4-Fluoro-5-methoxy-DMT

This article will address the topic of 4-Fluoro-5-methoxy-DMT, exploring its different facets and meanings. From its origin to its relevance today, 4-Fluoro-5-methoxy-DMT has been the subject of interest and debate in various spheres of society. Through a deep and detailed analysis, we will seek to shed light on the key aspects surrounding 4-Fluoro-5-methoxy-DMT, as well as offer an enriching vision and interesting perspectives on its impact on culture, history, politics or any other relevant field. In order to deepen the understanding of this significant topic, its practical implications and possible ramifications for the future will also be examined.

Chemical compound

Pharmaceutical compound

4-Fluoro-5-methoxy-DMT

Identifiers
IUPAC name 4-Fluoro-5-Methoxy-N,N-dimethyltryptamine
CAS Number	312314-18-4 Y
PubChem CID	10082834
ChemSpider	8258372
UNII	3E926T8YGD
CompTox Dashboard (EPA)	DTXSID001029532
Chemical and physical data
Formula	C13H17FN2O
Molar mass	236.290 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN(C)CCC1=CNC2=C1C(=C(C=C2)OC)F
InChI InChI=1S/C13H17FN2O/c1-16(2)7-6-9-8-15-10-4-5-11(17-3)13(14)12(9)10/h4-5,8,15H,6-7H2,1-3H3 Key:CTEKFOKTEGQYLO-UHFFFAOYSA-N
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4-Fluoro-5-methoxy-N,N-dimethyltryptamine (4-F-5-MeO-DMT) was first described by David E. Nichols team in 2000. It is a potent 5-HT_1A agonist. Substitution with the 4-fluorine markedly increased 5-HT_1A selectivity over 5-HT_2A/2C receptors with potency greater than that of the 5-HT_1A agonist 8-OH-DPAT.^[1]

The analog compound with the N,N-dialkyl substituents constrained into a pyrrolidine ring, is a slightly stronger agonist for the 5-HT_1A receptor and retains the selectivity over the 5-HT_2A/2C receptors.^[2]

See also

• Substituted tryptamine
• 4-HO-5-MeO-DMT
• 5-Fluoro-AMT
• 6-Fluoro-DMT
• 7F-5-MeO-MET
• 4-F-5-MeO-pyr-T

References

1. ^ Blair JB, Kurrasch-Orbaugh D, Marona-Lewicka D, Cumbay MG, Watts VJ, Barker EL, Nichols DE (November 2000). "Effect of ring fluorination on the pharmacology of hallucinogenic tryptamines". Journal of Medicinal Chemistry. 43 (24): 4701–10. doi:10.1021/jm000339w. PMID 11101361.
2. ^ Laban U, Kurrasch-Orbaugh D, Marona-Lewicka D, Nichols DE (March 2001). "A novel fluorinated tryptamine with highly potent serotonin 5-HT1A receptor agonist properties". Bioorganic & Medicinal Chemistry Letters. 11 (6): 793–5. doi:10.1016/S0960-894X(01)00062-2. PMID 11277522.

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