Not yet reviewed — this article is pending editorial review by Lyrea.

2C-B-FLY-NBOMe

2-(8-Bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-yl)-N-(2-methoxybenzyl)ethanamine

NBOMe-2C-B-FLY, Cimbi-31, 2CBFly-NBOMe

Psychoactive Class

Psychedelic Hallucinogen

Chemical Class

Phenethylamine (N-benzylated)Benzodifuran NBOMe

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2C-B-FLY-NBOMe is a synthetic psychedelic of the N-benzylated phenethylamine and benzodifuran classes. It functions as a serotonin receptor modulator¹² and is structurally derived from the hallucinogen 2C-B, combining features of benzodifuran compounds like 2C-B-FLY with the N-benzyl substitution pattern characteristic of the NBOMe series. First discovered in 2002, it was researched by Ralf Heim at the Free University of Berlin and later investigated by David Nichols' team at Purdue University. It remains a poorly characterized research chemical.

Dosage & Duration

Dosage

Doses are population estimates that vary widely between individuals.

Threshold~100 µg

Available documentation suggests a threshold dose in the range of approximately 100–200 µg when insufflated. Human data for this compound remain extremely limited, and there is insufficient evidence to establish intermediate or higher dose tiers with any confidence. Given the unknown safety profile, redosing should be avoided.

Subjective Effects

Subjective Effects not written up yet

Pharmacology

Pharmacodynamics

2C-B-FLY-NBOMe acts as a potent partial agonist at the serotonin 5-HT2A receptor, consistent with its classification as an N-benzylated phenethylamine psychedelic.¹²

Pharmacokinetics

Controlled pharmacokinetic data are limited to animals. After a 1 mg/kg subcutaneous dose in adult male Wistar rats, peak measured concentrations occurred at 30 minutes in serum and 60 minutes in brain tissue; parent 2C-B-FLY-NBOMe remained detectable in brain tissue at 8 hours. In separate metabolism experiments, isolated human liver microsomes, rat urine, and Cunninghamella elegans produced 35 phase-I and nine phase-II metabolites. The principal detected transformations were mono- and poly-hydroxylation, O-demethylation, oxidative debromination, and, to a lesser extent, N-demethoxybenzylation, followed by glucuronidation and/or N-acetylation. These animal and in-vitro findings do not establish pharmacokinetic parameters or duration in humans.³⁴

Metabolitesnone documented yet

Interactions

Dangerous

Highest risk

These combinations are considered extremely harmful and should always be avoided. Reactions to these drugs taken in combination are highly unpredictable and have a potential to cause death.

AMTLithium

Unsafe

Avoid

There is considerable risk of physical harm when taking these combinations, they should be avoided where possible.

Tramadol

Caution

Use caution

These combinations are not usually physically harmful, but may produce undesirable effects, such as physical discomfort or overstimulation. Extreme use may cause physical health issues. Synergistic effects may be unpredictable. Care should be taken when choosing to use this combination.

2C-T-x compounds5-MeO-xxT tryptaminesAmphetaminesCannabisCocaineDOx compoundsMAOIsMescalineNBOMe compounds

TripSit

Tolerance

Tolerance not written up yet

Harm Potential

Toxicity

Lethal Dosage

No lethal-dose or LD50 data were identified. More research is needed for this chemical, and general safety cautions apply.

History & Culture

2C-B-FLY-NBOMe was discovered in 2002 and subsequently researched by Ralf Heim at the Free University of Berlin.³ The compound was later investigated in greater detail by a research team at Purdue University led by pharmacologist David E. Nichols. Structurally, the substance represents a hybrid design that combines the rigid benzodifuran ring system characteristic of the FLY series with the N-benzyl substitution pattern found in NBOMe compounds.

Legality

International

As of 23 August 2026, the complete current INCB lists for the 1961, 1971, and 1988 Conventions contain no entry for 2C-B-FLY-NBOMe, NBOMe-2C-B-FLY, Cimbi-31, or 2CBFly-NBOMe. UNODC identifies 2CBFly-NBOMe as a distinct hybrid of the benzodifuranyl and NBOMe families; the Green List's NBOMe entries are the separately defined 25B-NBOMe, 25C-NBOMe, and 25I-NBOMe. The 2026 CND changes add N-pyrrolidino isotonitazene and N-desethyl etonitazene to Schedule I of the 1961 Convention and MDMB-FUBINACA to Schedule II of the 1971 Convention, with the latter taking effect on 25 November 2026; none covers this substance.

By Country

United StatesRestrictedVermont hallucinogenic drug

Vermont Regulated Drug Rule § 7.0; 18 V.S.A. §§ 4201(10), 4235^38394041

Vermont lists 2CBFly-NBOMe by name as a hallucinogenic drug in § 7.0 of the Regulated Drug Rule. Under 18 V.S.A. §§ 4201 and 4235, it is a regulated drug in Vermont, where knowing unlawful possession and sale or dispensing are criminal offenses. This is a state-level restriction; the cited sources do not establish nationwide federal scheduling.

AustraliaIllegal (analog/blanket ban)Schedule 9 derivative

Therapeutic Goods (Poisons Standard—June 2026) Instrument 2026, section 7 and Schedule 9^101112138

Australia covers 2C-B-FLY-NBOMe through structural derivative and analogue provisions rather than an exact-name entry. The current Poisons Standard places 4-bromo-2,5-dimethoxyphenethylamine and Bromo-Dragonfly in Schedule 9, while section 7 makes each substance reference include every derivative; the official PubChem structure identifies the target as the N-(2-methoxybenzyl) FLY derivative. Separately, the Criminal Code border-control scheme lists 25-B-NBOMe and extends that listing to drug analogues, and the prohibited-imports regulations cover alkoxyphenylethylamines as a class.

BrazilIllegal (analog/blanket ban)Lista F2

Portaria SVS/MS nº 344/1998, Anexo I, Lista F2, item d(1), as republished by RDC Anvisa nº 1.036/2026¹⁷¹⁸¹⁹

2C-B-FLY-NBOMe is controlled in Brazil through Lista F2's generic phenethylamine class rather than by individual name. Its 1-phenylethan-2-amine core forms two dihydrofuran rings, bears a ring halogen, and carries a substituted benzyl group on nitrogen, all substitution patterns permitted by item d(1). Lista F is the Brazilian list of substances whose use is proscribed, with F2 covering psychotropic substances.

GermanyIllegal (analog/blanket ban)NPS phenethylamine group

Neue-psychoaktive-Stoffe-Gesetz (NpSG), Anlage 1 Nr. 1 und § 3²¹²²²³

2C-B-FLY-NBOMe falls within the NpSG group of 2-phenethylamine-derived compounds: the Annex permits the relevant fused oxygen-containing ring system, bromine substitution, and an N-benzyl substituent with further permitted substitution. Section 2 defines a substance from an Annex 1 group as a new psychoactive substance. Section 3 prohibits trading, placing on the market, manufacturing, importing, exporting, acquiring, possessing, or administering such a substance, subject to its stated scientific, industrial, and official-use exceptions.

SingaporeIllegal (analog/blanket ban)Psychoactive substance

Misuse of Drugs Act 1973, ss. 2 and 11I, Part 2A and Fifth Schedule^252627282930

Singapore's Misuse of Drugs Act 1973 covers an unlisted NPS when it has the capacity to produce a psychoactive effect; published pharmacological evidence identifies 2C-B-FLY-NBOMe as an NPS with strong psychedelic effects and measurable effects on brain and behaviour. Section 11I makes unauthorised possession and consumption of a psychoactive substance offences, while the Ministry of Home Affairs confirms that the effects-based framework also criminalises trafficking, manufacture, import and export. The framework preserves statutory exclusions and legitimate-purpose defences, so this classification concerns the compound's non-medical human use rather than every possible laboratory handling.

United KingdomIllegalClass A

Misuse of Drugs Act 1971, Schedule 2, Part I, paragraph 1(f)³⁵³⁶

Controlled under the Misuse of Drugs Act 1971 through the N-benzylphenethylamine catch-all clause, which encompasses N-benzyl substituted phenethylamine derivatives.³⁷ Class A substances carry the most severe penalties under UK law.

ArgentinaIllegal (analog/blanket ban)Group-controlled

Decreto 560/2019, artículo 2 y Anexo II (Fenetilaminas: benzodifuranos), con Ley 23.737⁵⁶⁷⁸⁹

Argentina treats 2C-B-FLY-NBOMe as an estupefaciente through the benzodifuran phenethylamine group in Annex II of Decree 560/2019. The compound's N-(2-methoxybenzyl) substitution falls within that group's permitted benzyl substituent bearing methoxy, and Article 2 applies control to substances captured by Annex II groups. Law 23.737 criminalizes unauthorized production, commerce, distribution, supply, and possession of estupefacientes.

AustriaIllegal (analog/blanket ban)NPS phenethylamine group

Neue-Psychoaktive-Substanzen-Verordnung (NPSV), Anlage II Nr. 2¹⁴¹⁵¹⁶

2C-B-FLY-NBOMe falls within the NPSV phenethylamine group, which covers every compound derived from a phenethylamine basic structure and permits benzofuran-type ring systems and further substituents. The NPSG makes for-profit production, import, export, supply, or procurement for psychoactive human use an offence when the substance is covered by a class defined under § 3. The NPSG framework applies to new psychoactive substances and excludes substances already subject to the Suchtmittelgesetz.

CanadaIllegal (analog/blanket ban)Schedule III 2C

Controlled Drugs and Substances Act, Schedule III, item 35²⁰

2C-B-FLY-NBOMe is covered by Canada’s Schedule III structural entry for 2C-phenethylamines, which covers a furan formed at adjacent benzene-ring carbons and permits benzyl substitution at the amino group, encompassing the FLY and NBOMe features. Possession without regulatory authorization is prohibited under the Act.

NetherlandsIllegal (analog/blanket ban)Lijst IA stofgroep

Opiumwet²⁴

2C-B-FLY-NBOMe is covered by Lijst IA as a substance derived from 2-phenethylamine: its substituted tetrahydrobenzodifuran ring and N-(2-methoxybenzyl) aminoethyl side chain fit the schedule's permitted structural elements. Article 2a prohibits importing, exporting, preparing, processing, selling, supplying, transporting, possessing, and manufacturing a substance within a Lijst IA substance group or a preparation containing it. The statutory exceptions in Article 2a(2) apply to specified authorised medicinal, manufacturing, wholesale, veterinary, and precursor-control contexts.

South AfricaIllegal (analog/blanket ban)Schedule 7 chemically related homologue

Medicines and Related Substances Act 101 of 1965, section 22A(9), read with SAHPRA Consolidated Schedules 06 July 2026, Schedule 7^31323334

As of 23 August 2026, SAHPRA's official consolidated-schedules archive identifies the 06 July 2026 consolidation as the current version, and the document reached through its 'Download latest version' link retains both Schedule 7 clause (vi) and the express entry '25B-NBOMe (2C-B-NBOMe)'. Clause (vi) defines covered homologues broadly as chemically related substances that incorporate a structural fragment similar to a listed substance and/or exhibit similar pharmacodynamic properties. The primary chemistry study identifies 2C-B-Fly-NBOMe as 2-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b’]difuran-4-yl)-N-(2-methoxybenzyl)ethan-1-amine, places it in the N-benzylphenethylamine class, and reports subnanomolar affinity and high activation efficacy at 5-HT2A. It therefore shares the brominated N-(2-methoxybenzyl)phenethylamine structural core and serotonergic pharmacology of the expressly listed 25B-NBOMe, satisfying the consolidation's disjunctive structural/pharmacodynamic definition. Section 22A(9) prohibits acquisition, use, possession, manufacture, or supply of a Schedule 7 substance without a Director-General permit, subject to the statutory authorization proviso. The date 06 July 2026 is the date of the current consolidation, not a separately established commencement date for this already-operative coverage. Government Notice 7445 of 8 May 2026 is not a schedules amendment: the fetched official Gazette PDF is headed 'Allied Health Professions Act, 1982' and contains acupuncture scope-of-practice regulations, despite the gov.za landing page's erroneous medicines-schedules title.

References

Source Pages

Citations

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