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Psychedelics are substances (natural or laboratory made) which cause profound changes in a one’s perceptions of reality. While under the influence of hallucinogens, users might hallcuniate visually and auditorily.

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Description

25B-NBOMe Also known as:

  • 2-(4-Brom-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethanamin[German][ACD/IUPAC Name]
  • 2-(4-Bromo-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethanamine[ACD/IUPAC Name]
  • 2-(4-Bromo-2,5-diméthoxyphényl)-N-(2-méthoxybenzyl)éthanamine[French][ACD/IUPAC Name]
  • 4-BROMO-2,5-DIMETHOXY-N-(2-METHOXYBENZYL)PHENETHYLAMINE
  • Benzeneethanamine, 4-bromo-2,5-dimethoxy-N-[(2-methoxyphenyl)methyl]-[ACD/Index Name]
  • Cimbi-36
  • S6NAA81PHK
  • 2-(4-bromo-2,5-dimethoxy-phenyl)ethyl-(2-methoxybenzyl)amine
  • 2-(4-bromo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine
  • 2-(4-bromo-2,5-dimethoxy-phenyl)-N-[(2-methoxyphenyl)methyl]ethanamine
  • 25B
  • 25Br-NBOMe
  • 2C-B-NBOMe
  • 4-Bromo-2,5-dimethoxy-N-[(2-methoxyphenyl)methyl]benzeneethanamine
  • UNII:S6NAA81PHK
  • UNII-S6NAA81PHK

Psychedelic Phenethylamine, active in the lower microgram range, that is not active orally.

Summary

It is a member of the 25x-NBOMe series, a recently discovered group of potent psychedelic compounds derived from the 2C-x family. The name 25B-NBOMe, which is short-hand for 2C-B-NBOMe, indicates it is a derivative of the phenethylamine psychedelic 2C-B. 25B-NBOMe was discovered in 2004 by Ralf Heim at the Free University of Berlin.

It acts as a potent partial agonist for the 5-HT2A receptor. It has been used in clinical trials with an evaluation dose for safety consideration to humans of only 1 microgram. Such a dose was determined to be only 1/300th the dose expected to be hallucinogenic to humans and that recreational use would greatly exceed doses determined to be safe to humans.

This substance had no history of human use before being sold online as a designer drug in 2010. Subjective effects include stimulation, open and closed-eye visuals, time distortion, euphoria, and ego loss. Anecdotal reports suggest 25B-NBOMe to be an active hallucinogen at a dose of as little as 250–500 µg, making it a similar potency to other phenethylamine derived hallucinogens such as Bromo-DragonFLY.

It is worth noting that compounds of the NBOMe class are not orally active and should therefore be taken sublingually by placing them into one’s mouth and allowing it to absorb over a period of 15-30 minutes. Extremely little is known about the pharmacological properties, metabolism, and toxicity of 25B-NBOMe in humans. Numerous members of the 25x-NBOMe series have been associated with hospitalizations and deaths.

Along with its highly sensitive dose-response and unpredictable effects, many reports also suggest that this substance may be overly difficult to use safely. Therefore it is highly advised to use harm reduction practices if using this substance.

Chemistry

25B-NBOMe is a substituted phenethylamine with methoxy groups CH3O- attached to carbons R2 and R5 as well as a bromine atom attached to carbon R4.

It differs from 2C-B structurally through a substitution on the amine (NH2) with a 2-methoxybenzyl (BOMe) group.

25B-NBOMe shares this 2-methoxybenzyl substitution with other chemicals of the NBOMe family.

This NBOMe addition contains a methoxy ether CH3O- bound to a benzene ring at R2.

Common Name25B-NBOMe
Systematic name25B-NBOMe
FormulaC_{18}H_{22}BrNO_{3}
SMILESCOc1ccccc1CNCCc2cc(c(cc2OC)Br)OC
Std. InChiInChI=1S/C18H22BrNO3/c1-21-16-7-5-4-6-14(16)12-20-9-8-13-10-18(23-3)15(19)11-17(13)22-2/h4-7,10-11,20H,8-9,12H2,1-3H3
Std. InChiKeySUXGNJVVBGJEFB-UHFFFAOYSA-N
Avg. Mass380.2762 Da
Molecular Weight380.2762
Monoisotopic Mass379.078308 Da
Nominal Mass379
ChemSpider ID8152636

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Dose Chart

Sublingual
Threshold100ug
Light100-300ug
Common350-500ug
Strong500-700ug+
Insufflated
Threshold50ug
Light50-200ug
Common200-350ug
Strong350-500+

Duration Chart

Sublingual
Onset20-40 minutes
Duration8-12 hours
After-effects2-6 hours

Legal Status

  • Austria: Since June 26, 2019, 25B-NBOMe is illegal to possess, produce and sell under the SMG. (Suchtmittelgesetz Österreich)
  • Brazil: Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344.
  • Canada: 25B-NBOMe would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.
  • China: As of October 2015, 25B-NBOMe is a controlled substance in China.
  • Germany: 25B-NBOMe is controlled under Anlage I BtMG (Narcotics Act, Schedule I) as of December 13, 2014. It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.
  • Italy: 25B-NBOMe is a Schedule 1 controlled substance in Italy.
  • Latvia: 25B-NBOMe is a Schedule I controlled substance.
  • New Zealand: 25B-NBOMe is a Schedule 2 controlled substance in New Zealand.
  • Sweden: 25B-NBOMe is classed as Schedule I.
  • United Kingdom: 25B-NBOMe is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause.
  • United States: On Nov 15, 2013, the DEA added 25B-NBOMe to Schedule I using their emergency scheduling powers, making it "temporarily" in Schedule I for 2 years.
  • Sources

    References

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    3. Hansen, M.; Phonekeo, K.; Paine, J. S.; Leth-Petersen, S.; Begtrup, M.; Bräuner-Osborne, H.; Kristensen, J. L. (2014). "Synthesis and Structure-Activity Relationships of N-Benzyl Phenethylamines as 5-HT2A/2C Agonists". ACS Chemical Neuroscience. 5 (3): 243–9. PMID 24397362. https://doi.org/10.1021/cn400216u
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    9. Designer Drug Identified As Cause Of Plano Teen’s Death | http://dfw.cbslocal.com/2015/02/19/designer-drug-identified-as-cause-of-plano-teens-death/
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    Information made possible with:

    1. PsychonautWiki is a community-driven online encyclopedia that aims to document the field of psychonautics in a comprehensive, scientifically-grounded manner.
    2. Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
    3. PubChem National Center for Bio Informatics
    4. Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
    5. Wikipedia

    Additional APIs were used to construct this information. Thanks to ChemSpider, NCBI, PubChem etc.

    Data is constantly updated so please check back later to see if there is any more available information on this substance.