2,5-Dimethoxy-4-amylamphetamine
| 2,5-Dimethoxy-4-amylamphetamine | |
|---|---|
| File:DOAM.png | |
| 2-(2,5-Dimethoxy-4-pentyl-phenyl)-1-methyl-ethylamine | |
| Other names 2,5-Dimethoxy-4-amyl-amphetamine; 2,5-Dimethoxy-4-amyl-1-ethyl-(alpha-methyl)amine | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| Abbreviations | DOAM |
| CAS number | 63779-90-8 |
| SMILES | Script error: No such module "collapsible list". |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C16H27NO2 |
| Molar mass | 265.39 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
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 and DOPR 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.[1][2][3]
References
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External links
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