R(-)-2-[(4'-trifluoromethanesulfonyloxy)phenyl]-N-methylpropionamide

• 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: R(-)-2-[(4'-trifluoromethanesulfonyloxy)phenyl]-N-methylpropionamide
• 英文别名: [4-[(2R)-1-(methylamino)-1-oxopropan-2-yl]phenyl] trifluoromethanesulfonate
• 化学式: C₁₁H₁₂F₃NO₄S
• 分子量: 311.282
• InChiKey: VFJYTZIKRSKRGC-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  甲胺 在 氯化亚砜 作用下， 以 甲苯 、 二氯甲烷 为溶剂， 反应 5.0h， 以75%的产率得到R(-)-2-[(4'-trifluoromethanesulfonyloxy)phenyl]-N-methylpropionamide
  参考文献：
  名称：

  [EN] 2-PHENYLPROPIONIC ACID DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  [FR] DERIVES DE L'ACIDE 2-PHENYLPROPIONIQUE ET COMPOSITIONS PHARMACEUTIQUES CONTENANT LESDITS DERIVES

  摘要：

  公开号：

  WO2005090295A3

文献信息

• Design of Noncompetitive Interleukin-8 Inhibitors Acting on CXCR1 and CXCR2
  作者：Alessio Moriconi、Maria Candida Cesta、Maria Neve Cervellera、Andrea Aramini、Silvia Coniglio、Sandro Colagioia、Andrea Rosario Beccari、Cinzia Bizzarri、Michela Rita Cavicchia、Massimo Locati、Emanuela Galliera、Paola Di Benedetto、Paolo Vigilante、Riccardo Bertini、Marcello Allegretti

  DOI：10.1021/jm061469t

  日期：2007.8.1

  neutrophils at the site of inflammation. CXCL8 binds two membrane receptors, CXCR1 and CXCR2, whereas CXCL1 is a selective agonist for CXCR2. In the past decade, the physiopathological role of CXCL8 and CXCL1 has been investigated. A novel class of small molecular weight allosteric CXCR1 inhibitors was identified, and reparixin, the first drug candidate, is currently under clinical investigation in the

  趋化因子CXCL8和CXCL1在炎症部位中性粒细胞募集中起关键作用。CXCL8结合两个膜受体CXCR1和CXCR2，而CXCL1是CXCR2的选择性激动剂。在过去的十年中，已经研究了CXCL8和CXCL1的生理病理学作用。已鉴定出一类新型的小分子量变构CXCR1抑制剂，第一个候选药物reparixin目前正在临床研究中，以预防器官移植中的缺血/再灌注损伤。研究了Reparixin与CXCR1的结合模式，并将其用于双变构CXCR1和CXCR2抑制剂的计算机辅助设计程序。本文讨论了由模型驱动的SAR研究用于鉴定有效双重抑制剂的结果，并提出了三种新化合物（56、67，
• 2-PHENYLPROPIONIC ACID DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：DOMPE' pha.r.ma S.p.A.

  公开号：EP1776336A2

  公开（公告）日：2007-04-25
• 2-phenylpropionic acid derivatives and pharmaceutical compositions containing them
  申请人：Allegretti Marcello

  公开号：US20090203740A1

  公开（公告）日：2009-08-13

  4-(trifluoromethanesulfonyloxyphenyl)propionic acid derivatives and pharmaceutical composition containing such compounds are useful in inhibiting the chemotactic activation of neutrophils (PMN leukocytes) induced by the interaction of Interleukin-8 (IL-8) with CXCR1 and CXCR2 membrane receptors. The compounds are used for the prevention and treatment of pathologies deriving from said activation. Notably, these metabolites are devoid of cyclo-oxygenase inhibition activity and are particularly useful in the treatment of neutrophil-dependent pathologies such as psoriasis, ulcerative colitis, melanoma, chronic obstructive pulmonary disease (COPD), bullous pemphigoid, rheumatoid arthritis, idiopathic fibrosis, glomerulonephritis and in the prevention and treatment of damages caused by ischemia and reperfusion.
• US8039656B2
  申请人：——

  公开号：US8039656B2

  公开（公告）日：2011-10-18
• US8293788B2
  申请人：——

  公开号：US8293788B2

  公开（公告）日：2012-10-23