display broad compatibility with a variety of functional groups, and in particular, well suited for the preparation of methyl-substituted phenols. Such phenols are not easily available by other synthetic approaches. The formation

  摘要 苯胺通常在 60 分钟内以高达 87% 的分离产率迅速转化为相应的酚类。所提出的实验简单的协议显示出与各种官能团的广泛兼容性，特别是非常适合制备甲基取代酚。这些酚类不容易通过其他合成方法获得。即使对于使用这种开放烧瓶方法的活化苯胺，也未观察到酚自由基偶联产物的形成。图形概要
• Vidyasagar; Dave; Mehta, Journal of the Indian Chemical Society, 1991, vol. 68, # 10, p. 576 - 578
  作者：Vidyasagar、Dave、Mehta、Agrawal

  DOI：——

  日期：——