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{{Short description|Chemical compound}}
{{drugbox
{{drugbox
| drug_name = 5-MeO-MET
| drug_name = 5-MeO-MET
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}}
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'''5-MeO-MET''' ('''5-Methoxy-N-methyl-N-ethyltryptamine''') is a relatively rare [[designer drug]] from the [[substituted tryptamine]] family, related to compounds such as [[N-methyl-N-ethyltryptamine]] and [[5-MeO-DMT]].<ref name="pmid27272067">{{cite journal | vauthors = Schifano F, Orsolini L, Papanti D, Corkery J | title = NPS: Medical Consequences Associated with Their Intake | journal = Current Topics in Behavioral Neurosciences | volume = 32 | issue = | pages = 351–380 | date = 2017 | pmid = 27272067 | doi = 10.1007/7854_2016_15 | doi-access = free }}</ref><ref name="pmid28569652">{{cite journal | vauthors = Palma-Conesa ÁJ, Ventura M, Galindo L, Fonseca F, Grifell M, Quintana P, Fornís I, Gil C, Farré M, Torrens M | title = Something New about Something Old: A 10-Year Follow-Up on Classical and New Psychoactive Tryptamines and Results of Analysis | journal = Journal of Psychoactive Drugs | volume = 49 | issue = 4 | pages = 297–305 | date = 2017 | pmid = 28569652 | doi = 10.1080/02791072.2017.1320732 }}</ref><ref name="pmid33291798">{{cite journal | vauthors = Malaca S, Lo Faro AF, Tamborra A, Pichini S, Busardò FP, Huestis MA | title = Toxicology and Analysis of Psychoactive Tryptamines | journal = International Journal of Molecular Sciences | volume = 21 | issue = 23 | pages = | date = December 2020 | pmid = 33291798 | pmc = 7730282 | doi = 10.3390/ijms21239279 }}</ref> It was first synthesised in the 1960s and was studied to a limited extent,<ref name="pmid5641719">{{cite journal | vauthors = Gessner PK, Godse DD, Krull AH, McMullan JM | title = Structure-activity relationships among 5-methoxy-n:n-dimethyltryptamine, 4-hydroxy-n:n-dimethyltryptamine (psilocin) and other substituted tryptamines | journal = Life Sciences | volume = 7 | issue = 5 | pages = 267–77 | date = March 1968 | pmid = 5641719 | doi = 10.1016/0024-3205(68)90200-2 }}</ref><ref name="pmid430481">{{cite journal | vauthors = Glennon RA, Gessner PK | title = Serotonin receptor binding affinities of tryptamine analogues | journal = Journal of Medicinal Chemistry | volume = 22 | issue = 4 | pages = 428–32 | date = April 1979 | pmid = 430481 | doi = 10.1021/jm00190a014 }}</ref> but was first identified on the illicit market in June 2012 in Sweden.<ref>{{cite web | url = https://www.emcdda.europa.eu/system/files/publications/734/EMCDDA-Europol_2012_Annual_Report_final_439477.pdf | title = EMCDDA–Europol 2012 Annual Report on the implementation of Council Decision 2005/387/JHA | work = New drugs in Europe, 2012 }}</ref> It was made illegal in Norway in 2013,<ref>{{cite web | url = https://lovdata.no/dokument/LTI/forskrift/2013-12-16-1557 | title = Forskrift om endring i forskrift om narkotika | trans-title = Regulations amending the regulations on drugs | language = Norwegian | work = Lovdata }}</ref> and is controlled under analogue provisions in numerous other jurisdictions.
'''5-MeO-MET''' ('''5-Methoxy-N-methyl-N-ethyltryptamine''') is a relatively rare [[designer drug]] from the [[substituted tryptamine]] family, related to compounds such as [[N-methyl-N-ethyltryptamine]] and [[5-MeO-DMT]].<ref name="pmid27272067">{{cite journal | vauthors = Schifano F, Orsolini L, Papanti D, Corkery J | title = NPS: Medical Consequences Associated with Their Intake | journal = Current Topics in Behavioral Neurosciences | volume = 32 | issue = | pages = 351–380 | date = 2017 | pmid = 27272067 | doi = 10.1007/7854_2016_15 | isbn = 978-3-319-52442-9 | doi-access = free }}</ref><ref name="pmid28569652">{{cite journal | vauthors = Palma-Conesa ÁJ, Ventura M, Galindo L, Fonseca F, Grifell M, Quintana P, Fornís I, Gil C, Farré M, Torrens M | title = Something New about Something Old: A 10-Year Follow-Up on Classical and New Psychoactive Tryptamines and Results of Analysis | journal = Journal of Psychoactive Drugs | volume = 49 | issue = 4 | pages = 297–305 | date = 2017 | pmid = 28569652 | doi = 10.1080/02791072.2017.1320732 | s2cid = 45394561 }}</ref><ref name="pmid33291798">{{cite journal | vauthors = Malaca S, Lo Faro AF, Tamborra A, Pichini S, Busardò FP, Huestis MA | title = Toxicology and Analysis of Psychoactive Tryptamines | journal = International Journal of Molecular Sciences | volume = 21 | issue = 23 | date = December 2020 | page = 9279 | pmid = 33291798 | pmc = 7730282 | doi = 10.3390/ijms21239279 | doi-access = free }}</ref> It was first synthesised in the 1960s and was studied to a limited extent,<ref name="pmid5641719">{{cite journal | vauthors = Gessner PK, Godse DD, Krull AH, McMullan JM | title = Structure-activity relationships among 5-methoxy-n:n-dimethyltryptamine, 4-hydroxy-n:n-dimethyltryptamine (psilocin) and other substituted tryptamines | journal = Life Sciences | volume = 7 | issue = 5 | pages = 267–77 | date = March 1968 | pmid = 5641719 | doi = 10.1016/0024-3205(68)90200-2 }}</ref><ref name="pmid430481">{{cite journal | vauthors = Glennon RA, Gessner PK | title = Serotonin receptor binding affinities of tryptamine analogues | journal = Journal of Medicinal Chemistry | volume = 22 | issue = 4 | pages = 428–32 | date = April 1979 | pmid = 430481 | doi = 10.1021/jm00190a014 }}</ref> but was first identified on the illicit market in June 2012 in Sweden.<ref>{{cite web | url = https://www.emcdda.europa.eu/system/files/publications/734/EMCDDA-Europol_2012_Annual_Report_final_439477.pdf | title = EMCDDA–Europol 2012 Annual Report on the implementation of Council Decision 2005/387/JHA | work = New drugs in Europe, 2012 }}</ref> It was made illegal in Norway in 2013,<ref>{{cite web | url = https://lovdata.no/dokument/LTI/forskrift/2013-12-16-1557 | title = Forskrift om endring i forskrift om narkotika | trans-title = Regulations amending the regulations on drugs | language = Norwegian | work = Lovdata }}</ref> and is controlled under analogue provisions in numerous other jurisdictions.


== See also ==
== See also ==
Line 27: Line 28:
* [[5-MeO-MALT]]
* [[5-MeO-MALT]]
* [[5-MeO-MiPT]]
* [[5-MeO-MiPT]]
* [[7F-5-MeO-MET]]


== References ==
== References ==

Latest revision as of 15:15, 30 November 2023

5-MeO-MET
Identifiers
  • N-Ethyl-2-(5-methoxy-1H-indol-3-yl)-N-methylethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H20N2O
Molar mass232.327 g·mol−1
3D model (JSmol)
  • CCN(CCc1c[nH]c2c1cc(OC)cc2)C
  • InChI=1S/C14H20N2O/c1-4-16(2)8-7-11-10-15-14-6-5-12(17-3)9-13(11)14/h5-6,9-10,15H,4,7-8H2,1-3H3
  • Key:AVECDEWGCOLCPZ-UHFFFAOYSA-N

5-MeO-MET (5-Methoxy-N-methyl-N-ethyltryptamine) is a relatively rare designer drug from the substituted tryptamine family, related to compounds such as N-methyl-N-ethyltryptamine and 5-MeO-DMT.[1][2][3] It was first synthesised in the 1960s and was studied to a limited extent,[4][5] but was first identified on the illicit market in June 2012 in Sweden.[6] It was made illegal in Norway in 2013,[7] and is controlled under analogue provisions in numerous other jurisdictions.

See also[edit]

References[edit]

  1. ^ Schifano F, Orsolini L, Papanti D, Corkery J (2017). "NPS: Medical Consequences Associated with Their Intake". Current Topics in Behavioral Neurosciences. 32: 351–380. doi:10.1007/7854_2016_15. ISBN 978-3-319-52442-9. PMID 27272067.
  2. ^ Palma-Conesa ÁJ, Ventura M, Galindo L, Fonseca F, Grifell M, Quintana P, Fornís I, Gil C, Farré M, Torrens M (2017). "Something New about Something Old: A 10-Year Follow-Up on Classical and New Psychoactive Tryptamines and Results of Analysis". Journal of Psychoactive Drugs. 49 (4): 297–305. doi:10.1080/02791072.2017.1320732. PMID 28569652. S2CID 45394561.
  3. ^ Malaca S, Lo Faro AF, Tamborra A, Pichini S, Busardò FP, Huestis MA (December 2020). "Toxicology and Analysis of Psychoactive Tryptamines". International Journal of Molecular Sciences. 21 (23): 9279. doi:10.3390/ijms21239279. PMC 7730282. PMID 33291798.
  4. ^ Gessner PK, Godse DD, Krull AH, McMullan JM (March 1968). "Structure-activity relationships among 5-methoxy-n:n-dimethyltryptamine, 4-hydroxy-n:n-dimethyltryptamine (psilocin) and other substituted tryptamines". Life Sciences. 7 (5): 267–77. doi:10.1016/0024-3205(68)90200-2. PMID 5641719.
  5. ^ Glennon RA, Gessner PK (April 1979). "Serotonin receptor binding affinities of tryptamine analogues". Journal of Medicinal Chemistry. 22 (4): 428–32. doi:10.1021/jm00190a014. PMID 430481.
  6. ^ "EMCDDA–Europol 2012 Annual Report on the implementation of Council Decision 2005/387/JHA" (PDF). New drugs in Europe, 2012.
  7. ^ "Forskrift om endring i forskrift om narkotika" [Regulations amending the regulations on drugs]. Lovdata (in Norwegian).


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