2-(3-bromophenyl)isonicotinic acid | 883527-99-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(3-bromophenyl)isonicotinic acid
• 英文别名: 2-(3-Bromophenyl)pyridine-4-carboxylic acid
• CAS: 883527-99-9
• 化学式: C₁₂H₈BrNO₂
• 分子量: 278.105
• InChiKey: PBPWVZYRLJUGFV-UHFFFAOYSA-N

物化性质

• 沸点：
  506.9±40.0 °C(Predicted)
• 密度：
  1.574±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-bromophenyl)isonicotinic acid 在 吡啶 、 氯化亚砜 作用下， 生成
  参考文献：
  名称：

  Discovering novel chemical inhibitors of human cyclophilin A: Virtual screening, synthesis, and bioassay

  摘要：

  Cyclophilin A (CypA) is a member of cyclophilins, a family of the highly homologous peptidyl prolyl cis-trans isomerases (PPIases), which can bind to cyclosporin A (CsA). CypA plays critical roles in various biological processes, including protein folding, assembly, transportation, regulation of neuron growth, and HIV replication. The discovery of CypA inhibitor is now of a great special interest in the treatment of immunological disorders. In this study, a series of novel small molecular CypA inhibitors have been discovered by using structure-based virtual screening in conjunction with chemical synthesis and bioassay. The SPECS-1 database containing 85,000 small molecular compounds was searched by virtual screening against the crystal structure of human CypA. After SPR-based binding affinity assay, 15 compounds were found to show binding affinities to CypA at submicro-molar or micromolar level (compounds 1-15). Seven compounds were selected as the starting point for the further structure modification in considering binding activity, synthesis difficulty, and structure similarity. We thus synthesized 40 new small molecular compounds (1-6, 15, 16a-q, 17a-d, and 18a-I), and four of which (compounds 16b, 16h 16k,. and 18g) showed high CypA PPIase inhibition activities with IC50S of 2.5-6,2 mu M. Pharmacological assay indicated that these four Compounds demonstrated somewhat inhibition activities against the proliferation of spleen cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.006
• 作为产物：
  描述：

  2-(3-溴苯)吡啶 在 四甲基乙二胺 、 diethylzinc 、 copper(l) chloride 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 、 甲苯 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 12.5h， 生成 2-(3-bromophenyl)isonicotinic acid
  参考文献：
  名称：

  铜催化吡啶与 CO2 通过吡啶基鏻盐的 C4 选择性羧化

  摘要：

  已经开发出一种实用的铜催化吡啶与CO 2通过吡啶基鏻盐的C4选择性羧化反应。首次实现了CO 2的CP键羧化。这项工作代表了吡啶位点选择性羧化的一种新模式，这可能是未来新药设计和发现的一种有用方法。

  DOI：

  10.1002/anie.202318572