N-[4-(4-氨基苯基)磺酰基苯基]丙酰胺 | 24586-14-9

• 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: N-[4-(4-氨基苯基)磺酰基苯基]丙酰胺
• 英文名称: N-[4-(4-aminophenyl)sulfonylphenyl]propanamide
• 英文别名: propionic acid-(4-sulfanilyl-anilide)；Propionsaeure-(4-sulfanilyl-anilid)；4-Sulfanilyl-propionsaeureanilid；N-(4-((4-Aminophenyl)sulfonyl)phenyl)propionamide
• CAS: 24586-14-9
• 化学式: C₁₅H₁₆N₂O₃S
• 分子量: 304.37
• InChiKey: YJKRDNVOKIGICN-UHFFFAOYSA-N

物化性质

• 熔点：
  225 °C
• 沸点：
  591.2±35.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  97.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  propionic acid-[4-(4-nitro-phenylsulfanyl)-anilide] 在 双氧水 、 溶剂黄146 、 铂 作用下， 生成 N-[4-(4-氨基苯基)磺酰基苯基]丙酰胺
  参考文献：
  名称：

  Miura, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1942, vol. 62, p. 224,225

  摘要：

  DOI：

文献信息

• Acyl derivatives of p-aminosulfonamides and dapsone as new inhibitors of the arginine methyltransferase hPRMT1
  作者：Elisabeth-Maria Bissinger、Ralf Heinke、Astrid Spannhoff、Adrien Eberlin、Eric Metzger、Vincent Cura、Pierre Hassenboehler、Jean Cavarelli、Roland Schüle、Mark T. Bedford、Wolfgang Sippl、Manfred Jung

  DOI：10.1016/j.bmc.2011.02.032

  日期：2011.6

  Arginine methylation is an epigenetic modification that receives increasing interest as it plays an important role in several diseases. This is especially true for hormone-dependent cancer, seeing that histone methylation by arginine methyltransferase I (PRMT1) is involved in the activation of sexual hormone receptors. Therefore, PRMT inhibitors are potential drugs and interesting tools for cell biology. A dapsone derivative called allantodapsone previously identified by our group served as a lead structure for inhibitor synthesis. Acylated derivatives of p-aminobenzenesulfonamides and the antilepra drug dapsone were identified as new inhibitors of PRMT1 by in vitro testing. The bis-chloroacetyl amide of dapsone selectively inhibited human PRMT1 in the low micromolar region and was selective for PRMT1 as compared to the arginine methyltransferase CARM1 and the lysine methyltransferase Set7/9. It showed anticancer activity on MCF7a and LNCaP cells and blocked androgen dependent transcription specifically in a reporter gene system. Likewise, a transcriptional block was also demonstrated in LNCaP cells using quantitative RT-PCR on the mRNA of androgen dependent genes. (C) 2011 Elsevier Ltd. All rights reserved.
• Unsymmetrical Diacyl Derivatives of 4,4'-Diaminodiphenyl Sulfone
  作者：H. A. Shonle、A. M. VanArendonk

  DOI：10.1021/ja01252a035

  日期：1943.12
• Miura, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1942, vol. 62, p. 224,225
  作者：Miura

  DOI：——

  日期：——