2-(2-bromo-5-fluorophenyl)-2-butanone | 112399-43-6

• 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: 2-(2-bromo-5-fluorophenyl)-2-butanone
• 英文别名: 4-(2-Bromo-5-fluorophenyl)butan-2-one
• CAS: 112399-43-6
• 化学式: C₁₀H₁₀BrFO
• 分子量: 245.091
• InChiKey: MPLRGSFGXOCXEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-bromo-5-fluorophenyl)-2-butanone 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成 4-(2-bromo-5-fluorophenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methylbutan-2-amine
  参考文献：
  名称：

  2-Ethynylbenzenealkanamines. A new class of calcium entry blockers

  摘要：

  A series of 2-(aryl- or alkylethynyl)benzenealkanamines were synthesized. They exhibit antihypertensive activity in spontaneously hypertensive rats and coronary vasodilator activity with minimal negative inotropic activity in the "Langendorff" guinea pig heart in vitro. They have been shown to exert their activity by inhibition of Ca2+ influx across cell membranes. Optimal activity is found among the N-(arylethyl)-5-methoxy-alpha-methyl-2-(phenylethynyl)ben zeneethanamines and -propanamines.

  DOI：

  10.1021/jm00398a023
• 作为产物：
  描述：

  2-溴-5-氟甲苯 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 19.0h， 生成 2-(2-bromo-5-fluorophenyl)-2-butanone
  参考文献：
  名称：

  2-Ethynylbenzenealkanamines. A new class of calcium entry blockers

  摘要：

  A series of 2-(aryl- or alkylethynyl)benzenealkanamines were synthesized. They exhibit antihypertensive activity in spontaneously hypertensive rats and coronary vasodilator activity with minimal negative inotropic activity in the "Langendorff" guinea pig heart in vitro. They have been shown to exert their activity by inhibition of Ca2+ influx across cell membranes. Optimal activity is found among the N-(arylethyl)-5-methoxy-alpha-methyl-2-(phenylethynyl)ben zeneethanamines and -propanamines.

  DOI：

  10.1021/jm00398a023

文献信息

• Intramolecular Substitution Reaction of Lithium Alkylidene Carbenoids. Regioselective Synthesis of Indenes
  作者：Hideyuki Yanagisawa、Kasei Miura、Mitsuru Kitamura、Koichi Narasaka、Kaori Ando

  DOI：10.1246/bcsj.76.2009

  日期：2003.10

  intramolecular substitution reaction with alkoxide moiety occurs at the lithium alkylidene carbenoid center to give dihydrofurans. The reaction mechanism of this intramolecular substitution reaction is studied by B3LYP density functional calculations with the 6-31+G(d) basis set, and the substitution is found to proceed in a concerted manner. This substitution reaction is applied to the regioselective preparation

  当 4,4-dibromo-3-alkenols 用丁基锂处理时，在锂亚烷基卡宾中心发生与醇盐部分的分子内取代反应，得到二氢呋喃。用6-31+G(d)基组通过B3LYP密度泛函计算研究了这种分子内取代反应的反应机理，发现取代以协同方式进行。该取代反应适用于茚衍生物的区域选择性制备。也就是说，用丁基锂处理 3-(o-溴苯基)-1,1-二溴丙烯衍生物 23 会导致形成分子内取代中间体，3-茚基锂 D，其被亲电试剂捕获以区域选择性地提供取代的茚。
• Dimeric IAP Antagonists
  申请人：Tetralogic Pharmaceuticals Corporation

  公开号：EP2409984A1

  公开（公告）日：2012-01-25

  The present invention provides IAP antagonists that are peptidomimetic compounds that mimic the tertiary binding structure and activity of the N-terminal four amino acids of mature Smac to lAPs.

  本发明提供的 IAP 拮抗剂是仿肽化合物，可模仿成熟 Smac N 端 4 个氨基酸与 lAP 的三级结合结构和活性。
• CARSON, J. R.;ALMOND, H. R.;BRANNAN, M. D.;CARMOSIN, R. J.;FLAIM, S. F.;G+, J. MED. CHEM., 31,(1988) N 3, 630-636
  作者：CARSON, J. R.、ALMOND, H. R.、BRANNAN, M. D.、CARMOSIN, R. J.、FLAIM, S. F.、G+

  DOI：——

  日期：——
• 2-Ethynylbenzenealkanamines. A new class of calcium entry blockers
  作者：J. R. Carson、H. R. Almond、M. D. Brannan、R. J. Carmosin、S. F. Flaim、A. Gill、M. M. Gleason、S. L. Keely、D. W. Ludovici

  DOI：10.1021/jm00398a023

  日期：1988.3

  A series of 2-(aryl- or alkylethynyl)benzenealkanamines were synthesized. They exhibit antihypertensive activity in spontaneously hypertensive rats and coronary vasodilator activity with minimal negative inotropic activity in the "Langendorff" guinea pig heart in vitro. They have been shown to exert their activity by inhibition of Ca2+ influx across cell membranes. Optimal activity is found among the N-(arylethyl)-5-methoxy-alpha-methyl-2-(phenylethynyl)ben zeneethanamines and -propanamines.