Psychedelic Research Chemicals or RC Chems are new synthetic substances which are structurally similar to the original drug, while being functional analogs. Data on their effects limited due as they’re fairly new and do not have a lot of human consumption history.
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:
- 1026511-90-9[RN]
- 2-(4-Brom-2,5-dimet
hoxyphenyl)-N-(2-me [German][ACD/IUPAC Name]thoxybenzyl)ethanam in
- 2-(4-Bromo-2,5-dime
thoxyphenyl)-N-(2-m [ACD/IUPAC Name]ethoxybenzyl)ethana mine
- 2-(4-Bromo-2,5-dimé
thoxyphényl)-N-(2-m [French][ACD/IUPAC Name]éthoxybenzyl)éthana mine
- 25B-NBOMe[Wiki]
- 4-BROMO-2,5-DIMETHO
XY-N-(2-METHOXYBENZ YL)PHENETHYLAMINE
- Benzeneethanamine,
4-bromo-2,5-dimetho [ACD/Index Name]xy-N-[(2-methoxyphe nyl)methyl]-
- Cimbi-36
- S6NAA81PHK
- 2-(4-bromo-2,5-dime
thoxy-phenyl)ethyl- (2-methoxybenzyl)am ine
- 2-(4-bromo-2,5-dime
thoxyphenyl)-N-[(2- methoxyphenyl)methy l]ethanamine
- 2-(4-bromo-2,5-dime
thoxy-phenyl)-N-[(2 -methoxyphenyl)meth yl]ethanamine
- 25B
- 25Br-NBOMe
- 2C-B-NBOMe
- 4-Bromo-2,5-dimetho
xy-N-[(2-methoxyphe nyl)methyl]benzenee thanamine
- 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 Name | 25B-NBOMe |
Systematic name | 25B-NBOMe |
Formula | C_{18}H_{22}BrNO_{3} |
SMILES | COc1ccccc1CNCCc2cc(c(cc2OC)Br)OC |
Std. InChi | InChI=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. InChiKey | SUXGNJVVBGJEFB-UHFFFAOYSA-N |
Avg. Mass | 380.2762 Da |
Molecular Weight | 380.2762 |
Monoisotopic Mass | 379.078308 Da |
Nominal Mass | 379 |
ChemSpider ID | 8152636 |
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Dose Chart
Sublingual | |
---|---|
Threshold | 100ug |
Light | 100-300ug |
Common | 350-500ug |
Strong | 500-700ug+ |
Insufflated | |
---|---|
Threshold | 50ug |
Light | 50-200ug |
Common | 200-350ug |
Strong | 350-500+ |
Duration Chart
Sublingual | |
---|---|
Onset | 20-40 minutes |
Duration | 8-12 hours |
After-effects | 2-6 hours |
Legal Status
Sources
References
- Other or Unknown NBOMe Compound Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/nbome/nbome_death.shtml
- Ralf Heim (February 28, 2010). "Synthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur. Entwicklung eines neuen Struktur-Wirkungskonzepts." (in German). diss.fu-berlin.de. Retrieved 2013-05-10.
- 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
- Bromo-Dragonfly Dosage by Erowid | https://erowid.org/chemicals/bromo_dragonfly/bromo_dragonfly_dose.shtml
- Synthesis and pharmacology of potent 5-HT 2A receptor agonists with N-2-methoxybenzyl partial structure | http://www.diss.fu-berlin.de/diss/receive/FUDISS_thesis_000000001221
- Theoretical study of the interaction of agonists with the 5-HT2A receptor | http://epub.uni-regensburg.de/12119/
- Theoretical studies on the interaction of partial agonists with the 5-HT2A receptor | http://link.springer.com/article/10.1007/s10822-010-9400-2
- Synthesis and Structure–Activity Relationships of N-Benzyl Phenethylamines as 5-HT2A/2C Agonists | http://pubs.acs.org/doi/abs/10.1021/cn400216u
- 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/
- http://www.erowid.org/chemicals/nbome/nbome_death.shtml
- Preclinical Safety Assessment of the 5-HT2A Receptor Agonist PET Radioligand [11C]Cimbi-36 | https://bitnest.netfirms.com/external.php?id=%7DbxUgX%5DCY%04%05wzx%19%05VYL%02RI%7E%60d
- https://erowid.org/chemicals/2ci_nbome/2ci_nbome_death.shtml
- https://erowid.org/chemicals/2cc_nbome/2cc_nbome_death.shtml
- https://erowid.org/chemicals/nbome/nbome_death.shtml
- https://onlinelibrary.wiley.com/doi/full/10.1002/dta.2751
- https://www.sciencedirect.com/science/article/abs/pii/S0033318218304882
- https://www.sciencedirect.com/science/article/abs/pii/S0378427418317533
- https://www.ris.bka.gv.at/Dokumente/BgblAuth/BGBLA_2019_II_167/BGBLA_2019_II_167.pdfsig
- http://portal.anvisa.gov.br/documents/10181/3115436/(1)RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7
- Controlled Drugs and Substances Act (S.C. 1996, c. 19) |http://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-12.html#h-28
- 关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | http://www.sfda.gov.cn/WS01/CL0056/130753.html
- "Achtundzwanzigste Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 11, 2019.
- "Anlage I BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 11, 2019.
- "§ 29 BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 11, 2019.
- Tabella 1 Stupefacenti dello Stato Italiano |http://www.salute.gov.it/imgs/C_17_pagineAree_3729_listaFile_itemName_0_file.pdf
- Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem (2,5-Dimetoksifeniletānamīni) | http://likumi.lv/doc.php?id=121086
- http://www.legislation.govt.nz/act/public/1975/0116/latest/whole.html#DLM436576
- Läkemedelsverkets författningssamling - http://www.lakemedelsverket.se/upload/lvfs/LVFS_2013-15.pdf
- United Kingdom. (2014). Misuse of Drugs Act 1971 (S.I. 2014/1106). London: The Stationery Office Limited. Retrieved July 5, 2017, from http://www.legislation.gov.uk/uksi/2014/1106/made
- http://www.justice.gov/dea/divisions/hq/2013/hq111513.shtml
Resources
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1717 CheMall OR163647
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Ark Pharm, Inc. AK516339
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Aurora Fine Chemicals K13.727.681
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BOC Sciences 1026511-90-9
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ChEMBL CHEMBL3590188
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ChemIDplus 1026511909
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FDA UNII - NLM S6NAA81PHK
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iChemical EBD3233106
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LabNetwork LN01278672
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MuseChem R040463
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PubChem 9977044
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SORD SST0025452
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Springer Nature 25B-NBOMe and its precursor 2C-B: modern trends and hidden dangers
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Springer Nature A case of fatal intoxication due to the new designer drug 25B-NBOMe
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Thomson Pharma 00556779
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VulcanChem VC233625
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Wikidata Q4632126
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Wikipedia 25B-NBOMe
Information made possible with:
- PsychonautWiki is a community-driven online encyclopedia that aims to document the field of psychonautics in a comprehensive, scientifically-grounded manner.
- Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
- PubChem National Center for Bio Informatics
- Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
- 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.