2,5-Dimethoxy-4-amylamphetamine

rdf:langString 2,5-Dimethoxy-4-amylamphetamine

rdf:langString DOAM molecule

rdf:langString DOAM.png

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rdf:langString Dimethoxy-4-amylamphetamine (DOAM) is a lesser-known psychedelic drug and a substituted amphetamine. DOAM was first synthesized by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), the minimum dosage is listed as 10 mg, and the duration is unknown. DOAM produces a bare threshold and tenseness. As the 4-alkyl chain length is increased from shorter homologues such as DOM, DOET, DOPR, and DOBU which are all potent hallucinogens, the 5-HT2 binding affinity increases, rising to a maximum with the 4-(n-hexyl) derivative before falling again with even longer chains, but compounds with chain length longer than n-propyl, or with other bulky groups such as isopropyl, t-butyl or γ-phenylpropyl at the 4- position, fail to substitute for hallucinogens in animals or produce hallucinogenic effects in humans, suggesting these have low efficacy and are thus antagonists or weak partial agonists at the 5-HT2A receptor.

rdf:langString 2,5-Dimethoxy-4-amyl-1-ethyl-(alpha-methyl)amine

rdf:langString 2,5-Dimethoxy-4-amyl-amphetamine;

rdf:langString 1-(2,5-Dimethoxy-4-pentylphenyl)propan-2-amine