S-(Trifluoromethyl)-7-nitrodibenzothiophenium-3-sulfonate | 160656-66-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: S-(Trifluoromethyl)-7-nitrodibenzothiophenium-3-sulfonate
• 英文别名: 3-nitro-5-trifluoromethyl-dibenzothiophenium-7-sulfonate；7-nitro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophenium-3-sulfonate；7-nitro-5-(trifluoromethyl)dibenzothiophen-5-ium-3-sulfonate
• CAS: 160656-66-6
• 化学式: C₁₃H₆F₃NO₅S₂
• 分子量: 377.322
• InChiKey: WVZLBOZYUHVNOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  S-(Trifluoromethyl)-7-nitrodibenzothiophenium-3-sulfonate 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 24.0h， 以100%的产率得到7-nitro-dibenzothiophene-3-sulfonyl chloride
  参考文献：
  名称：

  TRICYCLIC COMPOUNDS AS MATRIX METALLOPROTEINASE INHIBITORS

  摘要：

  目前的教导与式I的化合物有关：及其药用盐和酯，其中R1、R2、R3、R4、X和Y如本文所定义。目前的教导还提供了制备式I化合物的方法以及抑制基质金属蛋白酶的方法，特别是可能参与哺乳动物中发现的病理性疾病，包括人类。

  公开号：

  US20100227859A1
• 作为产物：
  描述：

  S-(三氟甲基)二苯并噻吩-3-磺酸盐 在 硫酸 、 三氧化硫 、 硝酸 作用下， 以95%的产率得到S-(Trifluoromethyl)-7-nitrodibenzothiophenium-3-sulfonate
  参考文献：
  名称：

  TRICYCLIC COMPOUNDS AS MATRIX METALLOPROTEINASE INHIBITORS

  摘要：

  目前的教导与式I的化合物有关：及其药用盐和酯，其中R1、R2、R3、R4、X和Y如本文所定义。目前的教导还提供了制备式I化合物的方法以及抑制基质金属蛋白酶的方法，特别是可能参与哺乳动物中发现的病理性疾病，包括人类。

  公开号：

  US20100227859A1

文献信息

• WO2008/57254
  申请人：——

  公开号：——

  公开（公告）日：——
• Identification of an Orally Efficacious Matrix Metalloprotease 12 Inhibitor for Potential Treatment of Asthma
  作者：Wei Li、Jianchang Li、Yuchuan Wu、Fabio Rancati、Stefania Vallese、Luca Raveglia、Junjun Wu、Rajeev Hotchandani、Nathan Fuller、Kristina Cunningham、Paul Morgan、Susan Fish、Rustem Krykbaev、Xin Xu、Steve Tam、Samuel J. Goldman、William Abraham、Cara Williams、Joseph Sypek、Tarek S. Mansour

  DOI：10.1021/jm900809r

  日期：2009.9.10

  MMP-12 plays a significant role in airway inflammation and remodeling. Increased expression and production of MMP-12 have been observed in the lungs of asthmatic patients. Compound 27 was identified as a potent and selective MMP-12 inhibitor possessing good physicochemical properties. In pharmacological studies, the compound was orally efficacious in an MMP-12 induced ear-swelling inflammation model in the mouse with a good dose response. This compound also exhibited oral efficacy in a naturally Ascaris-sensitized sheep asthma model showing significant inhibition of the late phase response to allergen challenge. This compound has been considered for further development as a treatment therapy for asthma.
• Useful electrophilic trifluoromethylating agents; S-, Se- and Te-(trifluoromethyl)dibenzo-thio-, -seleno- and -telluro-phenium-3-sulfonates
  作者：Teruo Umemoto、Sumi Ishihara、Kenji Adachi

  DOI：10.1016/0022-1139(95)03253-a

  日期：1995.9

  Se, Se- and Te-(Trifluoromethyl) dibenzo-thio-, -seleno- and -telluro-phenium-3-sulfonates and their dimethyl and nitro derivatives have been synthesized in good yield by sulfonation of the corresponding (trifluoromethyl)dibenzocyclic chalcogen salts with fuming sulfuric acid or by sulfonation followed by nitration. The practical use of these power-variable trifluoromethylating agents has been demonstrated. Thus, they provide good yields of trifluoromethylated products, and the by-product (a salt of dibenzothiophene-3-sulfonic acid or an analog) was easily removed from the products by filtration or by washing with water. S-(Perfluoro-ethyl, -n-butyl- and -n-octyl)dibenzothiophenium-3-sulfonates have also been synthesized and a similar perfluoroalkylation using one of them has been accomplished.
• (HALOALKYL)DIBENZO-ONIUM SULFONATE, PROCESS FOR PRODUCING THE SAME, AND HALOALKYLATING AGENT AND METHOD
  申请人：DAIKIN INDUSTRIES, LIMITED

  公开号：EP0647638B1

  公开（公告）日：1998-10-07
• US5569771A
  申请人：——

  公开号：US5569771A

  公开（公告）日：1996-10-29