4-(4-Bromo-3-fluoro-phenyl)-3-methyl-4-oxo-butyric acid methyl ester | 644984-83-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-Bromo-3-fluoro-phenyl)-3-methyl-4-oxo-butyric acid methyl ester
• 英文别名: Methyl 4-(4-bromo-3-fluorophenyl)-3-methyl-4-oxobutanoate；methyl 4-(4-bromo-3-fluorophenyl)-3-methyl-4-oxobutanoate
• CAS: 644984-83-8
• 化学式: C₁₂H₁₂BrFO₃
• 分子量: 303.128
• InChiKey: QBJQWSSVHBJAHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  5
• 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：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-Bromo-3-fluoro-phenyl)-3-methyl-4-oxo-butyric acid methyl ester 在 tris(dibenzylideneacetone)dipalladium (0) 、 caesium carbonate 、 一水合肼 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 6-[4-(2-Benzyl-3-oxo-cyclohex-1-enylamino)-3-fluoro-phenyl]-5-methyl-4,5-dihydro-2H-pyridazin-3-one
  参考文献：
  名称：

  Benzyl vinylogous amide substituted aryldihydropyridazinones and aryldimethylpyrazolones as potent and selective PDE3B inhibitors

  摘要：

  Aryldihydropyridazinones and aryldimethylpyrazolones with 2-benzyl vinylogous amide substituents have been identified as potent PDE3B subtype selective inhibitors. Dihydropyridazinone 8a (PDE3B IC50 = 0.19 nM, 3A IC50 = 1.3 nM) was selected for in vivo evaluation of lipolysis induction, metabolic rate increase, and cardiovascular effects. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.056
• 作为产物：
  描述：

  4-溴-3-氟苯甲酸 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-(4-Bromo-3-fluoro-phenyl)-3-methyl-4-oxo-butyric acid methyl ester
  参考文献：
  名称：

  Benzyl vinylogous amide substituted aryldihydropyridazinones and aryldimethylpyrazolones as potent and selective PDE3B inhibitors

  摘要：

  Aryldihydropyridazinones and aryldimethylpyrazolones with 2-benzyl vinylogous amide substituents have been identified as potent PDE3B subtype selective inhibitors. Dihydropyridazinone 8a (PDE3B IC50 = 0.19 nM, 3A IC50 = 1.3 nM) was selected for in vivo evaluation of lipolysis induction, metabolic rate increase, and cardiovascular effects. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.056

文献信息

• Benzyl vinylogous amide substituted aryldihydropyridazinones and aryldimethylpyrazolones as potent and selective PDE3B inhibitors
  作者：Scott D. Edmondson、Anthony Mastracchio、Jiafang He、Christine C. Chung、Michael J. Forrest、Scott Hofsess、Euan MacIntyre、Joseph Metzger、Naphtali O'Connor、Kajal Patel、Xinchun Tong、Michael R. Tota、Lex H.T. Van der Ploeg、Jeff P. Varnerin、Michael H. Fisher、Matthew J. Wyvratt、Ann E. Weber、Emma R. Parmee

  DOI：10.1016/j.bmcl.2003.08.056

  日期：2003.11

  Aryldihydropyridazinones and aryldimethylpyrazolones with 2-benzyl vinylogous amide substituents have been identified as potent PDE3B subtype selective inhibitors. Dihydropyridazinone 8a (PDE3B IC50 = 0.19 nM, 3A IC50 = 1.3 nM) was selected for in vivo evaluation of lipolysis induction, metabolic rate increase, and cardiovascular effects. (C) 2003 Elsevier Ltd. All rights reserved.