A quantum-chemical and experimental study of the hallucinogen (±)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane (DON)

dc.creatorGómez Jeria, Juan
dc.creatorCassels Niven, Bruce
dc.creatorSaavedra Aguilar, Juan Carlos
dc.date.accessioned2019-01-29T14:47:56Z
dc.date.available2019-01-29T14:47:56Z
dc.date.created2019-01-29T14:47:56Z
dc.date.issued1987
dc.identifierEuropean Journal of Medicinal Chemistry, Volumen 22, Issue 5, 2018, Pages 433-437
dc.identifier17683254
dc.identifier02235234
dc.identifier10.1016/0223-5234(87)90032-8
dc.identifierhttps://repositorio.uchile.cl/handle/2250/160667
dc.description.abstractThe 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.
dc.languageen
dc.rightshttp://creativecommons.org/licenses/by-nc-nd/3.0/cl/
dc.rightsAttribution-NonCommercial-NoDerivs 3.0 Chile
dc.sourceEuropean Journal of Medicinal Chemistry
dc.subjectatomic charge
dc.subjectCNDO/2
dc.subjectDON
dc.subjectelectrophilic superdelocalizability
dc.subjectfrontier molecular orbitals
dc.subjecthallucinogenic potency
dc.subjectlipophilicity
dc.subjectserotonin receptor affinity
dc.titleA quantum-chemical and experimental study of the hallucinogen (±)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane (DON)
dc.typeArtículo de revista


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