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Details

Stereochemistry ACHIRAL
Molecular Formula C10H14BrNO2
Molecular Weight 260.128
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2C-B

SMILES

COC1=CC(CCN)=C(OC)C=C1Br

InChI

InChIKey=YMHOBZXQZVXHBM-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C10H14BrNO2
Molecular Weight 260.128
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
27.0 nM [EC50]
PubMed

PubMed

TitleDatePubMed
WHO Expert Committee on Drug Dependence. Thirty-second report.
2001
Automated headspace solid-phase microextraction and in-matrix derivatization for the determination of amphetamine-related drugs in human urine by gas chromatography-mass spectrometry.
2002 Jan
In vivo metabolism of 4-bromo-2,5-dimethoxyphenethylamine (2C-B) in the rat: identification of urinary metabolites.
2002 Mar
4-Bromo-2,5-dimethoxyphenethylamine (2C-B): a review of the public domain literature.
2002 Oct-Dec
4-Bromo-2,5-dimethoxyphenethylamine (2C-B) and structurally related phenylethylamines are potent 5-HT2A receptor antagonists in Xenopus laevis oocytes.
2004 Apr
Simultaneous determination of amphetamine derivatives in human urine after SPE extraction and HPLC-UV analysis.
2004 Mar
Metabolism of the designer drug 4-bromo-2,5-dimethoxyphenethylamine (2C-B) in mice, after acute administration.
2004 Nov 25
A general screening and confirmation approach to the analysis of designer tryptamines and phenethylamines in blood and urine using GC-EI-MS and HPLC-electrospray-MS.
2004 Sep
Metabolic pathways of 4-bromo-2,5-dimethoxyphenethylamine (2C-B): analysis of phase I metabolism with hepatocytes of six species including human.
2005 Jan 5
A study of the metabolism of methamphetamine and 4-bromo-2,5-dimethoxyphenethylamine (2C-B) in isolated rat hepatocytes.
2005 Mar 10
Optimization of the separation and on-line sample concentration of phenethylamine designer drugs with capillary electrophoresis-fluorescence detection.
2006 Jan 6
Comparative potencies of 3,4-methylenedioxymethamphetamine (MDMA) analogues as inhibitors of [3H]noradrenaline and [3H]5-HT transport in mammalian cell lines.
2007 Dec
Studies on the toxicological detection of the designer drug 4-bromo-2,5-dimethoxy-beta-phenethylamine (2C-B) in rat urine using gas chromatography-mass spectrometry.
2007 Feb 1
Disposition of 4-bromo-2,5-dimethoxyphenethylamine (2C-B) and its metabolite 4-bromo-2-hydroxy-5-methoxyphenethylamine in rats after subcutaneous administration.
2008 Apr 21
Liquid chromatography-atmospheric pressure ionization electrospray mass spectrometry determination of "hallucinogenic designer drugs" in urine of consumers.
2008 Jun 9
Metabolism of designer drugs of abuse: an updated review.
2010 Jun 1
Cerebral vasculopathy after 4-bromo-2,5-dimethoxyphenethylamine ingestion.
2010 May
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:10:20 UTC 2023
Edited
by admin
on Fri Dec 15 19:10:20 UTC 2023
Record UNII
V77772N32H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2C-B
Common Name English
J456.895H
Code English
4-BROMO-2,5-DIMETHOXYBENZENEETHANAMINE
Systematic Name English
2,5-DIMETHOXY-4-BROMOPHENETHYLAMINE
Systematic Name English
2C-B [MI]
Common Name English
NEXUS
Brand Name English
BENZENEETHANAMINE, 4-BROMO-2,5-DIMETHOXY-
Systematic Name English
4-BROMO-2,5-DIMETHOXYPHENETHYLAMINE
Systematic Name English
.ALPHA.-DESMETHYL DOB
Common Name English
2-(4-BROMO-2,5-DIMETHOXYPHENYL)ETHYLAMINE
Systematic Name English
4-BROMO-2,5-DIMETHOXYPHENYLETHYLAMINE [MART.]
Common Name English
4-BROMO-2,5-DIMETHOXYPHENYLETHYLAMINE
Systematic Name English
Classification Tree Code System Code
DEA NO. 7392
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
WIKIPEDIA Designer-drugs-2C-B
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
WIKIPEDIA PiHKAL
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
Code System Code Type Description
FDA UNII
V77772N32H
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
DRUG BANK
DB01537
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
CAS
66142-81-2
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
WIKIPEDIA
2C-B
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
EPA CompTox
DTXSID10216332
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
SMS_ID
100000126036
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
EVMPD
SUB32985
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
PUBCHEM
98527
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
MERCK INDEX
m3180
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY Merck Index
CHEBI
189669
Created by admin on Fri Dec 15 19:10:20 UTC 2023 , Edited by admin on Fri Dec 15 19:10:20 UTC 2023
PRIMARY
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