2CBCB-NBOMe

2CBCB-NBOMe
Clinical data
Other names	NBOMe-2CBCB; NBOMe-TCB-2; TCB-2-NBOMe
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist
Legal status
Legal status	DE: NpSG (Industrial and scientific use only); UK: Class A;
Identifiers
	IUPAC name 1-(3-bromo-2,5-dimethoxy-7-bicyclo[4.2.0]octa-1(6),2,4-trienyl)-N-[(2-methoxyphenyl)methyl]methanamine;
CAS Number	1354634-09-5 N;
PubChem CID	76541806;
ChemSpider	64880593 Y;
UNII	WGI3S41A26;
CompTox Dashboard (EPA)	DTXSID501028189 ;
Chemical and physical data
Formula	C19H22BrNO3
Molar mass	392.293 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC=CC=C1CNCC2CC3=C2C(=CC(=C3OC)Br)OC;
	InChI InChI=1S/C19H22BrNO3/c1-22-16-7-5-4-6-12(16)10-21-11-13-8-14-18(13)17(23-2)9-15(20)19(14)24-3/h4-7,9,13,21H,8,10-11H2,1-3H3 Y; Key:CLSBQRBXTFTLEX-UHFFFAOYSA-N Y;
	NY (what is this?) (verify)

2CBCB-NBOMe, or NBOMe-TCB-2, is a serotonin receptor modulator and cyclized phenethylamine.¹² It is the NBOMe derivative of the psychedelic drug TCB-2 (2C-BCB).¹²

Interactions

Pharmacology

Pharmacodynamics

2CBCB-NBOMe acts as a potent and selective agonist of the serotonin 5-HT_2A and 5-HT_2C receptors, with an affinity (K_i) of 0.27 nM at the human serotonin 5-HT_2A receptor, similar to that of other drugs such as TCB-2, 25I-NBOMe, and Bromo-DragonFLY.¹²

History

2CB2CB-NBOMe was first described in the scientific literature by the lab of David E. Nichols and colleagues in 2007.¹² It was part of an ongoing research program focused on mapping of the specific amino acid residues responsible for ligand binding to the serotonin 5-HT_2A receptor.¹²

Society and culture

Legal status

Canada

2CBCB-NBOMe is not a controlled substance in Canada as of 2025.³

United Kingdom

This substance is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause in the Misuse of Drugs Act 1971.⁴

United States

2CBCB-NBOMe is a controlled substance in Vermont as of January 2016.⁵

References

Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1st ed.). Solothurn: Nachtschatten-Verlag. p. 861. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
Braden MR (2007). Towards a biophysical understanding of hallucinogen action (Ph.D.). Purdue University. ProQuest 304838368.
"Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
"The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014". UK Statutory Instruments 2014 No. 1106. www.legislation.gov.uk.
"Regulated Drugs Rule" (PDF). Vermont Department of Health. Archived from the original (PDF) on 23 January 2014. Retrieved 14 October 2015.

External links

2CBCB-NBOMe - Isomer Design

[Trachsel_2013-1] Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1st ed.). Solothurn: Nachtschatten-Verlag. p. 861. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.

[Braden_2007-2] Braden MR (2007). Towards a biophysical understanding of hallucinogen action (Ph.D.). Purdue University. ProQuest 304838368.

[CDSA-3] "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.

[4] "The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014". UK Statutory Instruments 2014 No. 1106. www.legislation.gov.uk.

[5] "Regulated Drugs Rule" (PDF). Vermont Department of Health. Archived from the original (PDF) on 23 January 2014. Retrieved 14 October 2015.

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