25T7-NBOMe

25T7-NBOMe
Clinical data
Other names2C-T-7-NBOMe; NBOMe-2C-T-7; N-(2-Methoxybenzyl)-4-propylthio-2,5-dimethoxyphenethylamine
Drug classSerotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
  • BR: Class F2 (Prohibited psychotropics)[1]
Identifiers
IUPAC name
  • 2-(2,5-dimethoxy-4-propylsulfanylphenyl)-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)
SMILES
  • CCCSC1=C(C=C(C(=C1)OC)CCNCC2=CC=CC=C2OC)OC
InChI
  • InChI=1S/C21H29NO3S/c1-5-12-26-21-14-19(24-3)16(13-20(21)25-4)10-11-22-15-17-8-6-7-9-18(17)23-2/h6-9,13-14,22H,5,10-12,15H2,1-4H3
  • Key:CPVMNHOHOSNFOP-UHFFFAOYSA-N

25T7-NBOMe, also known as 2C-T-7-NBOMe or NBOMe-2C-T-7 as well as N-(2-methoxybenzyl)-4-propylthio-2,5-dimethoxyphenethylamine, is a serotonergic psychedelic of the 25-NB (NBOMe) family. It is the NBOMe analogue of 2C-T-7. The compound has been sold as a designer drug.[2][3][4][5][6]

Use and effects

The active dose range and route of 25T7-NBOMe do not appear to have been described.[7]

Interactions

Pharmacology

Pharmacodynamics

25T7-NBOMe activities
TargetAffinity (Ki, nM)
5-HT1A1,800
5-HT1B1,902
5-HT1D2,176
5-HT1END
5-HT1FND
5-HT2A0.68–1.1 (Ki)
7.42–260 (EC50Tooltip half-maximal effective concentration)
41–173% (EmaxTooltip maximal efficacy)
5-HT2B2.3 (Ki)
310 (EC50)
14% (Emax)
5-HT2C6.4 (Ki)
19.1 (EC50)
95% (Emax)
5-HT3ND
5-HT4ND
5-HT5AND
5-HT668.8
5-HT7ND
α1A340
α1B, α1DND
α2A360
α2B, α2CND
β1–β3ND
D14,100
D21,000
D31,400
D4, D5ND
H11,200
H2–H4ND
M1–M5ND
I1ND
σ1, σ2ND
ORsND
TAAR1Tooltip Trace amine-associated receptor 11,000 (Ki) (mouse)
88–90 (Ki) (rat)
2,100 (EC50) (mouse)
550 (EC50) (rat)
>10,000 (EC50) (human)
68% (Emax) (mouse)
52% (Emax) (rat)
SERTTooltip Serotonin transporter3,200 (Ki)
17,000 (IC50Tooltip half-maximal inhibitory concentration)
ND (EC50)
NETTooltip Norepinephrine transporter3,700 (Ki)
34,000 (IC50)
ND (EC50)
DATTooltip Dopamine transporter4,800 (Ki)
55,000 (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][2][3][11]

25T7-NBOMe acts as a highly potent and selective agonist of the serotonin 5-HT2 receptors.[2] Its affinities and activities at a variety of other receptors and transporters have also been described.[2]

History

25T7-NBOMe was first described in the scientific literature by 2012.[12]

See also

References

  1. ↑ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
  2. 1 2 3 4 Rickli A, Luethi D, Reinisch J, Buchy D, Hoener MC, Liechti ME (December 2015). "Receptor interaction profiles of novel N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs)" (PDF). Neuropharmacology. 99: 546–553. doi:10.1016/j.neuropharm.2015.08.034. PMID 26318099.
  3. 1 2 Pottie E, Poulie CB, Simon IA, Harpsøe K, D'Andrea L, Komarov IV, et al. (August 2023). "Structure-Activity Assessment and In-Depth Analysis of Biased Agonism in a Set of Phenylalkylamine 5-HT2A Receptor Agonists". ACS Chemical Neuroscience. 14 (15): 2727–2742. doi:10.1021/acschemneuro.3c00267. PMC 10401645. PMID 37474114.
  4. ↑ Botch-Jones S, Foss J, Barajas D, Kero F, Young C, Weisenseel J (October 2016). "The detection of NBOMe designer drugs on blotter paper by high resolution time-of-flight mass spectrometry (TOFMS) with and without chromatography". Forensic Science International. 267: 89–95. doi:10.1016/j.forsciint.2016.08.008. PMID 27572638.
  5. ↑ Grumann C, Auwärter V (February 2018). "Separation of positional isomers of nine 2-phenethylamine-derived designer drugs by liquid chromatography-tandem mass spectrometry". Drug Testing and Analysis. 10 (7): 1184–1191. doi:10.1002/dta.2371. PMID 29455470.
  6. ↑ Fan SY, Zang CZ, Shih PH, Ko YC, Hsu YH, Lin MC, et al. (August 2021). "Simultaneous LC-MS/MS screening for multiple phenethylamine-type conventional drugs and new psychoactive substances in urine". Forensic Science International. 325 110884. doi:10.1016/j.forsciint.2021.110884. PMID 34245937. S2CID 235791505.
  7. ↑ Luethi D, Liechti ME (October 2018). "Monoamine Transporter and Receptor Interaction Profiles in Vitro Predict Reported Human Doses of Novel Psychoactive Stimulants and Psychedelics". Int J Neuropsychopharmacol. 21 (10): 926–931. doi:10.1093/ijnp/pyy047. PMC 6165951. PMID 29850881.
  8. ↑ "Ki values for 25T7-NBOMe". Psychoactive Drug Screening Program (PDSP). University of North Carolina at Chapel Hill. 15 July 2025. Retrieved 15 July 2025.
  9. ↑ Hansen M (2010-12-16). Design and Synthesis of Selective Serotonin Receptor Agonists for Positron Emission Tomography Imaging of the Brain (Ph.D. thesis). University of Copenhagen. doi:10.13140/RG.2.2.33671.14245.
  10. ↑ Hansen M, Phonekeo K, Paine JS, Leth-Petersen S, Begtrup M, Bräuner-Osborne H, et al. (March 2014). "Synthesis and structure-activity relationships of N-benzyl phenethylamines as 5-HT2A/2C agonists". ACS Chemical Neuroscience. 5 (3): 243–249. doi:10.1021/cn400216u. PMC 3963123. PMID 24397362.
  11. ↑ Simmler LD, Buchy D, Chaboz S, Hoener MC, Liechti ME (April 2016). "In Vitro Characterization of Psychoactive Substances at Rat, Mouse, and Human Trace Amine-Associated Receptor 1" (PDF). J Pharmacol Exp Ther. 357 (1): 134–144. doi:10.1124/jpet.115.229765. PMID 26791601. Archived from the original (PDF) on 2025-05-09.
  12. ↑ Casale JF, Hays PA (2012). "Characterization of eleven 2, 5-dimethoxy-N-(2-methoxybenzyl) phenethylamine (NBOMe) derivatives and differentiation from their 3-and 4-methoxybenzyl analogues—part I." (PDF). Microgram Journal. 9 (2): 84–109.
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