5-乙基磺酰基-2-(邻氯苄基)苯并恶唑 | 1045739-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 中文名称: 5-乙基磺酰基-2-(邻氯苄基)苯并恶唑
• 英文名称: 5-ethylsulphonyl-2-(o-chlorobenzyl)benzoxazole
• 英文别名: 2-[(2-Chlorophenyl)methyl]-5-ethylsulfonyl-1,3-benzoxazole
• CAS: 1045739-41-0
• 化学式: C₁₆H₁₄ClNO₃S
• 分子量: 335.811
• InChiKey: DUHUMEOGJSXGHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻氯苯乙酸 、 2-氨基-4-(乙硫酰基)苯酚 在 PPA 作用下， 反应 2.5h， 以18%的产率得到5-乙基磺酰基-2-(邻氯苄基)苯并恶唑
  参考文献：
  名称：

  Synthesis and biological activity of some new benzoxazoles

  摘要：

  The synthesis and antimicrobial activity of a new series of 5-ethylsulphonyl-2-(substituted-phenyl/substituted-benzyl and/or phenylethyl)benzoxazole derivatives (3a-3t) except 3a, 3g, 3h, 3k [R.S. Pottorf, N.K. Chadha, M. Katkevies, V. Ozola, E. Suna, H. Ghane, T. Regberg, M.R. Player, Tetrahedron Lett. 44 (1) (2003) 175] were described. The in vitro antimicrobial activity of the compounds was determined against some Gram-positive, Gram-negative bacteria, a fungi Candida albicans and their drug-resistant isolates in comparison with standard drugs. Antimicrobial results indicated that the synthesized compounds possessed a broad spectrum of activity with MIC values 250-7.81 mu g/ml. While all compounds are less potent than fluconazole against C. albicans, most of them are more potent than fluconazole against C. albicans isolate. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.09.023

文献信息

• Synthesis and biological activity of some new benzoxazoles
  作者：Özlem Temiz-Arpacı、İlkay Yıldız、Semiha Özkan、Fatma Kaynak、Esin Akı-Şener、İsmail Yalçın

  DOI：10.1016/j.ejmech.2007.09.023

  日期：2008.7

  The synthesis and antimicrobial activity of a new series of 5-ethylsulphonyl-2-(substituted-phenyl/substituted-benzyl and/or phenylethyl)benzoxazole derivatives (3a-3t) except 3a, 3g, 3h, 3k [R.S. Pottorf, N.K. Chadha, M. Katkevies, V. Ozola, E. Suna, H. Ghane, T. Regberg, M.R. Player, Tetrahedron Lett. 44 (1) (2003) 175] were described. The in vitro antimicrobial activity of the compounds was determined against some Gram-positive, Gram-negative bacteria, a fungi Candida albicans and their drug-resistant isolates in comparison with standard drugs. Antimicrobial results indicated that the synthesized compounds possessed a broad spectrum of activity with MIC values 250-7.81 mu g/ml. While all compounds are less potent than fluconazole against C. albicans, most of them are more potent than fluconazole against C. albicans isolate. (c) 2007 Elsevier Masson SAS. All rights reserved.
• FT-IR, FT-Raman, SERS and computational study of 5-ethylsulphonyl-2-(o-chlorobenzyl)benzoxazole
  作者：Y. Sheena Mary、K. Raju、Ilkay Yildiz、Ozlem Temiz-Arpaci、Helena I.S. Nogueira、Carlos M. Granadeiro、Christian Van Alsenoy

  DOI：10.1016/j.saa.2012.07.006

  日期：2012.10

  FT-IR, FT-Raman and surface-enhanced Raman scattering spectra of 5-ethylsulphonyl-2-(o-chlorobenzyl)benzoxazole were recorded and analyzed. The vibrational wavenumbers were examined theoretically using the Gaussian09 set of quantum chemistry codes, and the normal modes were assigned by potential energy distribution calculations. The presence of CH2, SO2 and CH3 modes in the SERS spectrum indicates the nearness of the methyl group to the metal surface which affects the orientation and metal molecule interaction. The synthesis, NMR spectra and antibacterial properties are reported. The title compound shows more inhibitory effect against Pseudomonas aeruginosa than ampicillin and found to be more potent against Klebsiella pneumoniae and drug-resistant Bacillus subtilis than the other microorganisms. A computation of the first hyperpolarizability indicates that the compound may be a good candidate as a NLO material. The RIMS errors of the observed Raman and IR bands are found to be 30.93, 29.77 for HF and 9.57, 6.75 for DFT methods, respectively. (c) 2012 Elsevier B.V. All rights reserved.