Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 2,5-Dimethoxy-4-trifluoromethylamphetamine: Difference between pages

{{Short description|Psychedelic drug}}

{{one source|date=April 2015}}

| Watchedfields = changed

| verifiedrevid = 477211798

| IUPAC_name = (''RS'')-1-[2,5-Dimethoxy-4-(trifluoromethyl)phenyl]propan-2-amine

| legal_CA = Schedule I

| legal_UK = Class A

| legal_status =

| routes_of_administration =

| excretion =

| CAS_number = 159277-07-3

| CAS_supplemental = <BR> {{CAS|159277-12-0}} (hydrochloride)

| C=12 | H=16 | F=3 | N=1 | O=2

| synonyms = 2,5-Dimethoxy-4-trifluoromethylamphetamine

'''2,5-Dimethoxy-4-trifluoromethylamphetamine''' ('''DOTFM''') is a [[psychedelic drug]] of the [[substituted phenethylamine|phenethylamine]] and [[substituted amphetamine|amphetamine]] [[chemical class]]es. It was first [[Chemical synthesis|synthesized]] in 1994 by a team at [[Purdue University]] led by [[David E. Nichols]].<ref name="pmid7996545">{{cite journal|author5-link=Bryan Roth |vauthors=Nichols DE, Frescas S, Marona-Lewicka D, Huang X, Roth BL, Gudelsky GA, Nash JF | title = 1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: a potent serotonin 5-HT_2A/2C agonist | journal = Journal of Medicinal Chemistry | year = 1994 | volume = 37 | issue = 25 | pages = 4346–4351 | pmid = 7996545 | doi = 10.1021/jm00051a011 }}</ref> DOTFM is the [[alpha carbon|alpha]]-[[methyl]]ated [[Structural analog|analogue]] of [[2C-TFM]], and is around twice as potent in animal studies. It acts as an [[agonist]] at the [[5HT2A receptor|5-HT_2A]] and [[5-HT2C receptor|5-HT_2C]] [[Receptor (biochemistry)|receptor]]s.<ref name="pmid7996545"/> In drug-substitution experiments in rats, DOTFM fully substituted for [[LSD]] and was slightly more potent than [[2,5-Dimethoxy-4-iodoamphetamine|DOI]].<ref name="pmid7996545"/>

== See also ==

* [[DOx]]

== References ==

{{Reflist}}

{{Hallucinogens}}

{{Serotonergics}}

{{Phenethylamines}}

{{DEFAULTSORT:Dimethoxy-4-trifluoromethylamphetamine, 2,5-}}

[[Category:Substituted amphetamines]]

[[Category:Trifluoromethyl compounds]]

[[Category:2,5-Dimethoxyphenethylamines]]

[[Category:Substances discovered in the 1990s]]