4-sulfanilylamino-benzoic acid amide | 408539-48-0

• 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: 4-sulfanilylamino-benzoic acid amide
• 英文别名: 4-Sulfanilylamino-benzoesaeure-amid；4-Sulfanilamino-benzamid；4-[(4-Aminophenyl)sulfonylamino]benzamide
• CAS: 408539-48-0
• 化学式: C₁₃H₁₃N₃O₃S
• 分子量: 291.331
• InChiKey: CWNOHMHZJAUQLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 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：
  124
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-sulfanilylamino-benzoic acid amide 在 sodium hydroxide 、 硫酸 作用下， 生成 3-sulfanilylamino-benzoic acid amide
  参考文献：
  名称：

  190.磺酰胺类。第一部分。根据酯氨解的一般理论，氨对磺酰氨基苯甲酸酯的作用

  摘要：

  DOI：

  10.1039/jr9450000732
• 作为产物：
  描述：

  4-磺胺酰胺基苯甲酸 在 ammonium hydroxide 、 硫酸 作用下， 生成 4-sulfanilylamino-benzoic acid amide
  参考文献：
  名称：

  190.磺酰胺类。第一部分。根据酯氨解的一般理论，氨对磺酰氨基苯甲酸酯的作用

  摘要：

  DOI：

  10.1039/jr9450000732

文献信息

• Water-soluble Derivatives of p-Aminobenzenesulfonamide. I
  作者：H. G. Kolloff

  DOI：10.1021/ja01271a057

  日期：1938.4
• Structure-Guided Design of Potent Diazobenzene Inhibitors for the BET Bromodomains
  作者：Guangtao Zhang、Alexander N. Plotnikov、Elena Rusinova、Tong Shen、Keita Morohashi、Jennifer Joshua、Lei Zeng、Shiraz Mujtaba、Michael Ohlmeyer、Ming-Ming Zhou

  DOI：10.1021/jm401334s

  日期：2013.11.27

  BRD4, characterized by two acetyl-lysine binding bromodomains and an extra-terminal (ET) domain, is a key chromatin organizer that directs gene activation in chromatin through transcription factor recruitment, enhancer assembly, and pause release of the RNA polymerase II complex for transcription elongation. BRD4 has been recently validated as a new epigenetic drug target for cancer and inflammation. Our current knowledge of the functional differences of the two bromodomains of BRD4, however, is limited and is hindered by the lack of selective inhibitors. Here, we report our structure-guided development of diazobenzene-based small-molecule inhibitors for the BRD4 bromodomains that have over 90% sequence identity at the acetyl-lysine binding site. Our lead compound, MS436, through a set of water-mediated interactions, exhibits low nanomolar affinity (estimated Ki of 30-50 nM), with preference for the first bromodomain over the second. We demonstrated that MS436 effectively inhibits BRD4 activity in NF-κB-directed production of nitric oxide and proinflammatory cytokine interleukin-6 in murine macrophages. MS436 represents a new class of bromodomain inhibitors and will facilitate further investigation of the biological functions of the two bromodomains of BRD4 in gene expression.
• Synthesis and antibacterial activity of azodispersed dyes incorporating a phthalazinedione moiety for dyeing polyester fabrics
  作者：A. M. Khalil、M. A. Berghot、Mostafa A. Gouda

  DOI：10.1007/s00706-009-0189-4

  日期：2009.11

  3-(1,4-Dioxo-3,4,4a, 5,10,10a-hexahydro-1H-5,10-benzenobenzo[g]phthalazin-2-yl)-3-oxopropionitrile and 3-(1,4-dioxo-3,4,4a,5,10,10a-hexahydro-1H-5,10-benzenobenzo[g]phthalazin-2-yl)-3-oxo-2-(5-oxo-3-phenylthia zolidin-2-ylidene) propionitrile were coupled with various diazotized aryl amines in pyridine to give the corresponding aryl hydrazonopropionitriles. Some of the dyes produced were applied to polyester as disperse dyes, and their antibacterial, color, and fastness properties were evaluated.
• 190. Sulphonamides. Part I. The action of ammonia on sulphanilamidobenzoic esters in the light of the general theory of ester ammonolysis
  作者：John H. Gorvin

  DOI：10.1039/jr9450000732

  日期：——