2-chloro-7-methoxy-3-methoxycarbonylquinoline | 880105-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-chloro-7-methoxy-3-methoxycarbonylquinoline
• 英文别名: Methyl 2-chloro-7-methoxy-3-quinolinecarboxylate；methyl 2-chloro-7-methoxyquinoline-3-carboxylate
• CAS: 880105-73-7
• 化学式: C₁₂H₁₀ClNO₃
• 分子量: 251.669
• InChiKey: PUIAPQUKGGRNFN-UHFFFAOYSA-N

物化性质

• 沸点：
  362.8±37.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-7-methoxy-3-methoxycarbonylquinoline 在 草酰氯 、 sodium 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Herbicidal Activity of Triketone–Quinoline Hybrids as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

  摘要：

  4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is one of the most important targets for herbicide discovery. In the search for new HPPD inhibitors with novel scaffolds, triketone-quinoline hybrids were designed and subsequently optimized on the basis of the structure -activity relationship (SAR) studies. Most of the synthesized compounds displayed potent inhibition of Arabidopsis thaliana HPPD (AtHPPD), and some of them exhibited broad-spectrum and promising herbicidal activity at the rate of 150 g ai/ha by postemergence application. Most promisingly, compound III-1, 3-hydroxy-2-(2-methoxy-7-(methylthio)quinoline-3-carbonyl)cyclohex-2-enone (K-i = 0.009 mu M, AtHPPD), had broader spectrum of weed control than mesotrione. Furthermore, compound III-1 was much safer to maize at the rate of 150 g ai/ha than mesotrione, demonstrating its great potential as herbicide for weed control in maize fields. Therefore, triketone-quinoline hybrids may serve as new lead structures for novel herbicide discovery.

  DOI：

  10.1021/acs.jafc.5b01530
• 作为产物：
  描述：

  2-羟基-7-甲氧基喹啉-3-甲醛 在 N-碘代丁二酰亚胺 、 potassium carbonate 、 三氯氧磷 作用下， 生成 2-chloro-7-methoxy-3-methoxycarbonylquinoline
  参考文献：
  名称：

  Srivastava, Ambika; Singh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 9, p. 1868 - 1875

  摘要：

  DOI：

文献信息

• [EN] HETEROCYCLIC SPIRO COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS SPIRO HÉTÉROCYCLIQUES ET MÉTHODES D'UTILISATION
  申请人：AMGEN INC

  公开号：WO2022083569A1

  公开（公告）日：2022-04-28

  Provided are compounds of Formula (I) having activity as inhibitors of G12C mutant KRAS protein, pharmaceutical compositions comprising the compounds, and uses and methods of treating certain disorders, such as cancer, including but not limited to lung, pancreatic and colorectal cancers.

  提供的是具有抑制G12C突变KRAS蛋白活性的化合物(I)的公式，包括这些化合物的制药组合物，以及治疗某些疾病（如癌症，包括但不限于肺癌、胰腺癌和结肠直肠癌）的用途和方法。