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5-MeO-DiPT

5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DiPT, sometimes called foxy methoxy or simply foxy[2]) is a psychedelic tryptamine and the methoxy derivative of diisopropyltryptamine (DiPT).

5-Methoxy-N,N-diisopropyltryptamine
Legal status
Legal status
  • BR: Class F2 (Prohibited psychotropics)[1]
  • DE: Anlage I, In general

/ Unscheduled unless that it was for human consumption. / Illegal in Sweden, Denmark, Greece, Japan, Singapore and China.

Identifiers
  • 3-[2-(Diisopropylamino)ethyl]-5-methoxyindole
CAS Number
  • 4021-34-5 N
PubChem CID
  • 151182
DrugBank
  • DB01441 Y
ChemSpider
  • 133247 Y
UNII
  • 12D06G8W8E
KEGG
  • C22724 Y
ChEBI
  • CHEBI:48282 Y
CompTox Dashboard (EPA)
  • DTXSID00193209
Chemical and physical data
FormulaC17H26N2O
Molar mass274.408 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point181 °C (358 °F)
  • CC(C)N(C(C)C)CCC1=C[NH]C(C=C2)=C1C=C2OC
  • InChI=1S/C17H26N2O/c1-12(2)19(13(3)4)9-8-14-11-18-17-7-6-15(20-5)10-16(14)17/h6-7,10-13,18H,8-9H2,1-5H3 Y
  • Key:DNBPMBJFRRVTSJ-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)
5-MeO-DiPT tablets from Salem, Oregon

Pharmacology edit

The mechanism that produces the purported hallucinogenic and entheogenic effects of 5-MeO-DiPT is thought to result primarily from 5-HT2A receptor agonism, although additional mechanisms of action such as monoamine oxidase inhibition (MAOI) may be involved also.[3] The strongest receptor binding affinity for 5-MeO-DiPT is at the 5-HT1A receptor.[4]

5-MeO-DiPT is neurotoxic in rats.[5]

Overdose edit

Excessive doses have caused clinical intoxication, characterized by nausea, vomiting, agitation, hypotension, mydriasis, tachycardia and hallucinations, in a number of young adults. A number of these overdoses are attributed to the drug’s extended onset of action, where first time users, who were unfamiliar with the drug, administered a second dose after initially feeling no effects. Rhabdomyolysis and renal failure occurred in one young man and another one died 3–4 hours after an apparent rectal overdose.[6] At least one death has been attributed to consumption of 5-MeO-DiPT.[7]

Drug prohibition laws edit

China edit

As of October 2015 5-MeO-DiPT is a controlled substance in China.[8]

Denmark edit

Illegal since February 2004.

Germany edit

Illegal since September 1999.

Greece edit

Illegal since February 2003.

Japan edit

Illegal since April 2005.

Singapore edit

Illegal since early 2006.

Sweden edit

Sveriges riksdags health ministry Statens folkhälsoinstitut classified 5-MeO-DiPT as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) as of Oct 1, 2004, in their regulation SFS 2004:696 listed as 5-metoxi-N,N-diisopropyltryptamin (5-MeO-DIPT), making it illegal to sell or possess.[9]

United States edit

On April 4, 2003, the United States DEA added both 5-MeO-DiPT and alpha-methyltryptamine (AMT) to Schedule I of the Controlled Substances Act under "emergency scheduling" procedures. The drugs were officially placed into Schedule I on September 29, 2004. Prior to its prohibition in the U.S., 5-MeO-DiPT was sold online alongside psychoactive analogues such as DiPT, and DPT, neither of which have yet been expressly outlawed.

See also edit

References edit

  1. ^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). from the original on 2023-08-27. Retrieved 2023-08-27.
  2. ^ Narimatsu S, Yonemoto R, Saito K, Takaya K, Kumamoto T, Ishikawa T, et al. (April 2006). "Oxidative metabolism of 5-methoxy-N,N-diisopropyltryptamine (Foxy) by human liver microsomes and recombinant cytochrome P450 enzymes". Biochemical Pharmacology. 71 (9): 1377–1385. doi:10.1016/j.bcp.2006.01.015. PMID 16510126.
  3. ^ Nagai F, Nonaka R, Satoh Hisashi Kamimura K (March 2007). "The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain". European Journal of Pharmacology. 559 (2–3): 132–137. doi:10.1016/j.ejphar.2006.11.075. PMID 17223101.
  4. ^ Ray TS (February 2010). "Psychedelics and the human receptorome". PLOS ONE. 5 (2): e9019. Bibcode:2010PLoSO...5.9019R. doi:10.1371/journal.pone.0009019. PMC 2814854. PMID 20126400.
  5. ^ Noworyta-Sokołowska K, Kamińska K, Kreiner G, Rogóż Z, Gołembiowska K (November 2016). "Neurotoxic Effects of 5-MeO-DIPT: A Psychoactive Tryptamine Derivative in Rats". Neurotoxicity Research. 30 (4): 606–619. doi:10.1007/s12640-016-9654-0. PMC 5047954. PMID 27461536.
  6. ^ Baselt R (2008). Disposition of Toxic Drugs and Chemicals in Man (8th ed.). Foster City, CA: Biomedical Publications. pp. 975–976.
  7. ^ Tanaka E, Kamata T, Katagi M, Tsuchihashi H, Honda K (November 2006). "A fatal poisoning with 5-methoxy-N,N-diisopropyltryptamine, Foxy". Forensic Science International. 163 (1–2): 152–154. doi:10.1016/j.forsciint.2005.11.026. PMID 16406422.
  8. ^ (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
  9. ^ "notisum.se" (PDF). (PDF) from the original on 2013-09-29. Retrieved 2013-09-06.

External links edit

  • Official Ruling Placing 5-MeO-DIPT into Schedule I
  • Erowid information on 5-MeO-DIPT.
  • 5-MeO-DIPT entry in TiHKAL • info

dipt, methoxy, diisopropyltryptamine, sometimes, called, foxy, methoxy, simply, foxy, psychedelic, tryptamine, methoxy, derivative, diisopropyltryptamine, dipt, methoxy, diisopropyltryptaminelegal, statuslegal, statusbr, class, prohibited, psychotropics, anlag. 5 Methoxy N N diisopropyltryptamine 5 MeO DiPT sometimes called foxy methoxy or simply foxy 2 is a psychedelic tryptamine and the methoxy derivative of diisopropyltryptamine DiPT 5 Methoxy N N diisopropyltryptamineLegal statusLegal statusBR Class F2 Prohibited psychotropics 1 DE Anlage I In general Unscheduled unless that it was for human consumption Illegal in Sweden Denmark Greece Japan Singapore and China UK Class A US Schedule IIdentifiersIUPAC name 3 2 Diisopropylamino ethyl 5 methoxyindoleCAS Number4021 34 5 NPubChem CID151182DrugBankDB01441 YChemSpider133247 YUNII12D06G8W8EKEGGC22724 YChEBICHEBI 48282 YCompTox Dashboard EPA DTXSID00193209Chemical and physical dataFormulaC 17H 26N 2OMolar mass274 408 g mol 13D model JSmol Interactive imageMelting point181 C 358 F SMILES CC C N C C C CCC1 C NH C C C2 C1C C2OCInChI InChI 1S C17H26N2O c1 12 2 19 13 3 4 9 8 14 11 18 17 7 6 15 20 5 10 16 14 17 h6 7 10 13 18H 8 9H2 1 5H3 YKey DNBPMBJFRRVTSJ UHFFFAOYSA N Y N Y what is this verify 5 MeO DiPT tablets from Salem Oregon Contents 1 Pharmacology 2 Overdose 3 Drug prohibition laws 3 1 China 3 2 Denmark 3 3 Germany 3 4 Greece 3 5 Japan 3 6 Singapore 3 7 Sweden 3 8 United States 4 See also 5 References 6 External linksPharmacology editThe mechanism that produces the purported hallucinogenic and entheogenic effects of 5 MeO DiPT is thought to result primarily from 5 HT2A receptor agonism although additional mechanisms of action such as monoamine oxidase inhibition MAOI may be involved also 3 The strongest receptor binding affinity for 5 MeO DiPT is at the 5 HT1A receptor 4 5 MeO DiPT is neurotoxic in rats 5 Overdose editExcessive doses have caused clinical intoxication characterized by nausea vomiting agitation hypotension mydriasis tachycardia and hallucinations in a number of young adults A number of these overdoses are attributed to the drug s extended onset of action where first time users who were unfamiliar with the drug administered a second dose after initially feeling no effects Rhabdomyolysis and renal failure occurred in one young man and another one died 3 4 hours after an apparent rectal overdose 6 At least one death has been attributed to consumption of 5 MeO DiPT 7 Drug prohibition laws editThis section needs additional citations for verification Please help improve this article by adding citations to reliable sources in this section Unsourced material may be challenged and removed Find sources 5 MeO DiPT news newspapers books scholar JSTOR June 2019 Learn how and when to remove this template message China edit As of October 2015 5 MeO DiPT is a controlled substance in China 8 Denmark edit Illegal since February 2004 Germany edit Illegal since September 1999 Greece edit Illegal since February 2003 Japan edit Illegal since April 2005 Singapore edit Illegal since early 2006 Sweden edit Sveriges riksdags health ministry Statens folkhalsoinstitut classified 5 MeO DiPT as health hazard under the act Lagen om forbud mot vissa halsofarliga varor translated Act on the Prohibition of Certain Goods Dangerous to Health as of Oct 1 2004 in their regulation SFS 2004 696 listed as 5 metoxi N N diisopropyltryptamin 5 MeO DIPT making it illegal to sell or possess 9 United States edit On April 4 2003 the United States DEA added both 5 MeO DiPT and alpha methyltryptamine AMT to Schedule I of the Controlled Substances Act under emergency scheduling procedures The drugs were officially placed into Schedule I on September 29 2004 Prior to its prohibition in the U S 5 MeO DiPT was sold online alongside psychoactive analogues such as DiPT and DPT neither of which have yet been expressly outlawed See also edit5 MeO DiBF 5 MeO DMT 5 MeO DPT 5 MeO AMT 5 MeO MiPT DMT DPT AMT DIPT MIPTReferences edit Anvisa 2023 07 24 RDC Nº 804 Listas de Substancias Entorpecentes Psicotropicas Precursoras e Outras sob Controle Especial Collegiate Board Resolution No 804 Lists of Narcotic Psychotropic Precursor and Other Substances under Special Control in Brazilian Portuguese Diario Oficial da Uniao published 2023 07 25 Archived from the original on 2023 08 27 Retrieved 2023 08 27 Narimatsu S Yonemoto R Saito K Takaya K Kumamoto T Ishikawa T et al April 2006 Oxidative metabolism of 5 methoxy N N diisopropyltryptamine Foxy by human liver microsomes and recombinant cytochrome P450 enzymes Biochemical Pharmacology 71 9 1377 1385 doi 10 1016 j bcp 2006 01 015 PMID 16510126 Nagai F Nonaka R Satoh Hisashi Kamimura K March 2007 The effects of non medically used psychoactive drugs on monoamine neurotransmission in rat brain European Journal of Pharmacology 559 2 3 132 137 doi 10 1016 j ejphar 2006 11 075 PMID 17223101 Ray TS February 2010 Psychedelics and the human receptorome PLOS ONE 5 2 e9019 Bibcode 2010PLoSO 5 9019R doi 10 1371 journal pone 0009019 PMC 2814854 PMID 20126400 Noworyta Sokolowska K Kaminska K Kreiner G Rogoz Z Golembiowska K November 2016 Neurotoxic Effects of 5 MeO DIPT A Psychoactive Tryptamine Derivative in Rats Neurotoxicity Research 30 4 606 619 doi 10 1007 s12640 016 9654 0 PMC 5047954 PMID 27461536 Baselt R 2008 Disposition of Toxic Drugs and Chemicals in Man 8th ed Foster City CA Biomedical Publications pp 975 976 Tanaka E Kamata T Katagi M Tsuchihashi H Honda K November 2006 A fatal poisoning with 5 methoxy N N diisopropyltryptamine Foxy Forensic Science International 163 1 2 152 154 doi 10 1016 j forsciint 2005 11 026 PMID 16406422 关于印发 非药用类麻醉药品和精神药品列管办法 的通知 in Chinese China Food and Drug Administration 27 September 2015 Archived from the original on 1 October 2015 Retrieved 1 October 2015 notisum se PDF Archived PDF from the original on 2013 09 29 Retrieved 2013 09 06 External links editOfficial Ruling Placing 5 MeO DIPT into Schedule I Erowid information on 5 MeO DIPT 5 MeO DIPT entry in TiHKAL info Retrieved from https en wikipedia org w index php title 5 MeO DiPT amp oldid 1205656496, wikipedia, wiki, book, books, library,

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