4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedione | 304649-81-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedione
• 英文别名: 4,4,4-trifluoro-1-(4-methoxy-3-methylphenyl)butane-1,3-dione
• CAS: 304649-81-8
• 化学式: C₁₂H₁₁F₃O₃
• 分子量: 260.213
• InChiKey: QYIJRMGGAUUGJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-磺酰胺基苯肼盐酸盐 、 4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedione 以 乙醇 为溶剂， 反应 20.0h， 生成 4-[5-(4-methoxy-3-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of the 1,5-Diarylpyrazole Class of Cyclooxygenase-2 Inhibitors:  Identification of 4-[5-(4-Methylphenyl)-3- (trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib)

  摘要：

  A series of sulfonamide-containing 1,5-diarylpyrazole derivatives were prepared and evaluated for their ability to block cyclooxygenase-2 (COX-2) in vitro and in vivo. Extensive structure-activity relationship (SAR) work was carried out within this series, and a number of potent and selective inhibitors of COX-2 were identified. Since an early structural lead (1f, SC-236) exhibited an unacceptably long plasma half-life, a number of pyrazole analogs containing potential metabolic sites were evaluated further in vivo in an effort to identify compounds with acceptable pharmacokinetic profiles. This work led to the identification of ii (4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide, SC-58635, celecoxib), which is currently in phase III clinical trials for the treatment of rheumatoid arthritis and osteoarthritis.

  DOI：

  10.1021/jm960803q
• 作为产物：
  描述：

  三氟乙酸乙酯 、 3-甲基-4-甲氧基苯乙酮 在 sodium methylate 作用下， 以 乙二醇二甲醚 、 水 、 乙酸乙酯 为溶剂， 以62%的产率得到4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedione
  参考文献：
  名称：

  Heterocyclo-alkylsulfonyl pyrazole derivatives as anti-inflammatory/analgesic agents

  摘要：

  本发明涉及公式中R2、R3、R6和A如规范中定义的化合物，以及含有它们的药物组合物和它们的药用。本发明的化合物在治疗或缓解炎症和其他与炎症有关的疾病中有用，如骨关节炎、类风湿性关节炎、结肠癌和阿尔茨海默病，在哺乳动物（最好是人类、狗、猫和家畜）中。

  公开号：

  US06531492B1

文献信息

• TETRAZOLINONE COMPOUNDS AND THEIR USE AS PESTICIDES
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150223460A1

  公开（公告）日：2015-08-13

  The present invention provides a compound having an excellent efficacy for controlling pests. A tetrazolinone compound of a formula (1): [wherein Q represents a group selected from the following group: Q1, Q2, Q3 or Q4: R 1 , R 2 R 3 and R 11 represent independently of each other a halogen atom, an CI-C6 alkyl group, etc.; R 4 and R 5 represents independently of each other a hydrogen atom, a halogen atom or an C i-C3 alkyl group, etc.; R 6 represents an C2-C4 alkynyl group or a C3-C6 cycloalkyl group, etc.; R 7 R 8 and R 9 represent independently of each other a hydrogen atom, a halogen atom, etc.; R 10 represents an C1-C3 alkyl group, etc.; and X represent an oxgen atom, etc.] shows an excellent controlling efficacy on pests.

  本发明提供了一种具有优异的杀虫效果的化合物。式（1）的四唑酮化合物：[其中Q代表以下组中的一组：Q1，Q2，Q3或Q4：R1，R2R3和R11分别独立地表示卤素原子，CI-C6烷基等；R4和R5分别独立地表示氢原子、卤素原子或CI-C3烷基等；R6表示C2-C4炔基或C3-C6环烷基等；R7，R8和R9分别独立地表示氢原子、卤素原子等；R10表示C1-C3烷基等；X表示氧原子等]对害虫具有优异的控制效果。
• Tetrazolinone compounds and their use as pesticides
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US09314023B2

  公开（公告）日：2016-04-19

  The present invention provides a compound having an excellent efficacy for controlling pests. A tetrazolinone compound of a formula (1): [wherein Q represents a group selected from the following group: Q1, Q2, Q3 or Q4: R1, R2 R3 and R11 represent independently of each other a halogen atom, an CI-C6 alkyl group, etc.; R4 and R5 represents independently of each other a hydrogen atom, a halogen atom or an C i-C3 alkyl group, etc.; R6 represents an C2-C4 alkynyl group or a C3-C6 cycloalkyl group, etc.; R7 R8 and R9 represent independently of each other a hydrogen atom, a halogen atom, etc.; R10 represents an C1-C3 alkyl group, etc.; and X represent an oxygen atom, etc.] shows an excellent controlling efficacy on pests.

  本发明提供了一种具有优异的杀虫效果的化合物。该化合物为式（1）的四唑酮化合物：[其中Q代表以下组中选择的一组：Q1、Q2、Q3或Q4；R1、R2、R3和R11独立地代表卤素原子、C1-C6烷基等；R4和R5独立地代表氢原子、卤素原子或C1-C3烷基等；R6代表C2-C4炔基或C3-C6环烷基等；R7、R8和R9独立地代表氢原子、卤素原子等；R10代表C1-C3烷基等；X代表氧原子等]，对害虫具有优异的控制效果。
• Discovery of a potent, selective and orally active canine COX-2 inhibitor, 2-(3-difluoromethyl-5-phenyl-pyrazol-1-yl)-5-methanesulfonyl-pyridine
  作者：Jin Li、Kristin M.Lundy DeMello、Henry Cheng、Subas M. Sakya、Brian S. Bronk、Robert J. Rafka、Burton H. Jaynes、Carl B. Ziegler、Carolyn Kilroy、Donald W. Mann、Eric L. Nimz、Michael P. Lynch、Michelle L. Haven、Nicole L. Kolosko、Martha L. Minich、Chao Li、Jason K. Dutra、Bryson Rast、Rhonda M. Crosson、Barry J. Morton、Glen W. Kirk、Kathleen M. Callaghan、David A. Koss、Andrei Shavnya、Lisa A. Lund、Scott B. Seibel、Carol F. Petras、Annette Silvia

  DOI：10.1016/j.bmcl.2003.10.004

  日期：2004.1

  Structure-activity relationship (SAR) studies of 2-[3-di(and tri)fluoromethyl-5-arylpyrazol-1-yl]-5-methanesulfonylpyridine derivatives for canine COX enzymes are described. This led to the identification of 12a as a lead candidate for further progression. The in vitro and in vivo activity of 12a for the canine COX-2 enzyme as well as its in vivo efficacy and pharmacokinetic properties in dog are highlighted. (C) 2003 Elsevier Ltd. All rights reserved.
• HETEROCYCLO-ALKYLSULFONYL PYRAZOLE DERIVATIVES AS ANTI-INFLAMMATORY/ANALGESIC AGENTS
  申请人：Pfizer Products Inc.

  公开号：EP1233959B1

  公开（公告）日：2005-03-16
• US6531492B1
  申请人：——

  公开号：US6531492B1

  公开（公告）日：2003-03-11