25T7-NBOMe

25T7-NBOMe
Clinical data
Other names	2C-T-7-NBOMe; NBOMe-2C-T-7; N-(2-Methoxybenzyl)-4-propylthio-2,5-dimethoxyphenethylamine
Drug class	Serotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code	None;
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics);
Identifiers
	IUPAC name 2-(2,5-dimethoxy-4-propylsulfanylphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine;
CAS Number	1539266-55-1 ;
PubChem CID	125181253;
CompTox Dashboard (EPA)	DTXSID701342517 ;
Chemical and physical data
Formula	C21H29NO3S
Molar mass	375.53 g·mol−1
3D model (JSmol)	Interactive image;
	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) is a substituted phenethylamine derivative from the 25-NB family. It acts as an agonist at the 5-HT_2A and 5-HT_2C serotonin receptors,^[2] has psychedelic effects and has been sold as a designer drug.^[3]^[4]^[5] The active dose range of 25T7-NBOMe does not appear to have been described.^[6] Its affinities and activities at a variety of other receptors and transporters have also been described.^[7] 25T7-NBOMe was first described in the scientific literature by 2012.^[8]

References

^ 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.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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.
^ Casale, J. F., & Hays, P. A. (2012). Characterization of eleven 2, 5-dimethoxy-N-(2-methoxybenzyl) phenethylamine (NBOMe) derivatives and differentiation from their 3-and 4-methoxybenzyl analogues—part I. Microgram Journal, 9(2), 84–109. https://www.dea.gov/sites/default/files/pr/microgram-journals/2012/mj9_84-109.pdf

External links

25T7-NBOMe - Isomer Design

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[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.

[pmid37474114-2] 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.

[pmid27572638-3] 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.

[4] 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.

[pmid34245937-5] 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.

[LuethiLiechti2018-6] 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.

[RickliLuethiReinisch2015-7] 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.

[CasaleHays2012-8] Casale, J. F., & Hays, P. A. (2012). Characterization of eleven 2, 5-dimethoxy-N-(2-methoxybenzyl) phenethylamine (NBOMe) derivatives and differentiation from their 3-and 4-methoxybenzyl analogues—part I. Microgram Journal, 9(2), 84–109. https://www.dea.gov/sites/default/files/pr/microgram-journals/2012/mj9_84-109.pdf

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See also

References

External links