25F-NBOMe

Pharmaceutical compound From Wikipedia, the free encyclopedia

25F-NBOMe, also known as 2C-F-NBOMe or NBOMe-2C-F as well as N-(2-methoxybenzyl)-4-fluoro-2,5-dimethoxyphenethylamine, is a serotonin 5-HT2 receptor agonist and possible serotonergic psychedelic of the phenethylamine, 2C, and 25-NB (NBOMe) families.[1][2] It is the NBOMe (N-(2-methoxybenzyl)) derivative of 2C-F.[1][2]

Other names2C-F-NBOMe; NBOMe-2C-F; N-(2-Methoxybenzyl)-4-fluoro-2,5-dimethoxyphenethylamine
Drug classSerotonin 5-HT2 receptor agonist; Possible serotonergic psychedelic; Possible hallucinogen
ATC code
  • None
CAS Number
Quick facts Clinical data, Other names ...
25F-NBOMe
Clinical data
Other names2C-F-NBOMe; NBOMe-2C-F; N-(2-Methoxybenzyl)-4-fluoro-2,5-dimethoxyphenethylamine
Drug classSerotonin 5-HT2 receptor agonist; Possible serotonergic psychedelic; Possible hallucinogen
ATC code
  • None
Identifiers
  • 2-(4-fluoro-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine
CAS Number
PubChem CID
Chemical and physical data
FormulaC18H22FNO3
Molar mass319.376 g·mol−1
3D model (JSmol)
  • COC1=CC=CC=C1CNCCC2=CC(=C(C=C2OC)F)OC
  • InChI=1S/C18H22FNO3/c1-21-16-7-5-4-6-14(16)12-20-9-8-13-10-18(23-3)15(19)11-17(13)22-2/h4-7,10-11,20H,8-9,12H2,1-3H3
  • Key:DFTJMIFNIHIWAJ-UHFFFAOYSA-N
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Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

Pharmacodynamics

More information Target, Affinity (Ki, nM) ...
25F-NBOMe activities
TargetAffinity (Ki, nM)
5-HT1AND
5-HT1B6,331
5-HT1D5,052
5-HT1END
5-HT1FND
5-HT2A3.3 (Ki)
16 (EC50Tooltip half-maximal effective concentration)
75% (EmaxTooltip maximal efficacy)
5-HT2B7.5 (Ki)
ND (EC50)
ND (Emax)
5-HT2C43 (Ki) (rat)
25 (EC50)
92% (Emax)
5-HT3ND
5-HT4ND
5-HT5AND
5-HT680
5-HT7ND
α1A–α1DND
α2A–α2CND
β1–β3ND
D1–D5ND
H1–H4ND
M1–M5ND
I1ND
σ1, σ2ND
ORsND
TAAR1Tooltip Trace amine-associated receptor 1ND
SERTTooltip Serotonin transporterND (Ki)
ND (IC50Tooltip half-maximal inhibitory concentration)
ND (EC50)
NETTooltip Norepinephrine transporterND (Ki)
ND (IC50)
ND (EC50)
DATTooltip Dopamine transporterND (Ki)
ND (IC50)
ND (EC50)
Notes: The smaller the value, the more avidly the drug binds to the site. All proteins are human unless otherwise specified. Refs: [1][2]
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25F-NBOMe acts as a potent agonist of the serotonin 5-HT2A and 5-HT2C receptors and also shows interactions with certain other targets, such as the serotonin 5-HT2B receptor.[1][2] However, it shows more than an order of magnitude lower potency as a serotonin 5-HT2A receptor agonist than certain other NBOMe drugs like 25I-NBOMe and 25B-NBOMe in vitro.[2]

History

25F-NBOMe was first described in the scientific literature by 2010.[1]

Society and culture

Canada

25F-NBOMe is a controlled substance in Canada under phenethylamine blanket-ban language.[3]

See also

References

External links

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