3-cyano-4-oxo-4-phenylbutanoic acid | 87769-59-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-cyano-4-oxo-4-phenylbutanoic acid
• CAS: 87769-59-3
• 化学式: C₁₁H₉NO₃
• 分子量: 203.197
• InChiKey: ROIGEJXTBFQVPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-cyano-4-oxo-4-phenylbutanoic acid 在 盐酸 作用下， 生成 3-methyl-4-oxo-4-phenylbutanoic acid
  参考文献：
  名称：

  基于放射性核素和硼原子通过外围苯并二氮杂receptor受体配体的靶向递送，羧酰胺衍生物中的结构活性关系。

  摘要：

  为了将这些配体用作放射性核素和硼原子的载体，对2-喹啉羧酰胺外围苯并二氮杂receptor受体（PBR）配体的构效关系进行了研究。某些新的配体相对于参考化合物1表现出增强的亲和力和类固醇生成活性，并且是放射性标记和PET研究的有趣候选物。此外，代表带有碳硼烷笼的PBR配体的第一个例子的碳硼烷衍生物3q可用于探索BNCT中的另一种机理。

  DOI：

  10.1021/jm034068b
• 作为产物：
  描述：

  碘乙酸 、 苯甲酰乙腈 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以32%的产率得到3-cyano-4-oxo-4-phenylbutanoic acid
  参考文献：
  名称：

  Insight into 2-phenylpyrazolo[1,5-a]pyrimidin-3-yl acetamides as peripheral benzodiazepine receptor ligands: Synthesis, biological evaluation and 3D-QSAR investigation

  摘要：

  The present paper reports the synthesis and binding studies of new 2-phenylpyrazolo[1,5-alpha]pyrimidin-3-yl acetamides as selective Peripheral Benzodiazepine Receptor (PBR) ligands. The variability of substituents at the 3-position was investigated and a 3D-QSAR model was proposed to evaluate the effect of different substitutions on the acetamide moiety. In addition, a subset of the novel compounds showing high affinity for PBR was tested for their ability to modulate the steroid biosynthesis in C6 glioma cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.015

文献信息

• US4404203A
  申请人：——

  公开号：US4404203A

  公开（公告）日：1983-09-13
• Insight into 2-phenylpyrazolo[1,5-a]pyrimidin-3-yl acetamides as peripheral benzodiazepine receptor ligands: Synthesis, biological evaluation and 3D-QSAR investigation
  作者：Silvia Selleri、Paola Gratteri、Camilla Costagli、Claudia Bonaccini、Annarella Costanzo、Fabrizio Melani、Gabriella Guerrini、Giovanna Ciciani、Barbara Costa、Francesca Spinetti、Claudia Martini、Fabrizio Bruni

  DOI：10.1016/j.bmc.2005.05.015

  日期：2005.8

  The present paper reports the synthesis and binding studies of new 2-phenylpyrazolo[1,5-alpha]pyrimidin-3-yl acetamides as selective Peripheral Benzodiazepine Receptor (PBR) ligands. The variability of substituents at the 3-position was investigated and a 3D-QSAR model was proposed to evaluate the effect of different substitutions on the acetamide moiety. In addition, a subset of the novel compounds showing high affinity for PBR was tested for their ability to modulate the steroid biosynthesis in C6 glioma cells. (c) 2005 Elsevier Ltd. All rights reserved.
• Structure−Activity Relationships in Carboxamide Derivatives Based on the Targeted Delivery of Radionuclides and Boron Atoms by Means of Peripheral Benzodiazepine Receptor Ligands
  作者：Andrea Cappelli、Gal.la Pericot Mohr、Andrea Gallelli、Germano Giuliani、Maurizio Anzini、Salvatore Vomero、Massimo Fresta、Patrizia Porcu、Elisabetta Maciocco、Alessandra Concas、Giovanni Biggio、Alessandro Donati

  DOI：10.1021/jm034068b

  日期：2003.8.1

  as carriers of radionuclides and boron atoms. Some new ligands show enhanced affinity and steroidogenic activity with respect to reference compound 1 and are interesting candidates for radiolabeling and PET studies. Moreover, carborane derivative 3q, representing the first example of PBR ligand bearing a carborane cage, can be useful to explore an alternative mechanism in BNCT.

  为了将这些配体用作放射性核素和硼原子的载体，对2-喹啉羧酰胺外围苯并二氮杂receptor受体（PBR）配体的构效关系进行了研究。某些新的配体相对于参考化合物1表现出增强的亲和力和类固醇生成活性，并且是放射性标记和PET研究的有趣候选物。此外，代表带有碳硼烷笼的PBR配体的第一个例子的碳硼烷衍生物3q可用于探索BNCT中的另一种机理。