2-溴-2-(2-氟苯基)乙酸乙酯 | 100638-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-2-(2-氟苯基)乙酸乙酯
• 中文别名: 乙基2-溴-2-(2-氟苯基)乙酸甲酯
• 英文名称: ethyl α-bromo-o-fluorophenylacetate
• 英文别名: ethyl α-bromoorthofluorophenylacetate；Ethyl 2-bromo-2-(2-fluorophenyl)acetate
• CAS: 100638-28-6
• 化学式: C₁₀H₁₀BrFO₂
• 分子量: 261.091
• InChiKey: YKRLHAOXUXKBRE-UHFFFAOYSA-N

物化性质

• 沸点：
  265.5±25.0 °C(Predicted)
• 密度：
  1.476±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-2-(2-氟苯基)乙酸乙酯 在 sodium hydroxide 作用下， 生成 2-(4-Boc-哌嗪)-2-(2-氟苯基)乙酸
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin receptors—Substituted benzylic piperazine derivatives

  摘要：

  Replacement of the aryl piperazine moiety in compound I with a variety of substituted benzylic piperazines (6) yields compounds that afford melanocortin receptor 4 (MCR4) activity. Analogs with ortho substitution on the aromatic ring afforded the highest affinity. Resolution of the stereocenter of the benzylic piperazine based privileged structure revealed that the R-enantiomer was more active. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.018
• 作为产物：
  描述：

  2-氟苯基乙酸乙酯 在 N-溴代丁二酰亚胺(NBS) 作用下， 生成 2-溴-2-(2-氟苯基)乙酸乙酯
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin receptors—Substituted benzylic piperazine derivatives

  摘要：

  Replacement of the aryl piperazine moiety in compound I with a variety of substituted benzylic piperazines (6) yields compounds that afford melanocortin receptor 4 (MCR4) activity. Analogs with ortho substitution on the aromatic ring afforded the highest affinity. Resolution of the stereocenter of the benzylic piperazine based privileged structure revealed that the R-enantiomer was more active. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.018

文献信息

• Heterocyclic aldose reductase inhibitors and methods of using them
  申请人：Carbipem

  公开号：US04755509A1

  公开（公告）日：1988-07-05

  The invention relates to new compounds of the formula: ##STR1## Aldose reductase inhibitors. Treatment of certain complications of diabetes.

  这项发明涉及新化合物，其公式为：##STR1## 醛糖还原酶抑制剂。治疗糖尿病的某些并发症。
• A Comparative Molecular Field Analysis Model for 6-Arylpyrrolo[2,1-d][1,5]benzothiazepines Binding Selectively to the Mitochondrial Benzodiazepine Receptor
  作者：Giovanni Greco、Ettore Novellino、Isabella Fiorini、Vito Nacci、Giuseppe Campiani、Silvia M. Ciani、Antonio Garofalo、Paola Bernasconi、Tiziana Mennini

  DOI：10.1021/jm00050a007

  日期：1994.11

  A series of 42 6-arylpyrrolo[2,1-d][1,5]benzothiazepines which we have recently described as selective ligands of the mitochondrial benzodiazepine receptor (MBR) (Fiorini I.; et al. J. Med. Chem. 1994, 37, 1427-1438), have been investigated using the comparative molecular field analysis (CoMFA) approach. The resulting 3D-QSAR model rationalizes the steric and electronic factors which modulate affinity to the MBR with a cross-validation standard error of 0.648 pIC(50) unit. A set of seven novel pyrrolobenzothiazepine congeners has successively been synthesized and tested. The CoMFA model forecasts the binding affinity values of these new compounds with a prediction standard error of 0.536.
• US4755509A
  申请人：——

  公开号：US4755509A

  公开（公告）日：1988-07-05
• Pd-Catalyzed Divergent C(sp²)–H Activation/Cycloimidoylation of 2-Isocyano-2,3-diarylpropanoates
  作者：Shi Tang、Sheng-Wen Yang、Hongwei Sun、Yali Zhou、Juan Li、Qiang Zhu

  DOI：10.1021/acs.orglett.8b00346

  日期：2018.4.6

  A Pd-catalyzed site-selective C(sp(2))-H activation/cycloimidoylation of 2-isocyano-2,3-diarylpropanoates to construct diverse cyclic imine products has been developed. Six-membered 3,4-dihydroisoquinolines containing a C3 quaternary carbon center were generated dominantly by using bulky Ad(2)Pn-Bu as a ligand, while five-membered 1,1-disubstituted 1H-isoindoles were formed preferentially in the presence of bidentate phosphine ligand DPPB. The selectivity for 1H-isoindole formation was enhanced by using steric hindered aryl iodides. DFT calculations suggested that the experimentally observed ligand-controlled selectivity was a result of trans effect.
• Privileged structure based ligands for melanocortin receptors—Substituted benzylic piperazine derivatives
  作者：Matthew J. Fisher、Ryan T. Backer、Iván Collado、Óscar de Frutos、Saba Husain、Hansen M. Hsiung、Steve L. Kuklish、Ana I. Mateo、Jeffrey T. Mullaney、Paul L. Ornstein、Cristina García Paredes、Thomas P. O’Brian、Timothy I. Richardson、Jikesh Shah、John M. Zgombick、Karin Briner

  DOI：10.1016/j.bmcl.2005.08.018

  日期：2005.11

  Replacement of the aryl piperazine moiety in compound I with a variety of substituted benzylic piperazines (6) yields compounds that afford melanocortin receptor 4 (MCR4) activity. Analogs with ortho substitution on the aromatic ring afforded the highest affinity. Resolution of the stereocenter of the benzylic piperazine based privileged structure revealed that the R-enantiomer was more active. (c) 2005 Elsevier Ltd. All rights reserved.