2-methylaminolepidine | 52430-51-0

• 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-methylaminolepidine
• 英文别名: N,4-dimethylquinolin-2-amine；N,4-dimethylquinoline-2-amine；methyl-(4-methyl-[2]quinolyl)-amine；Methyl-(4-methyl-[2]chinolyl)-amin；2-methylamino-4-methylquinoline；Monomethylaminolepidin
• CAS: 52430-51-0
• 化学式: C₁₁H₁₂N₂
• 分子量: 172.23
• InChiKey: QXIYZJMIWUAYDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methylaminolepidine 、 碘甲烷 生成 1,4-dimethyl-2-methylamino-quinolinium; iodide
  参考文献：
  名称：

  Katayanagi, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1949, vol. 69, p. 137,140

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基-2-氯-喹啉 、 甲胺 以 四氢呋喃 为溶剂， 反应 24.0h， 以16%的产率得到2-methylaminolepidine
  参考文献：
  名称：

  Discovery of Aminoglycoside Mimetics by NMR-Based Screening of Escherichia coli A-site RNA

  摘要：

  A method is described for the NMR-based screening for the discovery of aminoglycoside mimetics that bind to Escherichia coli A-site RNA. Although aminoglycosides are clinically useful, they exhibit high nephrotoxicity and ototoxicity, and their overuse has led to the development of resistance to important microbial pathogens. To identify a new series of aminoglycoside mimetics that could potentially overcome the problems associated with toxicities and resistance development observed with the aminoglycosides, we have prepared large quantities of E. coli 16 S A-site RNA and conducted an NMR-based screening of our compound library in search for small-molecule RNA binders against this RNA target. From these studies, several classes of compounds were identified as initial hits with binding affinities in the range of 70 muM to 3 mM. Lead optimization through synthetic modifications of these initial hits led to the discovery of several small-molecule aminoglycoside mimetics that are structurally very different from the known aminoglycosides. Structural models of the A-site RNA/ligand complexes were prepared and compared to the three-dimensional structures of the RNA/aminoglycoside complexes.

  DOI：

  10.1021/ja021354o

文献信息

• Metal-Free, Redox-Neutral, Site-Selective Access to Heteroarylamine via Direct Radical–Radical Cross-Coupling Powered by Visible Light Photocatalysis
  作者：Chao Zhou、Tao Lei、Xiang-Zhu Wei、Chen Ye、Zan Liu、Bin Chen、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/jacs.0c07600

  日期：2020.9.30

  common structure found in drug agents, natural products and fine chemicals. Reported herein is an alternative access to heteroarylamine via radical-radical cross-coupling pathway, powered by visible light catalysis without any aid of external oxidant and reductant. Only by visible light irradiation of a photocatalyst such as a metal-free photocatalyst, a cascade single electron transfer event of amines

  过渡金属催化的 CN 键形成反应已成为构建芳胺的基本和强大工具，芳胺是药物、天然产物和精细化学品中的常见结构。本文报道了一种通过自由基-自由基交叉偶联途径获得杂芳胺的替代途径，由可见光催化提供动力，无需任何外部氧化剂和还原剂的帮助。只有通过光催化剂（如无金属光催化剂）的可见光照射，胺和杂芳基腈的级联单电子转移事件，通过稳态和瞬态光谱研究证明，在原位产生胺自由基阳离子和芳基阴离子CN 键的形成。一系列可用胺的 CN 交叉偶联的无金属和氧化还原经济性质、高效率和位点选择性，
• PEDERSEN, E. B.;CARLSEN, D., CHEM. SCR., 1981, 18, N 5, 240-241
  作者：PEDERSEN, E. B.、CARLSEN, D.

  DOI：——

  日期：——
• US4025519A
  申请人：——

  公开号：US4025519A

  公开（公告）日：1977-05-24