Synthesis and anti-neuroinflammatory activity studies of substituted 3,4-dihydroquinoxalin-2-amine derivatives

• Published in: Tetrahedron letters Vol. 53; no. 22; pp. 2675 - 2679
• Main Authors: Shobha, Donthabhakthuni, Chari, Murugulla Adharvana, Mukkanti, Khagga, Kim, Sun Yeou
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 30-05-2012
• Subjects: 3,4-Dihydroquinoxalin-2-amine derivatives; Anti-neuroinflammatory activity; Condensing; Derivatives; Diverse ketones; Ethanol; Ethyl alcohol; Ketones; Silica gel; Synthesis (chemistry); Tetrahedrons; Three component condensation; Various diamines; Various isocyanides; 3,4-Dihydroquinoxalin-2-amine derivatives; Various diamines; Various isocyanides; Three component condensation; Diverse ketones; Anti-neuroinflammatory activity
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2012.03.057

Structures of 4l and 4n compounds having biological activity.
We demonstrate the synthesis of multifunctional 3,4-dihydroquinoxalin-2-amine derivatives 4 through a three-component condensation reactions of a substituted o-phenylenediamines 1 (OPDA), diverse ketones 2 and various isocyanides 3 in the presence of a catalytic amount of p-toluenesulfonic acid (PTSA) affording excellent yields (82–96%) and 10mol% of silica gel supported sulfuric acid with good yields (85–98%) in ethanol at room temperature (2–4h). We also carried out the anti-neuroinflammatory activity of 3,4-dihydroquinoxalin-2-amine derivatives and some of the compounds exhibited good activity.