| Revision as of 12:34, 25 February 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChEMBL.← Previous edit |
Latest revision as of 10:10, 19 October 2024 edit undoJWBE (talk | contribs)Extended confirmed users10,126 edits +Category:Methyl compounds; +Category:Isopropyl compounds; +Category:Tertiary amines using HotCat |
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{{Short description|Chemical compound}} |
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{{drugbox | verifiedrevid = 400319857 |
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{{Infobox drug |
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| verifiedrevid = 415855405 |
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| IUPAC_name = N--N-methylpropan-2-amine |
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| IUPAC_name = N--N-methylpropan-2-amine |
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| image = MIPT.svg |
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| imageL = MIPT.svg |
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| width = 140 |
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| widthL = 140 |
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| InChI = 1/C14H20N2/c1-11(2)16(3)9-8-12-10-15-14-7-5-4-6-13(12)14/h4-7,10-11,15H,8-9H2,1-3H3 |
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| imageR = Methylisopropyltryptamine.png |
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| InChIKey = KTQJVAJLJZIKKD-UHFFFAOYAN |
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| widthR = 140 |
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| ChEMBL = 353728 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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<!--Clinical data-->| tradename = |
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| StdInChI = 1S/C14H20N2/c1-11(2)16(3)9-8-12-10-15-14-7-5-4-6-13(12)14/h4-7,10-11,15H,8-9H2,1-3H3 |
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| pregnancy_AU = |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| pregnancy_US = |
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| StdInChIKey = KTQJVAJLJZIKKD-UHFFFAOYSA-N |
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| pregnancy_category = |
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| CAS_number = 96096-52-5 |
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| legal_AU = Unscheduled |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| legal_CA = Unscheduled |
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| ChemSpiderID=21106353 |
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| legal_DE = NpSG |
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| ATC_prefix = |
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| legal_UK = Class A |
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| ATC_suffix = |
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| legal_US = Unscheduled |
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| PubChem = |
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| C=14 | H=20 | N=2 |
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| legal_status = |
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| routes_of_administration = <!--Pharmacokinetic data--> |
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| molecular_weight = 216.33 g/mol |
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| bioavailability = |
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| smiles = CC(C)N(C)CCc2cnc1ccccc12 |
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| melting_point = |
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| protein_bound = |
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| melting_high = |
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| metabolism = |
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| bioavailability = |
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| protein_bound = |
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| metabolism = |
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| elimination_half-life = |
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| elimination_half-life = |
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| excretion = |
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| excretion = <!--Identifiers--> |
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| CAS_number = 96096-52-5 |
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| pregnancy_AU = |
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| pregnancy_US = |
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| ATC_prefix = |
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| ATC_suffix = |
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| pregnancy_category = |
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| PubChem = 29935323 |
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| legal_AU = |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| legal_CA = |
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| ChemSpiderID = 21106353 |
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| legal_UK = |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| legal_US = |
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| ChEMBL = 353728 |
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| legal_status = |
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| UNII = JO3SCR302A |
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| routes_of_administration = |
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<!--Chemical data-->| C = 14 |
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| H = 20 |
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| N = 2 |
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| smiles = CC(C)N(C)CCc1cc2ccccc12 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C14H20N2/c1-11(2)16(3)9-8-12-10-15-14-7-5-4-6-13(12)14/h4-7,10-11,15H,8-9H2,1-3H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = KTQJVAJLJZIKKD-UHFFFAOYSA-N |
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| melting_point = |
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| melting_high = |
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}} |
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}} |
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'''''N''-methyl-''N''-isopropyltryptamine''' ('''MiPT''') is a ] ], closely related to ], ] and ]. It was first synthesized by David Repke in 1984<ref>{{cite journal | vauthors = Glennon RA, Jacyno JM, Young R, McKenney JD, Nelson D | title = Synthesis and evaluation of a novel series of N,N-dimethylisotryptamines | journal = Journal of Medicinal Chemistry | volume = 27 | issue = 1 | pages = 41–45 | date = January 1984 | pmid = 6581313 | doi = 10.1021/jm00367a008 }}</ref> and was subsequently evaluated and described in Alexander Shulgin's 1997 book ]. |
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==Chemistry== |
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MiPT is the N-isopropyl analog of DMT and the N-methyl analog of DiPT. |
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MiPT ], unlike many other ] in their ] form, does not ] rapidly in the presence of ] or ].{{citation needed|date=February 2016}} |
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'''N-Methyl-N-isopropyltryptamine''' ('''MIPT''') is a ] ], closely related to ], ] and ]. |
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In August 2019, Chadeayne et al. solved the crystal structure of fumarate salt of MiPT.<ref>{{cite journal | vauthors = Chadeayne AR, Pham DN, Golen JA, Manke DR | title = The fumarate salts of the ''N''-isopropyl-''N''-methyl derivatives of DMT and psilocin | journal = Acta Crystallographica. Section E, Crystallographic Communications | volume = 75 | issue = Pt 9 | pages = 1316–1320 | date = September 2019 | pmid = 31523457 | pmc = 6727059 | doi = 10.1107/S2056989019011253 | doi-access = free }}</ref> |
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==Chemistry== |
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MIPT ], unlike many other ] in their ] form, does not ] rapidly in the presence of ] in ]. |
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==Dosage== |
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==Dosage== |
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10-25 ] is usually taken ], with effects lasting 4-6 hours. |
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Moderate effects have been reported at 10-25 ] ingested ], with effects lasting 4–8 hours. One of the test subjects in TiHKAL reported moderate effects at 20 mg ingested ].<ref name="Shulgin_1997" /> |
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==Effects== |
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==Effects== |
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In TiHKAL,<ref name="CiteTiHKAL">{{CiteTiHKAL}}</ref> the subjective experience is reported to be biased towards mental (]/]ic) effects, with mild perceptual (]/]) alterations relative to other tryptamines.<ref name="Shulgin_1997">{{cite web |url=http://isomerdesign.com/PiHKAL/read.php?domain=tk&id=47 |title=#47 MIPT | vauthors = Shulgin A, Shulgin A |publisher=Transform Press |date=September 1997 |website=Isomer Design |access-date=28 November 2023}}</ref> Subjects reported enhancement of the visual field (brightened and modulated color perception) but a lack of visual distortion typical of tryptamines such as psilocin. Enhancement of auditory perception was also noted. Documented physical effects include stimulation, dry mouth, and muscle tension. |
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MIPT is said to emphasize ]/]ic effects over ]/] activity. Users report strong ] effects, but few ] alterations. |
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==Legality== |
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==Legality== |
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In the United States, MiPT is unscheduled but purchase, sale, or possession for human consumption could be prosecuted under the ].<ref>{{Cite web |title=21 U.S. Code § 841 - Prohibited acts A |url=https://www.law.cornell.edu/uscode/text/21/841 |access-date=2016-08-02 |website=LII / Legal Information Institute |mode=cs2}}</ref> |
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MiPT is ] in the ]. |
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Sweden's public health agency suggested classifying MiPT as a hazardous substance, on May 15, 2019.<ref>{{cite web | url=https://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2019/maj/folkhalsomyndigheten-foreslar-att-20-amnen-klassas-som-narkotika-eller-halsofarlig-vara/ | title=Folkhälsomyndigheten föreslår att 20 ämnen klassas som narkotika eller hälsofarlig vara | publisher=Folkhälsomyndigheten | language=sv | date=15 May 2019 }}</ref> |
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==See also== |
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== See also == |
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==External links== |
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== References == |
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{{reflist}} |
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== External links == |
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{{TiHKAL}} |
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{{Hallucinogens}} |
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{{Serotonergics}} |
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{{Tryptamines}} |
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{{Tryptamines}} |
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