Artículo de revista
A quantum-chemical and experimental study of the hallucinogen (±)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane (DON)
Fecha
1987Registro en:
European Journal of Medicinal Chemistry, Volumen 22, Issue 5, 2018, Pages 433-437
17683254
02235234
10.1016/0223-5234(87)90032-8
Autor
Gómez Jeria, Juan
Cassels Niven, Bruce
Saavedra Aguilar, Juan Carlos
Institución
Resumen
The electronic structure of 1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane (DON) was calculated at the CNDO/2 level, and the racemic compound was synthesized and found to be hallucinogenic at doses of 4 mg. DON differs from its similarly active congeners in that a hydrophilic nitro group replaces lipophilic substituents at C-4 of the benzene ring. The implications for the mechanism of serotonin receptor binding of these drugs are discussed. © 1987.