o-Toluolsulfonylurethan | 51920-63-9

• 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: o-Toluolsulfonylurethan
• 英文别名: O-Ethyl-N-o-tolylsulfonylcarbamat；Ethyl-N-(o-toluolsulfonyl)-carbamat；(toluene-2-sulfonyl)-carbamic acid ethyl ester；(Toluol-2-sulfonyl)-carbamidsaeure-aethylester；ethyl N-(o-toluenesulfonyl) carbamate；ethyl N-(2-methylphenyl)sulfonylcarbamate
• CAS: 51920-63-9
• 化学式: C₁₀H₁₃NO₄S
• 分子量: 243.284
• InChiKey: SQVKDIGNVAEHCK-UHFFFAOYSA-N

物化性质

• 熔点：
  122 °C(Solv: methanol (67-56-1))
• 密度：
  1.261±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  o-Toluolsulfonylurethan 、 3-(2,6-Dimethylphenyl)-4-methyl-5-acetyl-2-imino-thiazolin 反应 2.0h， 以80%的产率得到3-(2,6-Dimethylphenyl)-4-methyl-5-acetyl-2-(o-toluolsulfonaminocarbonylimino)-thiazolin
  参考文献：
  名称：

  Heterocyclenbildung mit Enaminen

  摘要：

  Aminoacrylderivatives (1) and Br2/NH4SCN form iminothiazolinones 3 a-c and with chlorosulfonylisocyanate thiadiazinonedioxide 8. Reaction of 3 a with hydrazine yields disulfide 6. Compound 2 and PCl3 yield diazaphosphorines 7 a-c. By reaction of pyrimidinone 9 with NaOCl, HCl/H2O2 or Br2/NH4SCN dichloropyrimidinone 10, dichlorooxaziridine 16, and thiocyanate 13 are formed. Octahydroquinazolinone (17) and NaOCl or H2O2/HCl form chloroderivatives 18, 19 and 20, 18 with peracid oxaziridine 22. Compounds 16, 21, 22 and 13 with NaOCl form N-chloroderivatives 23, 24, 25 and 26 resp.

  DOI：

  10.1002/prac.19923340813
• 作为产物：
  描述：

  邻,对甲苯磺酰胺 、 氯甲酸乙酯 生成 o-Toluolsulfonylurethan
  参考文献：
  名称：

  Notes - Some N-Arylculfonyl-N '-alkylureas

  摘要：

  DOI：

  10.1021/jo01100a622

文献信息

• Raffa, Farmaco, Edizione Scientifica, 1957, vol. 12, p. 98,102
  作者：Raffa

  DOI：——

  日期：——
• Naphthalene/quinoline amides and sulfonylureas as potent and selective antagonists of the EP4 receptor
  作者：Jason D. Burch、Julie Farand、John Colucci、Claudio Sturino、Yves Ducharme、Richard W. Friesen、Jean-François Lévesque、Sébastien Gagné、Mark Wrona、Alex G. Therien、Marie-Claude Mathieu、Danielle Denis、Erika Vigneault、Daigen Xu、Patsy Clark、Steve Rowland、Yongxin Han

  DOI：10.1016/j.bmcl.2010.12.014

  日期：2011.2

  Two new series of EP4 antagonists based on naphthalene/quinoline scaffolds have been identified as part of our on-going efforts to develop treatments for inflammatory pain. One series contains an acidic sulfonylurea pharmacophore, whereas the other is a neutral amide. Both series show subnanomolar intrinsic binding potency towards the EP4 receptor, and excellent selectivity towards other prostanoid receptors. While the amide series generally displays poor pharmacokinetic parameters, the sulfonylureas exhibit greatly improved profile. MF-592, the optimal compound from the sulfonylurea series, has a desirable overall preclinical profile that suggests it is suitable for further development. (C) 2010 Elsevier Ltd. All rights reserved.
• US3933894A
  申请人：——

  公开号：US3933894A

  公开（公告）日：1976-01-20
• Notes - Some N-Arylculfonyl-N '-alkylureas
  作者：Frederick Marshall、Max Sigal, Jr.

  DOI：10.1021/jo01100a622

  日期：1958.6
• Heterocyclenbildung mit Enaminen
  作者：Christian Bischoff、Edith Schr�der

  DOI：10.1002/prac.19923340813

  日期：——

  Aminoacrylderivatives (1) and Br2/NH4SCN form iminothiazolinones 3 a-c and with chlorosulfonylisocyanate thiadiazinonedioxide 8. Reaction of 3 a with hydrazine yields disulfide 6. Compound 2 and PCl3 yield diazaphosphorines 7 a-c. By reaction of pyrimidinone 9 with NaOCl, HCl/H2O2 or Br2/NH4SCN dichloropyrimidinone 10, dichlorooxaziridine 16, and thiocyanate 13 are formed. Octahydroquinazolinone (17) and NaOCl or H2O2/HCl form chloroderivatives 18, 19 and 20, 18 with peracid oxaziridine 22. Compounds 16, 21, 22 and 13 with NaOCl form N-chloroderivatives 23, 24, 25 and 26 resp.