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Lepidine, or 4-methylquinoline, is a heterocyclic aromatic organic compound. Its methyl group is fairly acidic, allowing for condensations to occur at this position, especially when the nitrogen is quaternized .
Quinaldine or 2-methylquinoline is an organic compound with the formula CH 3 C 9 H 6 N. It is one of the methyl derivatives of the heterocyclic compound quinoline. It is bioactive and is used in the preparation of various dyes. It is a colorless oil but commercial samples can appear colored. [1]
A neurotoxin called MPTP (1[N]-methyl-4-phenyl-1,2,3,6-tetrahydropyridine), the precursor to MPP +, was found and linked to Parkinson's disease in the 1980s. The active neurotoxins destroy dopaminergic neurons, leading to parkinsonism and Parkinson's disease.
Its 2-and 4-methyl derivatives are precursors to cyanine dyes. Oxidation of quinoline affords quinolinic acid (pyridine-2,3-dicarboxylic acid), a precursor to the herbicide sold under the name "Assert". [8] The reduction of quinoline with sodium borohydride in the presence of acetic acid is known to produce Kairoline A. [15] (C.f. Kairine)
In 1894, Niementowski reported that 2-phenyl-4-hydroxyquinoline was formed when anthranilic acid and acetophenone were heated to 120–130 °C. He later found that at higher heat, 200 °C, anthranilic acid and heptaldehyde formed minimal yields of 4-hydroxy-3-pentaquinoline. [5] Several reviews have been published. [6] [7]
It is the majority tautomer in equilibrium with 2-quinolinol. The compound can be classified as a cyclic amide, and as such is used as an isostere for peptides and other pharmaceutically inspired targets. [1] [2] The 4-methyl-2-quinolone can be prepared by dehydration of acetoacetanilide. [3] 2-Quinolone (right) and its tautomer 2 ...
The mixture produced a polyphosphoric ester (PPE) catalyst that proved to be more effective as the dehydrating agent than concentrated sulfuric acid (H 2 SO 4), which is commonly used in the Combes quinoline synthesis. Using the modified Combes synthesis, two possible regioisomers were found: 2-CF 3 - and 4-CF 3-quinolines.
4-Quinolone is an organic compound derived from quinoline.It and 2-quinolone are the two most important parent (meaning simplified) quinolones. 4-Quinolone exists in equilibrium with a minor tautomer, 4-hydroxyquinoline (CAS#611-36-9).