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25T4-NBOMe

Pharmaceutical compound From Wikipedia, the free encyclopedia

25T4-NBOMe, also known as N-(2-methoxybenzyl)-4-isopropylthio-2,5-dimethoxyphenethylamine, is a serotonergic psychedelic of the 25-NB (NBOMe) family.[2][3][4][5] It is the NBOMe analogue of 2C-T-4.[2][3][4][5]

Other names2C-T-4-NBOMe; NBOMe-2C-T-4; N-(2-Methoxybenzyl)-4-isopropylthio-2,5-dimethoxyphenethylamine
Routes of
administrationSublingual[1]
Drug classSerotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Quick facts Clinical data, Other names ...
25T4-NBOMe
Clinical data
Other names2C-T-4-NBOMe; NBOMe-2C-T-4; N-(2-Methoxybenzyl)-4-isopropylthio-2,5-dimethoxyphenethylamine
Routes of
administration		Sublingual[1]
Drug classSerotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • 2-(2,5-dimethoxy-4-propan-2-ylsulfanylphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H29NO3S
Molar mass375.53 g·mol−1
3D model (JSmol)
  • CC(C)SC1=C(C=C(C(=C1)OC)CCNCC2=CC=CC=C2OC)OC
  • InChI=1S/C21H29NO3S/c1-15(2)26-21-13-19(24-4)16(12-20(21)25-5)10-11-22-14-17-8-6-7-9-18(17)23-3/h6-9,12-13,15,22H,10-11,14H2,1-5H3
  • Key:BOWHVFJVXBVJCU-UHFFFAOYSA-N
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Use and effects

25T4-NBOMe's reported active dose range has been described as 150 to 1,200 μg, with a typical dose estimate of 500 μg.[1] The route is sublingual administration.[1]

Interactions

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

Pharmacology

Pharmacodynamics

More information Target, Affinity (Ki, nM) ...
25T4-NBOMe activities
TargetAffinity (Ki, nM)
5-HT1A2,500
5-HT1BND
5-HT1DND
5-HT1END
5-HT1FND
5-HT2A1.6 (Ki)
1.3–130 (EC50Tooltip half-maximal effective concentration)
46% (EmaxTooltip maximal efficacy)
5-HT2BND (Ki)
200 (EC50)
27% (Emax)
5-HT2C16 (Ki)
ND (EC50)
ND (Emax)
5-HT3ND
5-HT4ND
5-HT5AND
5-HT6ND
5-HT7ND
α1A580
α1B, α1DND
α2A260
α2B, α2CND
β1–β3ND
D14,900
D21,700
D31,900
D4, D5ND
H15,400
H2–H4ND
M1–M5ND
I1ND
σ1, σ2ND
ORsND
TAAR1Tooltip Trace amine-associated receptor 11,500–1,600 (Ki) (mouse)
120 (Ki) (rat)
4,700 (EC50) (mouse)
1,100 (EC50) (rat)
>10,000 (EC50) (human)
33% (Emax) (mouse)
31% (Emax) (rat)
SERTTooltip Serotonin transporter8,100 (Ki)
14,000 (IC50Tooltip half-maximal inhibitory concentration)
ND (EC50)
NETTooltip Norepinephrine transporter4,300 (Ki)
28,000 (IC50)
ND (EC50)
DATTooltip Dopamine transporter6,200 (Ki)
58,000 (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: [6][7][8][9]
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25T4-NBOMe acts as a highly potent and selective agonist of the serotonin 5-HT2 receptors.[7][8] Its affinities and activities at a variety of other receptors and transporters have also been described.[7]

History

25T4-NBOMe was first described in the scientific literature by at least 2012.[10]

Society and culture

Canada

25T4-NBOMe is a controlled substance in Canada under phenethylamine blanket-ban language.[11]

See also

References

External links

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