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Updating {{drugbox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia talk:WikiProject_Pharmacology|
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{{drugbox
{{drugbox
| verifiedrevid = 413272571
| verifiedrevid = 415025182
| IUPAC_name = 2-(4-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
| IUPAC_name = 2-(4-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
| image= 4-MeO-DMT.png
| image= 4-MeO-DMT.png

Revision as of 18:58, 10 September 2011

4-MeO-DMT
Identifiers
  • 2-(4-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H18N2O
Molar mass218.29 g/mol g·mol−1
3D model (JSmol)
  • CN(C)CCC1=CNC2=CC=CC(OC)=C21
  • InChI=1S/C13H18N2O/c1-15(2)8-7-10-9-14-11-5-4-6-12(16-3)13(10)11/h4-6,9,14H,7-8H2,1-3H3 checkY
  • Key:HFYHBTWTJDAYGW-UHFFFAOYSA-N checkY
  (verify)

4-Methoxy-N,N-dimethyltryptamine (4-MeO-DMT), is a tryptamine derivative which has some central activity in animal tests similar to that of related hallucinogenic tryptamine drugs, although with significantly lower potency than either 5-MeO-DMT or 4-hydroxy-DMT (psilocin).[1][2][3][4] The longer chain homologue 4-MeO-DET was not found to be active at any dose tested, but its isomer 4-MeO-MiPT was found to be weakly active in human trials.[5]

See also

References

  1. ^ Glennon RA, Young R, Benington F, Morin RD (1982). "Hallucinogens as discriminative stimuli: a comparison of 4-OMe DMT and 5-OMe DMT with their methythio counterparts". Life Sciences. 30 (5): 465–7. PMID 6801410. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Kline TB, Benington F, Morin RD, Beaton JM (1982). "Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety". Journal of Medicinal Chemistry. 25 (8): 908–13. PMID 7120280. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  3. ^ Kline TB, Benington F, Morin RD, Beaton JM, Glennon RA, Domelsmith LN, Houk KN, Rozeboom MD (1982). "Structure-activity relationships for hallucinogenic N,N-dialkyltryptamines: photoelectron spectra and serotonin receptor affinities of methylthio and methylenedioxy derivatives". Journal of Medicinal Chemistry. 25 (11): 1381–3. PMID 6815326. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  4. ^ Nichols DE, Glennon RA. Medicinal Chemistry and Structure-Activity Relationships of Hallucinogens, in Hallucinogens, Neurochemical, Behavioral, and Clinical Perspectives (Raven Press 1984), pp 95-142. ISBN 978-0-89004-990-7
  5. ^ 4-MeO-MiPT Entry in TIHKAL



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