2,5-dimethoxy-4-butylamphetamine 2,5-dimethoxy-4-butylamphetamine 2,5-dimethoxy-4-butylamphetamine (dobu) is a lesser-known psychedelic drug and a substituted amphetamine. dobu was first synthesized by alexander shulgin. in his book pihkal (phenethylamines i have known and loved), only low dosages of 2–3 mg were tested, with the duration simply listed as "very long". dobu produces paresthesia and difficulty sleeping, but with few other effects. compared to shorter chain homologues such as dom, doet and dopr which are all potent hallucinogens, dobu has an even stronger 5-ht2 binding affinity but fails to substitute for hallucinogens in animals or produce hallucinogenic effects in humans, suggesting it has low efficacy and is thus an antagonist or weak partial agonist at the 5-ht2a receptor. 2,5-dimethoxy-4-butylamphetamine names preferred iupac name 1-(4-butyl-2,5-dimethoxyphenyl)propan-2-amine other names 2,5-dimethoxy-4-butyl-amphetamine2,5-dimethoxy-4-butyl-1-ethyl-(alpha-methyl)amine identifiers cas number 63779-89-5 y 3d model (jsmol) interactive imageinteractive image chembl chembl8214 y chemspider 8236274 y pubchem cid 10060720 unii 6arh6dpn4n y comptox dashboard (epa) dtxsid90434976 inchi inchi=1s/c15h25no2/c1-5-6-7-12-9-15(18-4)13(8-11(2)16)10-14(12)17-3/h9-11h,5-8,16h2,1-4h3 ykey: ngvdyaulsqkegw-uhfffaoysa-n yinchi=1/c15h25no2/c1-5-6-7-12-9-15(18-4)13(8-11(2)16)10-14(12)17-3/h9-11h,5-8,16h2,1-4h3key: ngvdyaulsqkegw-uhfffaoyaf smiles c1(=cc(=c(c=c1cc(c)n)oc)cccc)oco(c1cc(c(oc)cc1cc(n)c)cccc)c properties chemical formula c15h25no2 molar mass 251.37 g/mol except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). n verify (what is yn ?) infobox references isomers alternative isomers of dobu can also be produced, where the 4-(n-butyl) group of dobu is replaced with any of the three other butyl isomers, the iso-butyl, sec-butyl and tert-butyl compounds being called doib, dosb and dotb respectively. all are significantly less potent than dobu, with doib being active at around 10–15 mg, and dosb at 25–30 mg, and both being primarily stimulant in action with little or no psychedelic effects. the most highly branched isomer dotb was completely inactive in both animal and human trials. doib, dosb & dotb