2,5-Dimethoxy-4-bromophenethylamine
| 2C-B | |
|---|---|
| Salts [] | |
|---|---|
| 2,5-Dimethoxy-4-bromophenethylamine hydrochloride | |
| 2,5-Dimethoxy-4-bromophenethylamine hydrobromide | |
| Molecular structure via molpic based on CDK |
| Rotamer [] | |
|---|---|
| Conformer structure via 3Dmol.js |
| Physical properties [] | |
|---|---|
| Molecular mass | 260.13 g/mol [1] |
| Predicted LogP | 2.1 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C10H14BrNO2 [1] |
| IUPAC name | 2-(4-bromo-2,5-dimethoxyphenyl)ethanamine [1] |
| SMILES | COC1=CC(=C(C=C1CCN)OC)Br [1] |
| InChI | InChI=1S/C10H14BrNO2/c1-13-9-6-8(11)10(14-2)5-7(9)3-4-12/h5-6H,3-4,12H2,1-2H3 [1] |
| InChIKey | YMHOBZXQZVXHBM-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | 1.2 – 2.5 hours[3][4] |
| Duration of action | Oral: 3 – 5 hours (range 2 – 8 hours)[5] |
| Dosing[] |
|---|
| Insufflated [] | |
|---|---|
| Light | ≤ 8.3 mg(21x - 36.2%) |
| Common | 8.3 - 10 mg(20x - 34.5%) |
| Strong | 10 - 13.8 mg(2x - 3.4%) |
| Heavy | 13.8 - 17.3 mg(9x - 15.5%) |
| Extreme | 17.3 mg +(6x - 10.3%) |
| Oral [] | |
|---|---|
| Light | ≤ 17 mg(4x - 28.6%) |
| Common | 17 - 21 mg(3x - 21.4%) |
| Strong | 21 - 25 mg(4x - 28.6%) |
| Heavy | 25 - 34.4 mg(1x - 7.1%) |
| Extreme | 34.4 mg +(2x - 14.3%) |
| Intrarectal [] | |
|---|---|
| Light | ≤ 12.4 mg(6x - 50%) |
| Common | 12.4 - 13.5 mg |
| Strong | 13.5 - 20 mg(4x - 33.3%) |
| Heavy | 20 - 24 mg |
| Extreme | 24 mg +(2x - 16.7%) |
Statistically derived dosages via DBI-IGS We do not take any responsibility for medical complications or loss of life sustained by following these dosages blindly. |
2,5-Dimethoxy-4-bromophenethylamine (also known as 4-Bromo-2,5-Dimethoxyphenethylamine, 4-Bromo-2,5-dimethoxyphenethylamine, 2-(4-Bromo-2,5-dimethoxyphenyl)ethylamine, 2,5-Dimethoxy-4-bromophenethylamine, 2-(4-Bromo-2,5-dimethoxyphenyl)ethanamine, 4-Bromo-2,5-dimethoxyphenylethylamine, Benzeneethanamine, 4-bromo-2,5-dimethoxy-, Chebi:189669, 2C-B or Nexus) is a psychedelic substance of the 2,5-dimethoxyphenethylamine class.
Chemistry
Salts []
2,5-Dimethoxy-4-bromophenethylamine is typically found in the form of its hydrochloride and hydrobromide salts.
Stereochemistry []
2,5-Dimethoxy-4-bromophenethylamine is a achiral mixture.
Pharmacology
ATC Classification
Metabolism
Subjective effects []
| alina / 2,5-Dimethoxy-4-bromophenethylamine [] | |
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| emily / 2,5-Dimethoxy-4-bromophenethylamine [] | |
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| x86pup / 2,5-Dimethoxy-4-bromophenethylamine [] | |
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| magnus / 2,5-Dimethoxy-4-bromophenethylamine [] | |
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| Pilz / 2,5-Dimethoxy-4-bromophenethylamine [] | |
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| 0xea / 2,5-Dimethoxy-4-bromophenethylamine [] | |
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Experience reports []
There are currently 25+ experience reports involving 2,5-dimethoxy-4-bromophenethylamine on Erowid:
- "Pleasant Mood Enhancement" by Jill Stingray
- "Cunt Odyssey: Search for Vaginal Datapoints" by Scribe
- "Algebraic Abstraction" by philomath
- "To See What It Could Truly Be..." by DJ-DDP
- "Combined with Guided Meditation" by sface
- "Mission Control Kitchen" by Samanthe
- "A Combination That Makes For Great Sleep" by mephisto
- "2C-Bang" by Newt
- "Bee and Fly Side by Side" by LucidStudies
- "The Arc of Pleasure, Archetypes & Flatness" by Samanthe
- "Potentiation / I Decided to Play It Safe" by xd
- "A Walk in the Chelsea Physic Garden" by Huxley
- "Mellowed with Age or Aged to Perfection?" by Gaz
- "My Cat Licked Milligrams Off My Fingers" by psyveggie
- "Talk to Plod" by PippUK
- "Taking it While Ill" by k0k0pungle
- "Between Nothingness and Infinity" by Mahavishnu
- "Contradiction and Confusion" by Bob L.
- "Insane Visual Experience" by Rene Charles
- "Every Inanimate Object Had Its Own Breathing" by Deadyheady
- "Cosmic Dragonflies and Oily Pixels" by Fluffun
- "MDMA / 2C-B Combination" by Trey (comments by David Aardvark)
- "Fear and Pure Extasy" by J. Marshall
- "Elfjousting" by PiPPUK
- "Tonal Shift in My Perception" by keepinitweird
Legal status []
- Australia: 2,5-Dimethoxy-4-bromophenethylamine is a Schedule 9 substance.
- Brazil: 2,5-Dimethoxy-4-bromophenethylamine is a F2 substance.
- Canada: 2,5-Dimethoxy-4-bromophenethylamine is a Schedule III substance.
- Germany: 2,5-Dimethoxy-4-bromophenethylamine is a Anlage I substance.
- United Kingdom: 2,5-Dimethoxy-4-bromophenethylamine is a Class A substance.
- United States: 2,5-Dimethoxy-4-bromophenethylamine is a Schedule I under the "Controlled Substances Act (CSA)".
- United Nations: 2,5-Dimethoxy-4-bromophenethylamine is a Schedule II drug under the "Convention on Psychotropic Substances 1971".
See also []
External links []
- 2,5-Dimethoxy-4-bromophenethylamine (Wikipedia)
- 2,5-Dimethoxy-4-bromophenethylamine (Wikidata)
- 2,5-Dimethoxy-4-bromophenethylamine (DrugBank)
- 2,5-Dimethoxy-4-bromophenethylamine (PubChem)
- 2,5-Dimethoxy-4-bromophenethylamine (Probes & Drugs)
- 2,5-Dimethoxy-4-bromophenethylamine (Common Chemistry)
- 2,5-Dimethoxy-4-bromophenethylamine (KEGG)
- 2,5-Dimethoxy-4-bromophenethylamine (UNII)
- 2,5-Dimethoxy-4-bromophenethylamine (EPA DSSTox)
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 98527, 4-Bromo-2,5-Dimethoxyphenethylamine. Accessed May 4, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/98527
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 2,5-Dimethoxy-4-bromophenethylamine. UNII: V77772N32H. Global Substance Registration System. Accessed May 4, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/V77772N32H
Papaseit E, Farré M, Pérez-Mañá C, Torrens M, Ventura M, Pujadas M, de la Torre R, González D. Acute Pharmacological Effects of 2C-B in Humans: An Observational Study. Frontiers in Pharmacology. 2018; 9
Thomann J, Rudin D, Kraus S, Arikci D, Holze F, Liechti ME, Luethi D. Liquid chromatography-tandem mass spectrometry-based pharmacokinetic and metabolic analysis of 4-bromo-2,5-dimethoxyphenethylamine and its metabolites in human plasma. Drug Metabolism and Disposition. June 1, 2025; 53(6)
Inan F, Brunt TM, Contrucci RR, Hondebrink L, Franssen EJ. Novel Phenethylamines and Their Potential Interactions With Prescription Drugs: A Systematic Critical Review. Therapeutic Drug Monitoring. April 1, 2020; 42(2):271–281.