5-(2,4-difluorophenyl)-2-hydroxy-N,N-dimethylbenzamide | 1119752-68-9

• 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: 5-(2,4-difluorophenyl)-2-hydroxy-N,N-dimethylbenzamide
• CAS: 1119752-68-9
• 化学式: C₁₅H₁₃F₂NO₂
• 分子量: 277.271
• InChiKey: QLGOTSUHMLCZLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二氟尼柳 在 氯化亚砜 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 10.5h， 生成 5-(2,4-difluorophenyl)-2-hydroxy-N,N-dimethylbenzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of amide derivatives of diflunisal as potential anti-inflammatory agents

  摘要：

  To improve the medicinal activity, the structure of diflunisal has been modified. Twenty-one amide derivatives of diflunisal were synthesized starting from diflunisal in three steps with total yields from 72% to 89%. All compounds were identified by (1)H NMR, MS, and elemental analysis. The anti-inflammatory and analgesic activities for 19 compounds were evaluated. It was found that 5m possesses an excellent anti-inflammatory activity and a good analgesic activity, maybe a potential anti-inflammatory agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.035

文献信息

• Improved anti-inflammatory combinations having reduced ulcerogenicity
  申请人：Merck & Co., Inc.

  公开号：EP0017169A1

  公开（公告）日：1980-10-15

  A novel drug combination for more effective treatment of pain, fever, and inflammation with reduced ulcerogenicity comprising either 1-(p-chlorobenzoyl)-5-methoxy-2-methylindo|e-3-acetic acid (indomethacin), and (b) a member selected from phenyl benzoic acid compounds, especially 2-hydroxy-5-(2',4'-difluorophenyl)benzoic acid (diflunisal), wherein the molar ratio of (b) to (a) is from 0.5 to 1.0 to 15.0 to 1.0; or a member selected from (b) and one or more members selected from ibuprofen, ketoprofen, naproxen, diclofenac sodium, tolmetin, flurbiprofen, indoprofen, benozaprofen, piroxicam.

  一种用于更有效地治疗疼痛、发热和炎症并降低溃疡发生率的新型药物组合，包括 1-(对氯苯甲酰基)-5-甲氧基-2-甲基吲哚|e-3-乙酸(吲哚美辛)，和(b)选自苯基苯甲酸化合物，特别是 2-羟基-5-(2',4'-二氟苯基)苯甲酸(二氟尼柳)的成员，其中(b)与(a)的摩尔比为 0.5至1.0至15.0至1.0；或选自(b)和一种或多种选自布洛芬、酮洛芬、萘普生、双氯芬酸钠、托美汀、氟比洛芬、吲哚洛芬、苯唑洛芬、吡罗昔康的成员。
• Composition containing a phenyl benzoic acid compound and acetaminophen combination for the treatment of pain and inflammation and process for preparing the same
  申请人：Merck & Co., Inc.

  公开号：EP0017102A1

  公开（公告）日：1980-10-15

  A drug combination for more effective treatment of pain and inflammation comprising (a) a halogenated phenyl benzoic acid compound and (b) acetaminophen. The combination exhibits more rapid onset of action and more extended action, and provides more safety and fewer side effects than either ingredient alone.

  一种能更有效治疗疼痛和炎症的复方药物，由(a)卤代苯基苯甲酸化合物和(b)对乙酰氨基酚组成。与单独使用其中一种成分相比，这种复方制剂起效更快，作用时间更长，安全性更高，副作用更少。
• Synthesis and biological evaluation of amide derivatives of diflunisal as potential anti-tumor agents
  作者：Guang-Xiang Zhong、Lu-Lu Chen、Hai-Bo Li、Fu-Jin Liu、Jin-Qing Hu、Wei-Xiao Hu

  DOI：10.1016/j.bmcl.2009.05.082

  日期：2009.8

  To discover the new medicinal activity, the structure of diflunisal has been modified. Forty amide derivatives of diflunisal were synthesized starting from diflunisal in three steps. Their inhibition growth rate of human lung cancer cell (A549) and human endometrial adenocarcinoma cell (Ishikawa) in vitro was evaluated. The preliminary assay results showed that compounds 6j, 7o and 8c exhibited good anti-tumor activities and excellent selectivity for the Ishikawa cell, may be potential anti-tumor agents. (C) 2009 Elsevier Ltd. All rights reserved.
• US4217340A
  申请人：——

  公开号：US4217340A

  公开（公告）日：1980-08-12
• US4228161A
  申请人：——

  公开号：US4228161A

  公开（公告）日：1980-10-14