1-(4-甲基喹啉-3-基)乙酮 | 81355-39-7

• 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
• 中文名称: 1-(4-甲基喹啉-3-基)乙酮
• 英文名称: 4-methyl 3-acetyl quinoline
• 英文别名: 3-acetyl-4-methylquinoline；1-(4-Methylquinolin-3-YL)ethanone
• CAS: 81355-39-7
• 化学式: C₁₂H₁₁NO
• mdl: MFCD11215522
• 分子量: 185.225
• InChiKey: FBXBMGNVOLRDBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-甲基喹啉-3-基)乙酮 生成 methyl 4-methylquinoline-3-carboxylate
  参考文献：
  名称：

  选择性还原。3,4-二苯甲氧基喹啉与氢化铝锂反应。立体效果。

  摘要：

  在低温下通过氢化锂铝选择性还原3,4-二苯甲氧基喹啉仅提供了出乎意料的3-甲酰基4-羰基甲氧基喹啉。通常，反应性更高的4-酯基团还原的困难可以通过H 5，旁边的质子在一侧和在另一侧的3-酯基团的空间位阻来解释。

  DOI：

  10.1016/s0040-4039(01)92350-0
• 作为产物：
  描述：

  4-<(2-acetylphenyl)amino>-3-buten-2-one 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以87%的产率得到1-(4-甲基喹啉-3-基)乙酮
  参考文献：
  名称：

  Sinsky, M. S.; Bass, R. G., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 759 - 768

  摘要：

  DOI：

文献信息

• HETEROCYCLIC COMPOUNDS AND THEIR USES
  申请人：Kaizerman Amy

  公开号：US20140031355A1

  公开（公告）日：2014-01-30

  Substituted bicyclic heteroaryls and compositions containing them, for the treatment of general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, including but not restricted to autoimmune diseases such as systemic lupus erythematosis (SLE), myestenia gravis, rheumatoid arthritis, acute disseminated encephalomyelitis, idiopathic thrombocytopenic purpura, multiples sclerosis, Sjoegren's syndrome and autoimmune hemolytic anemia, allergic conditions including all forms of hypersensitivity. The present invention also enables methods for treating cancers that are mediated, dependent on or associated with pi 105 activity, including but not restricted to leukemias, such as Acute Myeloid leukaemia (AML) Myelo-dysplastic syndrome (MDS) myelo-proliferative diseases (MPD) Chronic Myeloid Leukemia (CML) T-cell Acute Lymphoblastic leukaemia (T-ALL) B-cell Acute Lymphoblastic leukaemia (B-ALL) Non Hodgkins Lymphoma (NHL) B-cell lymphoma and solid tumors, such as breast cancer.

  含有取代的双环杂芳基和组合物，用于治疗一般性炎症、关节炎、风湿性疾病、骨关节炎、炎性肠病、炎性眼病、炎性或不稳定膀胱疾病、牛皮癣、带有炎症成分的皮肤疾病、包括但不限于自身免疫性疾病如系统性红斑狼疮（SLE）、肌无力、类风湿性关节炎、急性播散性脑脊髓炎、特发性血小板减少性紫癜、多发性硬化症、Sjoegren综合征和自身免疫性溶血性贫血，以及包括所有过敏形式的过敏症。本发明还提供了用于治疗与pi 105活性介导、依赖或相关的癌症的方法，包括但不限于白血病，如急性髓性白血病（AML）、骨髓增生异常综合征（MDS）、骨髓增生性疾病（MPD）、慢性髓性白血病（CML）、T细胞急性淋巴细胞白血病（T-ALL）、B细胞急性淋巴细胞白血病（B-ALL）、非霍奇金淋巴瘤（NHL）、B细胞淋巴瘤和实体瘤，如乳腺癌。
• An efficient catalytic method for the Friedländer annulation mediated by peptide coupling agent propylphosphonic anhydride (T3P®)
  作者：John Kallikat Augustine、Agnes Bombrun、Srinivasa Venkatachaliah

  DOI：10.1016/j.tetlet.2011.10.048

  日期：2011.12

  We have demonstrated the utilization of T3P, a mild and low toxic peptide coupling agent, as a promoter and water scavenger in the Friedlander annulation, and thus introduced a highly efficient catalytic process to access carbocyclic and heterocyclic fused quinolines under microwave irradiation or a conventional heating technique. The reaction conditions are sufficiently mild to tolerate the acid and base sensitive functional groups that can serve as levers for further extension of the quinoline products. (C) 2011 Elsevier Ltd. All rights reserved.
• CuO Nanoparticles as an Efficient and Reusable Catalyst for the One-pot Friedlander Quinoline Synthesis
  作者：Jafar Mohammad Nezhad、Jafar Akbari、Akbar Heydari、Behrooz Alirezapour

  DOI：10.5012/bkcs.2011.32.11.3853

  日期：2011.11.20
• GODARD, A.;QUEQUINER, G., TETRAHEDRON LETT., 1981, 22, N 48, 4813-4814
  作者：GODARD, A.、QUEQUINER, G.

  DOI：——

  日期：——
• SINSKY, M. S.;BASS, R. G., J. HETEROCYCL. CHEM., 1984, 21, N 3, 759-768
  作者：SINSKY, M. S.、BASS, R. G.

  DOI：——

  日期：——