1-(p-methylphenyl)ethyl tosylate | 82925-34-6

• 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: 1-(p-methylphenyl)ethyl tosylate
• 英文别名: 1-(4-methylphenyl)ethyl 4-methylbenzenesulfonate
• CAS: 82925-34-6
• 化学式: C₁₆H₁₈O₃S
• 分子量: 290.383
• InChiKey: HRMMNJFZHMVXOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(p-methylphenyl)ethyl tosylate 在 盐酸 、 氢溴酸 、 溴 作用下， 以 二甲基亚砜 、 乙酸乙酯 、 丙酮 为溶剂， 反应 33.0h， 生成 2-(4-(((1-methyl-1 H-tetrazol-5-yl)thio)methyl)phenyl)propanoic acid
  参考文献：
  名称：

  Design, synthesis, and evaluation of novel 2-phenylpropionic acid derivatives as dual COX inhibitory-antibacterial agents

  摘要：

  A series of 2-(4-substitutedmethylphenyl) propionic acid derivatives (6a-6m) were synthesized, characterized and evaluated for cyclooxygenase (COX) enzyme inhibitory and antimicrobial activity. Test compounds that exhibited good COX inhibition and antibacterial activity were further screened for their cytotoxicity and genotoxicity. Compounds 6h and 6l showed better COX-1 and COX-2 inhibition when compared to ibuprofen. Inhibition potency of these compounds against COX-2 was very close to that of nimesulide. The compounds 6d, 6h, 6l and 6m displayed promising antibacterial property when compared to chloramphenicol. However, the compound 6l was emerged as the best dual COX inhibitory-antibacterial agent in this study. The ADME prediction of the compounds revealed that they may have a good pharmacokinetic profile. Docking results of the compounds 6h and 6l with COX-1 (PDB ID: 1EQG) also exhibited a strong binding profile.

  DOI：

  10.1080/14756366.2017.1310726
• 作为产物：
  描述：

  对甲基苯乙酮 在 sodium tetrahydroborate 、 三乙胺 、 calcium chloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 40.0h， 生成 1-(p-methylphenyl)ethyl tosylate
  参考文献：
  名称：

  Design, synthesis, and evaluation of novel 2-phenylpropionic acid derivatives as dual COX inhibitory-antibacterial agents

  摘要：

  A series of 2-(4-substitutedmethylphenyl) propionic acid derivatives (6a-6m) were synthesized, characterized and evaluated for cyclooxygenase (COX) enzyme inhibitory and antimicrobial activity. Test compounds that exhibited good COX inhibition and antibacterial activity were further screened for their cytotoxicity and genotoxicity. Compounds 6h and 6l showed better COX-1 and COX-2 inhibition when compared to ibuprofen. Inhibition potency of these compounds against COX-2 was very close to that of nimesulide. The compounds 6d, 6h, 6l and 6m displayed promising antibacterial property when compared to chloramphenicol. However, the compound 6l was emerged as the best dual COX inhibitory-antibacterial agent in this study. The ADME prediction of the compounds revealed that they may have a good pharmacokinetic profile. Docking results of the compounds 6h and 6l with COX-1 (PDB ID: 1EQG) also exhibited a strong binding profile.

  DOI：

  10.1080/14756366.2017.1310726

文献信息

• REMEDIES OR PREVENTIVES FOR FREQUENT URINATION OR URINARY INCONTINENCE
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP1203771A1

  公开（公告）日：2002-05-08

  A therapeutic or prophylatic agent for frequent urination or urinary incontinence comprising as an effective ingredient a quinolinomorphinane derivative, for example, of the formula: or a pharmaceutically acceptable acid addition salt thereof.

  一种治疗尿频或尿失禁的治疗剂或促效剂，其有效成分包括例如如下式的喹啉吗啉衍生物 或其药学上可接受的酸加成盐。
• Nucleophilic substitution reactions of 1-phenylethyl benzenesulfonates with anilines in methanol-acetonitrile
  作者：Ikchoon Lee、Hyung Yoon Kim、Han Keun Kang、Hai Whang Lee

  DOI：10.1021/jo00247a004

  日期：1988.6
• Design, synthesis, and evaluation of novel 2-phenylpropionic acid derivatives as dual COX inhibitory-antibacterial agents
  作者：Hülya Karaca Gençer、Ulviye Acar Çevik、Betül Kaya Çavuşoğlu、Begüm Nurpelin Sağlık、Serkan Levent、Özlem Atlı、Sinem Ilgın、Yusuf Özkay、Zafer Asım Kaplancıklı

  DOI：10.1080/14756366.2017.1310726

  日期：2017.1.1

  A series of 2-(4-substitutedmethylphenyl) propionic acid derivatives (6a-6m) were synthesized, characterized and evaluated for cyclooxygenase (COX) enzyme inhibitory and antimicrobial activity. Test compounds that exhibited good COX inhibition and antibacterial activity were further screened for their cytotoxicity and genotoxicity. Compounds 6h and 6l showed better COX-1 and COX-2 inhibition when compared to ibuprofen. Inhibition potency of these compounds against COX-2 was very close to that of nimesulide. The compounds 6d, 6h, 6l and 6m displayed promising antibacterial property when compared to chloramphenicol. However, the compound 6l was emerged as the best dual COX inhibitory-antibacterial agent in this study. The ADME prediction of the compounds revealed that they may have a good pharmacokinetic profile. Docking results of the compounds 6h and 6l with COX-1 (PDB ID: 1EQG) also exhibited a strong binding profile.