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25T2-NBOMe

Pharmaceutical compound From Wikipedia, the free encyclopedia

25T2-NBOMe, also known as N-(2-methoxybenzyl)-4-ethylthio-2,5-dimethoxyphenethylamine, is a serotonergic psychedelic of the 25-NB (NBOMe) family.[2][3][4][5][6][7] It is the NBOMe analogue of 2C-T-2.[2][3][4][5][6][7]

Other names2C-T-2-NBOMe; NBOMe-2C-T-2; N-(2-Methoxybenzyl)-4-ethylthio-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 ...
25T2-NBOMe
Clinical data
Other names2C-T-2-NBOMe; NBOMe-2C-T-2; N-(2-Methoxybenzyl)-4-ethylthio-2,5-dimethoxyphenethylamine
Routes of
administration		Sublingual[1]
Drug classSerotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • 2-(4-ethylsulfanyl-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H27NO3S
Molar mass361.50 g·mol−1
3D model (JSmol)
  • CCSC1=C(C=C(C(=C1)OC)CCNCC2=CC=CC=C2OC)OC
  • InChI=1S/C20H27NO3S/c1-5-25-20-13-18(23-3)15(12-19(20)24-4)10-11-21-14-16-8-6-7-9-17(16)22-2/h6-9,12-13,21H,5,10-11,14H2,1-4H3
  • Key:OZEBFZPAWCXEGK-UHFFFAOYSA-N
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Use and effects

25T2-NBOMe's reported active dose range in humans has been described as 100 to 1,000 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) ...
25T2-NBOMe activities
TargetAffinity (Ki, nM)
5-HT1A2,200
5-HT1BND
5-HT1DND
5-HT1END
5-HT1FND
5-HT2A0.56–0.6 (Ki)
4.37–100 (EC50Tooltip half-maximal effective concentration)
38–81% (EmaxTooltip maximal efficacy)
5-HT2B0.85 (Ki)
40 (EC50)
31% (Emax)
5-HT2C6.5 (Ki)
12.0 (EC50)
103% (Emax)
5-HT3ND
5-HT4ND
5-HT5AND
5-HT684.9
5-HT7ND
α1A550
α1B, α1DND
α2A450
α2B, α2CND
β1–β3ND
D17,700
D21,600
D33,000
D4, D5ND
H1490
H2–H4ND
M1–M5ND
I1ND
σ1, σ2ND
ORsND
TAAR1Tooltip Trace amine-associated receptor 14,200 (Ki) (mouse)
350 (Ki) (rat)
2,900 (EC50) (mouse)
930 (EC50) (rat)
>10,000 (EC50) (human)
30% (Emax) (mouse)
24% (Emax) (rat)
SERTTooltip Serotonin transporter5,000 (Ki)
20,000 (IC50Tooltip half-maximal inhibitory concentration)
ND (EC50)
NETTooltip Norepinephrine transporter5,900 (Ki)
25,000 (IC50)
ND (EC50)
DATTooltip Dopamine transporter8,600 (Ki)
67,000 (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: [8][9][10][11][12]
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25T2-NBOMe acts as a highly potent and selective agonist of the serotonin 5-HT2 receptors.[11] Its affinities and activities at a variety of other receptors and transporters have also been described.[11]

History

25T2-NBOMe was first described in the scientific literature by at least 2012.[13]

Society and culture

Canada

25T2-NBOMe is a controlled substance in Canada under phenethylamine blanket-ban language.[14]

See also

References

External links

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