Editing Α-Methyltryptamine (section)

==History==
αMT has been said to have been first [[chemical synthesis|synthesized]] in 1947, alongside [[α-ethyltryptamine]] (αET).<ref name="ElliottBrandtFreeman2013" /><ref name="GlennonDukat2023" /><ref name="SnyderKatz1947">{{cite journal | vauthors = Snyder HR, Katz L | title = The alkylation of aliphatic nitro compounds with gramine; a new synthesis of derivatives of tryptamine | journal = Journal of the American Chemical Society | volume = 69 | issue = 12 | pages = 3140–3142 | date = December 1947 | pmid = 18919717 | doi = 10.1021/ja01204a061 }}</ref> However, other sources suggest that αMT was first described in the [[scientific literature]] by at least 1929.<ref name="GaddumHameed1954">{{cite journal | vauthors = Gaddum JH, Hameed KA | title = Drugs which antagonize 5-hydroxytryptamine | journal = British Journal of Pharmacology and Chemotherapy | volume = 9 | issue = 2 | pages = 240–248 | date = June 1954 | pmid = 13172437 | pmc = 1509436 | doi = 10.1111/j.1476-5381.1954.tb00848.x | quote = The antagonism of ergotoxine and tryptamine was described by Laidlaw (1911) and that of ergotamine and α-methyltryptamine by Seki (1929). }}</ref><ref name="Seki1929">{{cite journal | vauthors = Seki J | title = Pharmakologische Untersuchungen des α-Methyl-β-indoläthylamins | trans-title = Pharmacological studies of α-methyl-β-indoleethylamine | date = 1929 | journal = Japanese Journal of Medical Sciences. Part 4: Pharmacology | volume = 3 | pages = 235–285 | publisher=National Research Council of Japan | issn = 0368-3745 | oclc = 610325817 | url = https://books.google.com/books?id=rrZXAAAAMAAJ&q=%22Pharmakologische+Untersuchungen+des+a-Methyl-8-indol%C3%A4thylamins%22}}</ref> It was specifically described as an [[receptor antagonist|antagonist]] of [[ergotamine]] at this time.<ref name="GaddumHameed1954" /><ref name="Seki1929" />

αMT started to be more intensively studied, along with αET, in the late 1950s and early 1960s.<ref name="ElliottBrandtFreeman2013" /><ref name="GreigWalkGibbons1959">{{cite journal | vauthors = Greig ME, Walk RA, Gibbons AJ | title = The effect of three tryptamine derivatives on serotonin metabolism in vitro and in vivo | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 127 | issue =  | pages = 110–115 | date = October 1959 | pmid = 13851725 | doi =  }}</ref><ref name="HeinzelmanAnthonyLyttle1960">{{cite journal | vauthors = Heinzelman RV, Anthony WC, Lyttle DA, Szmuszkovicz J | title=The Synthesis of α-Methyltryptophans and α-Alkyltryptamines | journal=The Journal of Organic Chemistry | volume=25 | issue=9 | date=1960 | issn=0022-3263 | doi=10.1021/jo01079a021 | pages=1548–1558}}</ref><ref name="MurphreeDippyJenney1961">{{cite journal | vauthors = Murphree HB, Dippy RH, Jenney EH, Pfeiffer CC | title = Effects in normal man of alpha-methyltryptamine and alpha-ethyltryptamine | journal = Clinical Pharmacology and Therapeutics | volume = 2 | issue =  6| pages = 722–726 | date = 1961 | pmid = 14477400 | doi = 10.1002/cpt196126722 }}</ref><ref name="GeyPletscher1961">{{cite journal | vauthors = Gey KF, Pletscher A | title = Effect of alpha-alkylated tryptamine derivatives on 5-hydroxytryptamine metabolism in vivo | journal = British Journal of Pharmacology and Chemotherapy | volume = 19 | issue = 1 | pages = 161–167 | date = August 1962 | pmid = 13898151 | pmc = 1482243 | doi = 10.1111/j.1476-5381.1962.tb01437.x }}</ref><ref name="Himwich1961">{{cite journal | vauthors = Himwich HE | title = Experiments with alpha-methyltryptamine | journal = Journal of Neuropsychiatry | volume = 2 | issue = Suppl 1 | pages = 136–140 | date = February 1961 | pmid = 13714418 | doi =  }}</ref><ref name="VaneCollierCorne1961">{{cite journal | vauthors = Vane JR, Collier HO, Corne SJ, Marley E, Bradley PB | title = Tryptamine receptors in the central nervous system | journal = Nature | volume = 191 | issue =  4793| pages = 1068–1069 | date = September 1961 | pmid = 13780152 | doi = 10.1038/1911068a0 }}</ref><ref name="KellerVigueraKundzins1962">{{cite journal | vauthors = Keller JG, Viguera C, Kundzins W | title = Studies on the toxicology of alpha-methyl- and alpha-ethyltryptamine acetates (Monase). II. Chronic studies | journal = Toxicology and Applied Pharmacology | volume = 4 | issue =  6| pages = 697–709 | date = November 1962 | pmid = 14031765 | doi = 10.1016/0041-008x(62)90099-6 }}</ref><ref name="SzaraHearstPutney1962">{{cite journal | vauthors = Szara S, Hearst E, Putney F | title=Metabolism and behavioural action of psychotropic tryptamine homologues | journal=International Journal of Neuropharmacology | volume=1 | issue=1–3 | date=1962 | doi=10.1016/0028-3908(62)90015-1 | pages=111–117}}</ref><ref name="MashkovskiiTrubitsyna1963">{{cite journal | vauthors = Mashkovskii MD, Trubitsyna TK | title = [Pharmacological properties of indopane (alpha-methyltryptamine HCl)] | language = Russian | journal = Zhurnal Nevropatologii I Psikhiatrii imeni S.S. Korsakova | volume = 63 | issue =  | pages = 72–79 | date = 1963 | pmid = 13933321 | doi =  }}</ref> It was researched by [[Upjohn]] (code name U-14,164E) and [[Sandoz]] (code name IT-290) as a possible [[pharmaceutical drug]] and was simultaneously marketed in the [[Soviet Union]] as an [[antidepressant]] under the brand name Indopan or Indopane in the 1960s.<ref name="AraújoCarvalhoBastos2015">{{cite journal | vauthors = Araújo AM, Carvalho F, ((Bastos Md)), Guedes de Pinho P, Carvalho M | title = The hallucinogenic world of tryptamines: an updated review | journal = Archives of Toxicology | volume = 89 | issue = 8 | pages = 1151–1173 | date = August 2015 | pmid = 25877327 | doi = 10.1007/s00204-015-1513-x }}</ref><ref name="TittarelliMannocchiPantano2015">{{cite journal | vauthors = Tittarelli R, Mannocchi G, Pantano F, Romolo FS | title = Recreational use, analysis and toxicity of tryptamines | journal = Current Neuropharmacology | volume = 13 | issue = 1 | pages = 26–46 | date = January 2015 | pmid = 26074742 | pmc = 4462041 | doi = 10.2174/1570159x13666141210222409 }}</ref><ref name="BolandAndolloHime2005" /><ref name="US3296072">{{ cite patent | country = US | number = 3296072 | status = Patent | title = Method of Treating Mental Depression | pubdate = 1967-01-03 | gdate = | fdate = 1964-01-29 | pridate = 1962-06-11 | inventor = Szmuszkovicz J | assign1 = Upjohn Co | class = | url=http://www.google.com/patents/US3296072 | postscript = . }}</ref> However, the drug was used clinically for only a short period of time before being [[withdrawn drug|withdrawn]].<ref name="TittarelliMannocchiPantano2015" />

αMT started being used as a [[recreational]] drug in the 1960s<ref name="BolandAndolloHime2005" /> and use as a [[designer drug]] increased in the 1990s.<ref name="AraújoCarvalhoBastos2015" /> It became a [[controlled substance]] in the [[United States]] in 2003.<ref name="AraújoCarvalhoBastos2015" />