25C-NBF

25C-NBF
Clinical data
Other names	2C-C-NBF; NBF-2C-C; N-(2-Fluorobenzyl)-4-chloro-2,5-dimethoxyphenethylamine
Drug class	Serotonin receptor agonist; Serotonin 5-HT2A receptor agonist
ATC code	None;
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics); DE: NpSG (Industrial and scientific use only); UK: Class A;
Identifiers
	IUPAC name 2-(4-chloro-2,5-dimethoxyphenyl)-N-[(2-fluorophenyl)methyl]ethanamine;
CAS Number	1373879-23-2 ;
PubChem CID	125181230;
ChemSpider	59718631 ;
UNII	CDK8YL4X34;
Chemical and physical data
Formula	C17H19ClFNO2
Molar mass	323.79 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC(=C(C=C1CCNCC2=CC=CC=C2F)OC)Cl;
	InChI InChI=1S/C17H19ClFNO2/c1-21-16-10-14(18)17(22-2)9-12(16)7-8-20-11-13-5-3-4-6-15(13)19/h3-6,9-10,20H,7-8,11H2,1-2H3; Key:AHIUIEOLKNDLSC-UHFFFAOYSA-N;

25C-NBF (2C-C-NBF, NBF-2C-C) is a derivative of the phenethylamine hallucinogen 2C-C, which acts as a highly potent partial agonist for the human 5-HT_2A receptor.^[2]^[3]^[4] It produces psychoplastogenic and rapid antidepressant-like effects in preclinical research.^[4]

Society and culture

Legal status

Sweden

The Riksdag added 25C-NBF to Narcotic Drugs Punishments Act under swedish schedule I ("substances, plant materials and fungi which normally do not have medical use") as of January 26, 2016, published by Medical Products Agency (MPA) in regulation HSLF-FS 2015:35 listed as 25C-NBF, and 2-(4-kloro-2,5-dimetoxifenyl)-N-(2-fluorobensyl)etanamin.^[5]

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.^[6]

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.
^ Hansen M, Phonekeo K, Paine JS, Leth-Petersen S, Begtrup M, Bräuner-Osborne H, Kristensen JL (March 2014). "Synthesis and structure-activity relationships of N-benzyl phenethylamines as 5-HT2A/2C agonists". ACS Chemical Neuroscience. 5 (3): 243–9. doi:10.1021/cn400216u. PMC 3963123. PMID 24397362.
^ 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.
^ ^a ^b Nadal-Gratacós N, Puigseslloses P, Guzmán L, Weiss N, Pottie E, Riera-Colomer C, Lardeux V, Thiriet N, Wang FH, Källsten L, Pérez-Esteban I, Ketsela G, Margall J, Berzosa X, Pubill D, Rodríguez-Arias M, Ettcheto M, Kehr J, Stove C, Solinas M, Sitte HH, Escubedo E, López-Arnau R (November 2025). "The psychedelic phenethylamine 25C-NBF, a selective 5-HT2A agonist, shows psychoplastogenic properties and rapid antidepressant effects in male rodents". Mol Psychiatry. doi:10.1038/s41380-025-03341-1. PMID 41238841.
^ "Gemensamma författningssamlingen avseende hälso- och sjukvård, socialtjänst, läkemedel, folkhälsa m.m." [Joint statutory collection concerning healthcare, social services, medicines, public health, etc.] (PDF). Archived from the original (PDF) on 2017-10-31. Retrieved 2017-04-21.
^ "The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014". UK Statutory Instruments 2014 No. 1106. www.legislation.gov.uk.

External links

[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] Hansen M, Phonekeo K, Paine JS, Leth-Petersen S, Begtrup M, Bräuner-Osborne H, Kristensen JL (March 2014). "Synthesis and structure-activity relationships of N-benzyl phenethylamines as 5-HT2A/2C agonists". ACS Chemical Neuroscience. 5 (3): 243–9. doi:10.1021/cn400216u. PMC 3963123. PMID 24397362.

[3] 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.

[Nadal-GratacósPuigsesllosesGuzmán2025-4] Nadal-Gratacós N, Puigseslloses P, Guzmán L, Weiss N, Pottie E, Riera-Colomer C, Lardeux V, Thiriet N, Wang FH, Källsten L, Pérez-Esteban I, Ketsela G, Margall J, Berzosa X, Pubill D, Rodríguez-Arias M, Ettcheto M, Kehr J, Stove C, Solinas M, Sitte HH, Escubedo E, López-Arnau R (November 2025). "The psychedelic phenethylamine 25C-NBF, a selective 5-HT2A agonist, shows psychoplastogenic properties and rapid antidepressant effects in male rodents". Mol Psychiatry. doi:10.1038/s41380-025-03341-1. PMID 41238841.

[5] "Gemensamma författningssamlingen avseende hälso- och sjukvård, socialtjänst, läkemedel, folkhälsa m.m." [Joint statutory collection concerning healthcare, social services, medicines, public health, etc.] (PDF). Archived from the original (PDF) on 2017-10-31. Retrieved 2017-04-21.

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

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