methyl 2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetate | 50844-82-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetate
• 英文别名: methyl 2-methyl-4-oxo-3-quinazolinylacetate；(2-methyl-4-oxo-4H-quinazolin-3-yl)-acetic acid methyl ester；(2-Methyl-4-oxo-4H-chinazolin-3-yl)-essigsaeure-methylester；(2-Methyl-4-oxo-4H-quinazolin-3-yl)-acetic acid, methyl ester；methyl 2-(2-methyl-4-oxoquinazolin-3-yl)acetate
• CAS: 50844-82-1
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: ZNJFMTQYVDZKRV-UHFFFAOYSA-N

物化性质

• 熔点：
  114-115 °C
• 沸点：
  378.8±44.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetate 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以75%的产率得到2-(2-甲基-4-氧喹唑啉-3-基)乙酰肼
  参考文献：
  名称：

  Rao, A. Devender; Shankar, Ch. Ravi; Rao, A. Bhaskar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 665 - 667

  摘要：

  DOI：
• 作为产物：
  描述：

  邻乙酰胺苯甲酸內酯 在 caesium carbonate 、 formamide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 methyl 2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetate
  参考文献：
  名称：

  Development of 2-(4-oxoquinazolin-3(4H)-yl)acetamide derivatives as novel enoyl-acyl carrier protein reductase (InhA) inhibitors for the treatment of tuberculosis

  摘要：

  InhA, the enoyl acyl carrier protein reductase of Mycobacterium tuberculosis (MTB) is an attractive target for developing novel anti-tubercular agents. Twenty eight 2-(4-oxoquinazolin-3(4H)-yl)acetamide derivatives were synthesized and evaluated for their in vitro MTB InhA inhibition. Compounds were further evaluated for their in vitro activity against drug sensitive and resistant MTB strains and cytotoxicity against RAW 264.7 cell line. Compounds were docked at the active site of InhA to understand their binding mode and differential scanning fluorimetry was performed to ascertain their protein interaction and stability. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.09.028

文献信息

• Synthesis and evaluation of new quinazolin-4(3H)-one derivatives as potent antibacterial agents against multidrug resistant Staphylococcus aureus and Mycobacterium tuberculosis
  作者：Srikanth Gatadi、Jitendra Gour、Manjulika Shukla、Grace Kaul、Arunava Dasgupta、Y.V. Madhavi、Sidharth Chopra、Srinivas Nanduri

  DOI：10.1016/j.ejmech.2019.04.067

  日期：2019.8

  demonstrated equipotent MIC against multiple drug-resistant strains of S. aureus including VRSA, concentration dependent bactericidal activity against S. aureus and synergized with FDA approved drugs. Moreover, compound 4′c exhibited more potent activity in reducing the biofilm and exhibited a PAE of ∼2 h at 10X MIC which is comparable to levofloxacin and vancomycin. In vivo efficacy of 4'c in murine neutropenic

  金黄色葡萄球菌和结核分枝杆菌是导致全球范围内严重影响医院和社区的严重感染的主要病原体。几十年来，这些病原体已经对多种抗生素产生了抗药性，从而极大地影响了发病率和死亡率。因此，这些顽固性病原体是最强大的微生物病原体之一，国际医疗机构已要求其积极鉴定和开发用于化学干预的新型抗菌剂。在我们目前的工作中，一系列新的喹唑啉4（3 H设计，合成并评估了一种衍生物对ESKAP病原体和致病性分枝杆菌的抗菌活性。该实验表明4'c，4'e，4'f和4'H显示选择性的和有效的抑制活性对金黄色葡萄球菌与MIC值范围为0.03-0.25  μ克/毫升。此外，化合物4'c和4'e被认为是良性到Vero细胞（CC 50  => 5  μ克/毫升）并显示分别有前途的选择性指数（SI）> 167和> 83.4。此外，4'c和4'e针对多重耐药菌株表现出等效的MIC的金黄色葡萄球菌，包括VRSA，针对浓度依赖性杀菌活性的金黄
• AN ANTIMALARIAL ALKALOID FROM HYDRANGEA. XV. SYNTHESIS OF 5-, 6-, 7-, AND 8-DERIVATIVES WITH TWO IDENTICAL SUBSTITUENTS
  作者：B. R. BAKER、ROBERT E. SCHAUB、JOSEPH P. JOSEPH、FRANCIS J. McEVOY、JAMES H. WILLIAMS

  DOI：10.1021/jo01135a015

  日期：1952.1
• RAO A. DEVENDER; SHANKAR CH. RAVI; RAO A. BHASKAR; REDDY V. MALLA, INDIAN J. CHEM., 25,(1986) N 6, 665-667
  作者：RAO A. DEVENDER、 SHANKAR CH. RAVI、 RAO A. BHASKAR、 REDDY V. MALLA

  DOI：——

  日期：——