(S)-4-methyl-N-(4-methyl-1-(phenylselanyl)pentan-2-yl)benzenesulfonamide | 1269526-71-7

• 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: (S)-4-methyl-N-(4-methyl-1-(phenylselanyl)pentan-2-yl)benzenesulfonamide
• 英文别名: 4-methyl-N-[(2S)-4-methyl-1-phenylselanylpentan-2-yl]benzenesulfonamide
• CAS: 1269526-71-7
• 化学式: C₁₉H₂₅NO₂SSe
• 分子量: 410.439
• InChiKey: LOYIXSPTTWITNQ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯基二硒醚 、 (S)-2-isobutyl-1-tosyl-aziridine 在 盐酸 、 锌 作用下， 以 水 为溶剂， 反应 1.5h， 以76%的产率得到(S)-4-methyl-N-(4-methyl-1-(phenylselanyl)pentan-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis of chiral β-chalcogen amine derivatives and Gram-positive bacteria activity

  摘要：

  Efficient ring opening reaction between aziridines and diphenyl dichalogenides using HCl, Zn degrees in ionic liquid is disclosed, affording chiral beta-chalcogen amines derivatives in good yields under mild reaction condition. The ionic liquid was further reused four times without the loss of its efficiency. The chiral chalcogenoamines showed antimicrobial activity against Gram-positive bacteria strains. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.049

文献信息

• Evaluation of selenide, diselenide and selenoheterocycle derivatives as carbonic anhydrase I, II, IV, VII and IX inhibitors
  作者：Andrea Angeli、Damiano Tanini、Caterina Viglianisi、Lucia Panzella、Antonella Capperucci、Stefano Menichetti、Claudiu T. Supuran

  DOI：10.1016/j.bmc.2017.03.013

  日期：2017.4

  A series of selenides, diselenides and organoselenoheterocycles were evaluated as carbonic anhydrase (CA, EC 4.2.1.1) inhibitors against the human (h) isoforms hCA I, II, IV, VII and IX, involved in a variety of diseases among which glaucoma, retinitis pigmentosa, epilepsy, arthritis and tumors etc. These investigated compounds showed inhibitory action against these isoforms and some of them were selective

  一系列硒化物，二硒化物和有机硒杂环化合物被评估为碳酸酐酶（CA，EC 4.2.1.1）抑制剂，可抵抗人类（h）亚型hCA I，II，IV，VII和IX，涉及多种疾病，其中青光眼，这些研究的化合物显示出对这些同工型的抑制作用，其中一些对膜结合同工型具有抑制胞质的选择性，因此使它们成为开发同工型选择性抑制剂的有趣线索。
• Efficient Ring Opening of Protected and Unprotected Aziridines Promoted by Stable Zinc Selenolate in Ionic Liquid
  作者：Luciano Dornelles、Oscar Rodrigues、Antonio Braga、Syed Salman、Ricardo Schwab、Eduardo Alberto、Josimar Vargas

  DOI：10.1055/s-0030-1259082

  日期：2011.1

  A highly efficient protocol is reported for the synthesis of chiral β-seleno amines via the ring-opening reaction of aziridines. Under neutral conditions, employing a stable phenyl selenolate specie (PhSeZnBr) and (BMIM)BF4 as solvent, β-seleno amines were obtained in good to excellent yields. Reuse of the ionic liquid was also possible, and four runs were performed with no decrease in the yields.

  本研究报道了通过氮丙啶的开环反应合成手性δ-硒胺的高效方法。在中性条件下，采用稳定的苯基硒酸盐（PhSeZnBr）和 (BMIM)BF4 作为溶剂，δ-硒胺的产率从良好到极佳。离子液体也可以重复使用，在进行了四次运行后，产率没有下降。
• Synthesis of chiral β-chalcogen amine derivatives and Gram-positive bacteria activity
  作者：Josimar Vargas、Senthil Narayanaperumal、Kashif Gul、Bruno B. Ravanello、Luciano Dornelles、Letiere C. Soares、Camilla F.S. Alves、Taiane Schneider、Rodrigo de A. Vaucher、Roberto C.V. Santos、Oscar E.D. Rodrigues

  DOI：10.1016/j.tet.2012.09.049

  日期：2012.12

  Efficient ring opening reaction between aziridines and diphenyl dichalogenides using HCl, Zn degrees in ionic liquid is disclosed, affording chiral beta-chalcogen amines derivatives in good yields under mild reaction condition. The ionic liquid was further reused four times without the loss of its efficiency. The chiral chalcogenoamines showed antimicrobial activity against Gram-positive bacteria strains. (C) 2012 Elsevier Ltd. All rights reserved.