6-甲基噌啉 | 318276-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 6-甲基噌啉
• 英文名称: 6-methylcinnoline
• CAS: 318276-69-6
• 化学式: C₉H₈N₂
• mdl: MFCD11558939
• 分子量: 144.176
• InChiKey: CJNZAPGGKOQHQV-UHFFFAOYSA-N

物化性质

• 沸点：
  280.5±33.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  3-碘-4-甲基苯胺 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 水 、 邻二氯苯 、 乙腈 为溶剂， 反应 10.5h， 生成 6-甲基噌啉
  参考文献：
  名称：

  Cyclization of 1-(2-Alkynylphenyl)-3,3-dialkyltriazenes:  A Convenient, High-Yield Synthesis of Substituted Cinnolines and Isoindazoles

  摘要：

  A new route to isoindazoles and cinnolines through the cyclization of (2-alkynylphenyl)triazenes under neutral conditions is presented. The products that result from heating the starting triazenes depend on both the type of alkyne ortho to the triazene functionality and the temperature used. Butadiyne moieties ortho to dialkyltriazenes yield bis-isoindazole dimers when heated to 150 degreesC in MeI. A requirement for cyclization in MeI is that the (2-alkynylphenyl)triazene must contain a suitably electron-withdrawing substituent on the phenyl ring to deactivate the triazene toward methylation-induced decomposition to an iodoarene. Ethynyl moieties ortho to dialkyltriazenes yield both isoindazole dimers as well as 3-formylisoindazoles when subjected to the same conditions. Replacing MeI with 1,2-dichlorobenzene as solvent allows for the general cyclization of (2-ethynylphenyl)dialkyltriazenes. Heating to 170 degreesC results in a mixture of isoindazole and cinnoline products, whereas the cinnolines are produced exclusively in high yield at 200 degreesC. Alternatively, the isoindazoles can be obtained in good to excellent yield by stirring a 1,2-dichloroethane solution of the starting triazene with CuCl overnight at 50 degreesC.

  DOI：

  10.1021/jo020229s

文献信息

• Aminooxazole Inhibitors of Cyclin Dependent Kinases
  申请人：Desai Laxman S.

  公开号：US20120302578A1

  公开（公告）日：2012-11-29

  Oxazole derivatives are described. The inventive compounds are useful as kinase inhibitors, and may be used in the treatment of cancer, such as prostate cancer, lung cancer, breast cancer, colon cancer, leukemia, CNS cancer, melanoma, ovarian cancer, and renal cancer.

  噁唑衍生物被描述。这些创新化合物可用作激酶抑制剂，并可用于治疗癌症，如前列腺癌、肺癌、乳腺癌、结肠癌、白血病、中枢神经系统癌症、黑色素瘤、卵巢癌和肾癌。
• KINASE INHIBITORS USEFUL FOR THE TREATMENT OF MYLEOPROLIFERATIVE DISEASES AND OTHER PROLIFERATIVE DISEASES
  申请人：Flynn L. Daniel

  公开号：US20080090856A1

  公开（公告）日：2008-04-17

  The present invention is concerned with novel compounds useful in the treatment of hyperproliferative diseases and mammalian cancers, especially human cancers. The invention also pertains to methods of modulating kinase activities, pharmaceutical compositions, and methods of treating individuals, incorporating or using the compounds. The preferred compounds are active small molecules set forth in formulae Ia-Iww.

  本发明涉及一种在治疗高增殖性疾病和哺乳动物癌症，尤其是人类癌症方面有用的新化合物。该发明还涉及调节激酶活性的方法、药物组合物以及治疗个体的方法，包括或使用这些化合物。优选的化合物是在公式Ia-Iww中列出的活性小分子。
• [EN] HETEROARYL COMPOUNDS AS INHIBITORS OF NECROSIS, COMPOSITION AND APPLICATION THEREOF<br/>[FR] COMPOSÉS HÉTÉROARYLIQUES UTILISÉS COMME INHIBITEURS DE LA NÉCROSE, COMPOSITION ET APPLICATION ASSOCIÉES
  申请人：ZHANG XIAOHU

  公开号：WO2018017435A1

  公开（公告）日：2018-01-25

  The present disclosure provides heteroaryl compounds of formulas (I), (Ia) and (Ib), processes for their preparation, pharmaceutical compositions containing them, and their use in the treatment of diseases and disorders, arising from or related to necrosis. (Formula (I)).

  本公开提供了公式（I）、（Ia）和（Ib）的杂环芳基化合物，它们的制备方法，含有它们的药物组合物，以及它们在治疗因坏死引起或相关的疾病和疾病中的用途。 （公式（I））。
• [EN] HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES EN TANT QU'ANTAGONISTES DE L'ADÉNOSINE
  申请人：NUVATION BIO INC

  公开号：WO2020150677A1

  公开（公告）日：2020-07-23

  Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

  提供了氨基吡嗪化合物作为腺苷受体的调节剂。这些化合物可能作为治疗经由G蛋白偶联受体信号通路介导的疾病的治疗剂，并且可能在肿瘤学中发挥特定作用。
• [EN] 1,8-NAPHTHYRIDINONE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE 1,8-NAPHTHYRIDINONE ET LEURS UTILISATIONS
  申请人：NUVATION BIO INC

  公开号：WO2020150676A1

  公开（公告）日：2020-07-23

  1,8-naphthyridinone compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

  提供了作为腺苷受体调节剂的1,8-萘啶酮化合物。这些化合物可能作为治疗通过G蛋白偶联受体信号通路介导的疾病的治疗剂，并且可能在肿瘤学中发挥特定作用。