N-(苯磺酰基)戊酰胺 | 58821-18-4

• 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-(苯磺酰基)戊酰胺
• 英文名称: N-pentanoyl-benzenesulfonamide
• 英文别名: N-(phenylsulfonyl)pentanamide；N-(benzenesulfonyl)pentanamide
• CAS: 58821-18-4
• 化学式: C₁₁H₁₅NO₃S
• 分子量: 241.311
• InChiKey: NAJAGYAQNYFRIU-UHFFFAOYSA-N

物化性质

• 熔点：
  69-71 °C
• 密度：
  1.187±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯磺酰胺 、 戊酸酐 在 硫酸 、 silica gel 作用下， 反应 0.17h， 以90%的产率得到N-(苯磺酰基)戊酰胺
  参考文献：
  名称：

  N-酰基磺酰胺的合成，体外抗菌和碳酸酐酶II抑制活性，使用二氧化硅硫酸作为无溶剂和非均相条件下的有效催化剂。

  摘要：

  二氧化硅硫酸可在无溶剂和非均相条件下有效催化磺酰胺与羧酸酐和氯化物的反应。所有反应均在室温下进行，并且通过简单的后处理程序以高收率和纯度获得了N-酰基磺酰胺。该方法是有吸引力的，并且与绿色化学密切相关。还研究了这些化合物的抗菌活性，包括革兰氏阳性球菌和革兰氏阴性杆菌，以及碳酸酐酶II的抑制活性。

  DOI：

  10.1016/j.bmc.2008.04.011

文献信息

• Synthesis, Characterization, and Antimicrobial Evaluation of Sulfonamides Containing <i>N</i>-Acyl Moieties Catalyzed by Bismuth(III) Salts Under Both Solvent and Solvent-Free Conditions
  作者：Hadi Adibi、Ahmad Reza Massah、Mohammad Bagher Majnooni、Sherita Shahidi、Maryam Afshar、Ramin Abiri、Hamid Javaherian Naghash

  DOI：10.1080/00397910903318732

  日期：2010.8.16

  Efficient N-acylation of sulfonamides with both readily available carboxylic acid chlorides and anhydrides has been carried out with catalysis by bismuth(III) salts including BiCl3 and Bi (OTf)3. The reactions proceed rapidly in both heterogeneous and solvent-free conditions and afforded the corresponding N-acylsulfonamides in good to excellent yields. The mild reaction conditions and low toxicity of bismuth salts make this procedure attractive and in close agreement with the goals of green chemistry. Some of the synthesized compounds were evaluated in vitro as antimicrobial agents against representative strains of Gram-positive (Staphylococcus aureus ATCC 25922, clinical strains of Staphylococcus aureus VISA and Enterococcus spp.) and Gram-negative bacteria (Pseudomonas aeruginosa ATCC 27853, clinical strains of Klebsiella pneumonia and Escherichia coli) and as antifungal agents against Candida albicans (clinically isolated) by both disc diffusion and minimal inhibition concentration (MIC) methods. All these bacteria and fungi studied were screened against some antibiotics to compare with our chemicals' zone diameters.
• DOLYUK V. G.; KREMLEV M. M.; ROVINSKIJ M. S.; SEMENETS V. A.; PLOTNIKOVA +, VOPR. XIMII I XIM. TEXNOL. RESP. MEZHVED. TEMAT. NAUCH.-TEXN. SB., 1975, +
  作者：DOLYUK V. G.、 KREMLEV M. M.、 ROVINSKIJ M. S.、 SEMENETS V. A.、 PLOTNIKOVA +

  DOI：——

  日期：——
• INHIBITORS OF SERINE PROTEASES, PARTICULARLY HCV NS3-NS4A PROTEASE
  申请人：VERTEX PHARMACEUTICALS INCORPORATED

  公开号：EP1692157B1

  公开（公告）日：2013-04-17