2-fluoro-4-(5-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)-4,5-dihydroisoxazol-3-yl)phenol | 1187946-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-fluoro-4-(5-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)-4,5-dihydroisoxazol-3-yl)phenol
• 英文别名: 2-Fluoro-4-[5-[[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]methyl]-4,5-dihydro-1,2-oxazol-3-yl]phenol；2-fluoro-4-[5-[[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]methyl]-4,5-dihydro-1,2-oxazol-3-yl]phenol
• CAS: 1187946-85-5
• 化学式: C₁₃H₉F₄N₃O₃
• 分子量: 331.226
• InChiKey: PGMMADDADWXKEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3-((3-(3-fluoro-4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methyl)-5-(trifluoromethyl)-1,2,4-oxadiazole 在 三氟二甲基硫醚络合物 作用下， 以 二氯甲烷 为溶剂， 生成 2-fluoro-4-(5-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)-4,5-dihydroisoxazol-3-yl)phenol
  参考文献：
  名称：

  Novel derivatives of ISO-1 as potent inhibitors of MIF biological function

  摘要：

  A series of novel 1,2,4-oxadiazole, phthalimide, amide and other derivatives of ISO-1 were synthesized and probed for inhibition of macrophage migration inhibitory factor (MIF) activity. Several compounds inhibited MIF enzymatic activity at levels better than ISO-1. Of note, compounds 7, 22, 23, 24, 25 and 27 inhibited the spontaneous secretion/release/recognition of MIF from freshly isolated human peripheral blood mononuclear cells and, more importantly, inhibited the MIF-induced production of interleukin-6 (IL-6) and/or interleukin-1b (IL-1b) significantly better than ISO-1. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.052

文献信息

• Novel derivatives of ISO-1 as potent inhibitors of MIF biological function
  作者：Sarala Balachandran、Atish Rodge、Pradip K. Gadekar、Vitthal N. Yadav、Divya Kamath、Anshu Chetrapal-Kunwar、Pooja Bhatt、Shaila Srinivasan、Somesh Sharma、Ram A. Vishwakarma、Nilesh M. Dagia

  DOI：10.1016/j.bmcl.2009.06.052

  日期：2009.8

  A series of novel 1,2,4-oxadiazole, phthalimide, amide and other derivatives of ISO-1 were synthesized and probed for inhibition of macrophage migration inhibitory factor (MIF) activity. Several compounds inhibited MIF enzymatic activity at levels better than ISO-1. Of note, compounds 7, 22, 23, 24, 25 and 27 inhibited the spontaneous secretion/release/recognition of MIF from freshly isolated human peripheral blood mononuclear cells and, more importantly, inhibited the MIF-induced production of interleukin-6 (IL-6) and/or interleukin-1b (IL-1b) significantly better than ISO-1. (C) 2009 Elsevier Ltd. All rights reserved.