methyl 2-[fluoro-4-(trifluoromethylsulfonyloxy)phenyl]propionate | 1377934-40-1

• 分子结构分类: 有机化合物
• 英文名称: methyl 2-[fluoro-4-(trifluoromethylsulfonyloxy)phenyl]propionate
• 英文别名: methyl 2-[2-fluoro-4-(trifluoromethylsulfonyloxy)phenyl]propanoate；Methyl 2-[fluoro-4-(trifluoromethyl-sulfonyloxy)phenyl]propionate
• CAS: 1377934-40-1
• 化学式: C₁₁H₁₀F₄O₅S
• 分子量: 330.257
• InChiKey: AEELEXWWVHGVCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2-[fluoro-4-(trifluoromethylsulfonyloxy)phenyl]propionate 在 N-溴代丁二酰亚胺(NBS) 、 (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride 、 偶氮二异丁腈 、 trans-bromo(N-succinimidyl)-bis(triphenylphosphine)palladium(II) 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 四氯化碳 、 水 、 甲苯 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Derivatives of 2-{2-Fluoro-4-[(2-oxocyclopentyl)methyl]phenyl}propanoic Acid: Nonsteroidal Anti-Inflammatory Drugs with Low Gastric Ulcerogenic Activity

  摘要：

  We previously reported that 2-fluoroloxoprofen has lower gastric ulcerogenic activity than loxoprofen, a nonsteroidal anti-inflammatory drug (NSAID) without selectivity for COX-2. We synthesized derivatives of 2-fluoroloxoprofen and studied their properties. Compared to 2-fluoroloxoprofen, one derivative, 1 la, exhibited higher anti-inflammatory activity and an equivalent ulcerogenic effect. These results suggest that 11a could be therapeutically beneficial for use as an NSAID.

  DOI：

  10.1021/jm300049g
• 作为产物：
  描述：

  2-(2-fluoro-4-nitrophenyl)propanoic acid 在 盐酸 、 硫酸 、 palladium 10% on activated carbon 、 水 、 氢气 、 三乙胺 、 sodium nitrite 作用下， 以 二氯甲烷 、 水 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 32.0h， 生成 methyl 2-[fluoro-4-(trifluoromethylsulfonyloxy)phenyl]propionate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Derivatives of 2-{2-Fluoro-4-[(2-oxocyclopentyl)methyl]phenyl}propanoic Acid: Nonsteroidal Anti-Inflammatory Drugs with Low Gastric Ulcerogenic Activity

  摘要：

  We previously reported that 2-fluoroloxoprofen has lower gastric ulcerogenic activity than loxoprofen, a nonsteroidal anti-inflammatory drug (NSAID) without selectivity for COX-2. We synthesized derivatives of 2-fluoroloxoprofen and studied their properties. Compared to 2-fluoroloxoprofen, one derivative, 1 la, exhibited higher anti-inflammatory activity and an equivalent ulcerogenic effect. These results suggest that 11a could be therapeutically beneficial for use as an NSAID.

  DOI：

  10.1021/jm300049g

文献信息

• 2-FLUOROPHENYL PROPIONIC ACID DERIVATIVES
  申请人：LTT BIO-PHARMA CO., LTD.

  公开号：US20140330026A1

  公开（公告）日：2014-11-06

  Provided are novel 2-fluorophenyl propionic acid derivatives which have excellent anti-inflammatory/analgesic effects while avoiding side effects such as gastrointestinal disorders, namely 2-fluorophenyl propionic acid derivatives represented by the formula (I) below or pharmaceutically acceptable salts thereof, [wherein, R 1 represents a hydrogen atom, a halogen atom, or a substituted or unsubstituted phenyl group, X represents —CH 2 —, —NH—, —O—, or —S—, and Y specifically represents group (II) (wherein, Z 1 represents —CO—, —CH(OH)—, or —CH 2 —, and n represents an integer of 1 or 2.)]

  提供了具有出色抗炎/镇痛效果且避免胃肠道疾病等副作用的新型2-氟苯丙酸衍生物，即由下面的式(I)所代表的2-氟苯丙酸衍生物或其药学上可接受的盐，其中，R1代表氢原子、卤原子或取代或未取代的苯基，X代表—CH2—、—NH—、—O—或—S—，Y具体表示群（II）（其中，Z1代表—CO—、—CH(OH)—或— —，n代表1或2的整数）。
• 2-fluorophenyl propionic acid derivatives
  申请人：LTT BIO-PHARMA CO., LTD.

  公开号：US09221786B2

  公开（公告）日：2015-12-29

  Provided are novel 2-fluorophenyl propionic acid derivatives which have excellent anti-inflammatory/analgesic effects while avoiding side effects such as gastrointestinal disorders, namely 2-fluorophenyl propionic acid derivatives represented by the formula (I) below or pharmaceutically acceptable salts thereof, [wherein, R1 represents a hydrogen atom, a halogen atom, or a substituted or unsubstituted phenyl group, X represents —CH2—, —NH—, —O—, or —S—, and Y specifically represents group (II) (wherein, Z1 represents —CO—, —CH(OH)—, or —CH2—, and n represents an integer of 1 or 2.)]

  提供了一种新型的2-氟苯丙酸衍生物，具有优异的抗炎/镇痛效果，同时避免了胃肠道疾病等副作用，即由下式(I)所表示的2-氟苯丙酸衍生物或其药学上可接受的盐，[其中，R1代表氢原子、卤原子或取代或未取代的苯基，X代表—CH2—、—NH—、—O—或—S—，而Y具体代表群(II)(其中，Z1代表—CO—、—CH(OH)—或— —，n代表1或2的整数)。]
• 2-FLUOROPHENYLPROPIONIC ACID DERIVATIVE
  申请人：LTT Bio-Pharma Co., Ltd.

  公开号：EP2799424B1

  公开（公告）日：2016-08-17
• US9221786B2
  申请人：——

  公开号：US9221786B2

  公开（公告）日：2015-12-29