4-磺胺酰胺基苯甲酸 | 6336-70-5

• 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-磺胺酰胺基苯甲酸
• 英文名称: 4-(4-aminobenzenesulfonylamino)benzoic acid
• 英文别名: 4-(4-aminophenylsulfonamido)benzoic acid；NSC 39345-X；4-sulfanilylamino-benzoic acid；4-Sulfanilylamino-benzoesaeure；4-Sulfanilamino-benzoesaeure；4-{[(4-aminophenyl)sulfonyl]amino}-benzoic acid；4-Sulfanilamidobenzoic acid；4-[(4-aminophenyl)sulfonylamino]benzoic acid
• CAS: 6336-70-5
• 化学式: C₁₃H₁₂N₂O₄S
• 分子量: 292.315
• InChiKey: WNLOVPITXSWKEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  4-磺胺酰胺基苯甲酸 在 硫酸 、 sodium acetate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 1.5h， 生成 2-4-1-(p-carbomethoxy)phenyl>sulfanilamido>-1,4-naphthoquinone
  参考文献：
  名称：

  合成磺胺基酰胺基萘醌作为潜在的抗结核药。

  摘要：

  DOI：

  10.1002/jps.2600720116
• 作为产物：
  描述：

  对乙酰胺基苯磺酰氯 在 盐酸 、 sodium hydroxide 、 丙酮 作用下， 生成 4-磺胺酰胺基苯甲酸
  参考文献：
  名称：

  Organic Compounds in Chemotherapy. I. Derivatives of Sulfanilamide

  摘要：

  DOI：

  10.1021/ja01872a020

文献信息

• Broad-Specificity Immunoassays for Sulfonamide Detection:  Immunochemical Strategy for Generic Antibodies and Competitors
  作者：Milan Franek、Iva Diblikova、Ivo Cernoch、Maria Vass、Karel Hruska

  DOI：10.1021/ac0514422

  日期：2006.3.1

  Development of antibodies with broad specificity recognition for sulfonamide drugs was found to be surprisingly difficult when conventional immunochemical strategies were applied to hapten design. To improve the cross-reactivity pattern of antibodies for the family of sulfonamide drugs, a novel strategy based on the single-ring (fragment-derived) hapten moieties with different spacer substituent lengths was employed for the preparation of immunogens, coating conjugates, and enzyme competitors. The rabbit antibodies raised against a common (one-ring) p-aminobenzenesulfonamide hapten moiety (attached to a carrier protein through the N-1 position) in combination with a homologous hapten−peroxidase tracer allowed the detection of 15 sulfonamide species at the maximum residue limit level using direct ELISA. The two-ring 6-(4-aminobenzensulfonylamino)hexanoic hapten mimics, previously reported in the literature as a weak generic antigen, generated surprisingly superior immune responses in rabbits. The antibodies raised against this two-ring hapten were capable of detecting at least 19 and 17 sulfonamides in a direct ELISA system at the regulatory level with sensitivities corresponding to 20 and 50% binding inhibition, respectively. A negligible cross-reaction with N4 metabolites makes it possible to measure responses of parent sulfonamides in the presence of their metabolized forms. In skimmed milk, the highest limit of detection (LOD) for sulfacetamide defined as 20% inhibition was 65.2 μg·L-1 (IC20 value), whereas the additional 18 sulfonamides tested exhibited LODs in the range of 0.2−36.8 μg·L-1. This sensitivity allows simple multisulfonamide tests to be established for use in the laboratory or on site.

  开发具有广谱特异性识别磺胺类药物的抗体在应用传统免疫化学策略进行半抗原设计时发现异常困难。为了改善针对磺胺类药物家族的抗体交叉反应模式，采用了基于单环（片段衍生）半抗原母体与不同间隔取代长度的策略来制备免疫原、包被偶联物和酶竞争剂。针对常见（单环）对氨基苯磺酰胺半抗原母体（通过N-1位置连接载体蛋白）以及同源半抗原-过氧化物酶示踪剂，能够利用直接ELISA法检测到15种磺胺类品种在最大残留限量的水平。先前文献报道为弱泛抗原的双环6-（4-氨基苯磺酰氨基）己酸半抗原模拟物，在兔子中引发了显著更优越的免疫反应。针对此双环半抗原产生的抗体能够在一个直接ELISA体系中以对应20%和50%结合抑制的灵敏度分别检测至少19种和17种磺胺类药物。对N4代谢物几乎无交叉反应使得在存在其代谢形式的情况下能够测量母体磺胺类药物的反应。在脱脂牛奶中，以20%抑制定义的最高检测限（LOD），磺胺醋酰为65.2 μg·L-1（IC20值），而另外测试的18种磺胺类药物的LOD范围在0.2−36.8 μg·L-1。这种灵敏度允许在实验室或现场建立简单多磺胺检测。
• Hapten Synthesis and Development of Polyclonal Antibody-Based Multi-Sulfonamide Immunoassays
  作者：Hongyan Zhang、Zhenjuan Duan、Lei Wang、Yan Zhang、Shuo Wang

  DOI：10.1021/jf060868u

  日期：2006.6.1

  reports the synthesis of five sulfonamide derivatives, the production of broad-specificity polyclonal antibodies for immunoassay of sulfonamides, and the analysis of milk samples by developed assay. The three-step synthesis procedure reported in most of the literature was adopted and modified in this study. In the procedure, the purification of the intermediate was avoided and the time of synthesis was shortened

  本文报道了五种磺酰胺衍生物的合成，用于磺酰胺免疫测定的宽特异性多克隆抗体的生产以及通过发达的分析方法对牛奶样品的分析。本研究采用并修改了大多数文献中报道的三步合成程序。在该程序中，避免了中间体的纯化，并且将合成时间从> 20缩短至6-9 h，从而提高了产率。该方法通常适用于合成具有磺酰胺类通用结构的半抗原。将三个半抗原与匙孔血蓝蛋白偶联，并从用这些缀合物免疫的兔获得多克隆抗体。使用获得的抗体，从其中之一开发了一种基于游离磺酰胺和半抗原-辣根过氧化物酶（HRP）缀合物之间竞争的酶联免疫吸附测定（ELISA）。提供最佳竞争结果的半抗原-HRP共轭物和11种结构不同的磺酰胺类化合物在浓度<100 ng mL（-1）时显示50％的抑制作用。用丙酮除去蛋白质后，直接通过ELISA对牛奶样品进行分析。当使用磷酸盐缓冲盐水以1:20的比例稀释时，可以避免基质效应，并获得104-131％的加标样品回收率。
• Transarterial Embolization for Active Gastrointestinal Bleeding: Predictors of Early Mortality and Early Rebleeding
  作者：Chloé Extrat、Sylvain Grange、Alexandre Mayaud、Loïc Villeneuve、Clément Chevalier、Nicolas Williet、Bertrand Le Roy、Claire Boutet、Rémi Grange

  DOI：10.3390/jpm12111856

  日期：——

  Background: The aim of this study was to determine predictive factors of early mortality and early rebleeding (≤30 days) following transarterial embolization (TAE) for treatment of acute gastrointestinal bleeding. Methods: All consecutive patients admitted for acute gastrointestinal bleeding to the interventional radiology department in a tertiary center between January 2012 and January 2022 were included. Exclusion criteria were patients: (1) aged < 18-year-old, (2) referred to the operation room without TAE, (3) treated for hemobilia, (4) with mesenteric hematoma, (5) lost to follow-up within 30 days after the procedure. We evaluated pre and per-procedure clinical data, biological data, outcomes, and complications. Results: Sixty-eight patients were included: 55 (80.9%) experienced upper gastrointestinal bleeding and 13 (19.1%) lower gastrointestinal bleeding. Median age was 69 (61–74) years. There were 49 (72%) males. Median hemoglobin was 7.25 (6.1–8.3) g/dL. There were 30 (50%) ulcers. Coils were used in 46 (67.6%) procedures. Early mortality was 15 (22.1%) and early rebleeding was 17 (25%). In multivariate analysis, hyperlactatemia (≥2 mmol/L) were predictive of early mortality (≤30 days). A high number of red blood cells units was associated with early rebleeding. Conclusion: This study identified some predictive factors of 30-day mortality and early rebleeding following TAE. This will assist in patient selection and may help improve the management of gastrointestinal bleeding.

  背景：本研究旨在确定经动脉栓塞（TAE）治疗急性消化道出血后早期死亡率和早期再出血（≤30 天）的预测因素。研究方法纳入2012年1月至2022年1月期间因急性消化道出血入住某三级中心介入放射科的所有连续患者。排除标准为患者：(1)年龄在18岁以下；(2)未经TAE转入手术室；(3)因血友病接受治疗；(4)有肠系膜血肿；(5)术后30天内失去随访。我们评估了手术前和手术中的临床数据、生物学数据、结果和并发症。结果：共纳入 68 例患者：55人（80.9%）出现上消化道出血，13人（19.1%）出现下消化道出血。中位年龄为 69（61-74）岁。男性 49 人（72%）。血红蛋白中位数为 7.25 (6.1-8.3) g/dL。有 30 个（50%）溃疡。46例（67.6%）手术中使用了线圈。早期死亡率为 15 例（22.1%），早期再出血为 17 例（25%）。在多变量分析中，高乳酸血症（≥2 mmol/L）可预测早期死亡率（≤30 天）。红细胞单位数多与早期再出血有关。结论本研究确定了 TAE 术后 30 天死亡率和早期再出血的一些预测因素。这将有助于选择患者，并有助于改善消化道出血的管理。
• Marchant; Lucas; McClelland, Canadian Journal of Research, Section B: Chemical Sciences, 1942, vol. 20, p. 5,7, 9
  作者：Marchant、Lucas、McClelland

  DOI：——

  日期：——
• Vincent,M., Bulletin de la Societe Chimique de France, 1962, p. 1587 - 1591
  作者：Vincent,M.

  DOI：——

  日期：——