4-硝基-2-吡啶甲酰氯 | 230312-97-7

• 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
• 中文名称: 4-硝基-2-吡啶甲酰氯
• 英文名称: 4-Nitro-pyridine-2-carbonyl chloride
• 英文别名: 4-Nitropyridine-2-carbonyl chloride
• CAS: 230312-97-7
• 化学式: C₆H₃ClN₂O₃
• 分子量: 186.554
• InChiKey: KXVRYVUBBIMNHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-硝基-2-吡啶甲酰氯 在 三甲基苯基硅烷 、 碘 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-{4-Fluoro-2-[(4-nitro-pyridine-2-carbonyl)-amino]-phenoxy}-phthalic acid
  参考文献：
  名称：

  A new class of glycogen phosphorylase inhibitors

  摘要：

  A new class of diacid analogues that binds at the AMP site not only are very potent but have similar to 10-fold selectivity in liver versus muscle glycogen phosphorylase (GP) in the in vitro assay. The synthesis, structure, and in vitro and in vivo biological evaluation of these liver selective glycogen phosphorylase inhibitors are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.046

文献信息

• Development of small-molecule probes that selectively kill cells induced to express mutant RAS
  作者：Michel Weïwer、Joshua A. Bittker、Timothy A. Lewis、Kenichi Shimada、Wan Seok Yang、Lawrence MacPherson、Sivaraman Dandapani、Michelle Palmer、Brent R. Stockwell、Stuart L. Schreiber、Benito Munoz

  DOI：10.1016/j.bmcl.2011.09.047

  日期：2012.2

  Synthetic lethal screening is a chemical biology approach to identify small molecules that selectively kill oncogene-expressing cell lines with the goal of identifying pathways that provide specific targets against cancer cells. We performed a high-throughput screen of 303,282 compounds from the National Institutes of Health-Molecular Libraries Small Molecule Repository (NIH-MLSMR) against immortalized BJ fibroblasts expressing HRAS(G12V) followed by a counterscreen of lethal compounds in a series of isogenic cells lacking the HRAS(G12V) oncogene. This effort led to the identification of two novel molecular probes (PubChem CID 3689413, ML162 and CID 49766530, ML210) with nanomolar potencies and 4-23-fold selectivities, which can potentially be used for identifying oncogene-specific pathways and targets in cancer cells. (C) 2011 Elsevier Ltd. All rights reserved.
• A new class of glycogen phosphorylase inhibitors
  作者：Zhijian Lu、Joann Bohn、Raynald Bergeron、Qiaolin Deng、Kenneth P. Ellsworth、Wayne M. Geissler、Georgianna Harris、Peggy E. McCann、Brian McKeever、Robert W. Myers、Richard Saperstein、Christopher A. Willoughby、Jun Yao、Kevin Chapman

  DOI：10.1016/j.bmcl.2003.08.046

  日期：2003.11

  A new class of diacid analogues that binds at the AMP site not only are very potent but have similar to 10-fold selectivity in liver versus muscle glycogen phosphorylase (GP) in the in vitro assay. The synthesis, structure, and in vitro and in vivo biological evaluation of these liver selective glycogen phosphorylase inhibitors are discussed. (C) 2003 Elsevier Ltd. All rights reserved.