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2,5-Dimethoxy-4-bromoamphetamine

HCID 62065
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
32156-26-6
Standard SMILES
COc1cc(CC(C)N)c(OC)cc1Br
InChIKey
FXMWUTGUCAKGQL-UHFFFAOYSA-N
Molecular formula
C11H16BrNO2
Average molar mass
274.15 g/mol
Monoisotopic mass
273.03644

Overview

4-bromo-2,5-dimethoxy-amphetamine is a DEA Schedule I controlled substance. Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse. It is a Hallucinogenic substances substance.

Names & identifiers

Preferred name
2,5-Dimethoxy-4-bromoamphetamine
IUPAC
1-(4-bromo-2,5-dimethoxyphenyl)propan-2-amine
English name
Brolamfetamine
Molecular formula
C11H16BrNO2
Molecular weight
274.15

Names & synonyms

2,5-Dimethoxy-4-bromoamphetamineDOB-44-Bromo-2,5-dimethoxyphenylisopropylamine32156-26-61-(2,5-Dimethoxyphenyl-4-bromo)-2-aminopropane4-DOB4-Bromo-2,5-dimethoxy-alpha-methylbenzeneethanamine2,5-Dimethoxy-(4-bromo)phenylisopropylamine1-(4-Bromo-2,5-dimethoxyphenyl)-2-aminopropaneRefChem:444455Brolamfetamine64638-07-9
Show more names
4-Bromo-dmaBrolamfetaminumDOB hydrochlorideBrolamfetamine USP/EP/BPBenzeneethanamine, 4-bromo-2,5-dimethoxy-α-methyl-
4-Bromo-2,5-dimethoxyamphetamine1-(4-bromo-2,5-dimethoxyphenyl)propan-2-amineBrolanfetaminaBrolamfetamine [INN]bromoamphetaminedl-2,5-Dimethoxy-4-bromoamphetamineDOBBROMO-DMA

Database identifiers

CAS
32156-26-6、64638-07-9
PubChem CID
62065
DTXSID
DTXSID5050428

Properties

Computed structural properties

XLogP
2.6
Topological polar surface area
44.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
15
Formal charge
0
Complexity
191

Experimental & physicochemical properties

Drugs · 3 items

DEA NFLIS-Drug Category -> Phenethylamines (D Series) (H)

DEA Schedule I Controlled Substance -> Hallucinogenic substances

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Physicochemical properties

Melting point
67 · 67-70°C
Boiling point
340.8 · 340.8±37.0 °C(Predicted)
Density
1.324 · 1.324±0.06 g/cm3(Predicted)
storage temp.
Store at RT
solubility
soluble in Chloroform, Methanol
form
Solid
pka
9.41 · 9.41±0.10(Predicted)
color
Off-White
FDA UNII
67 WJC4Y2QY · 67WJC4Y2QY
RIDADR
2811 · 2811
HazardClass
6.1 · 6.1(a)
PackingGroup
I

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Regulatory InformationDEA schedule I controlled substance

Safety data

ridadr
2811
hazard_class
6.1(a)
packing_group
I
DEA Controlled Substances
CSCN: 7391CSA SCH: Schedule INARC: No

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations, and other alterations of mood and thinking. Despite the name, the feature that distinguishes these agents from other classes of drugs is their capacity to induce states of altered perception, thought, and feeling that are not experienced otherwise.

Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.

Applications

Uses2,5-Dimethoxy-4-bromoamphetamine (DOB) is one of the potent hallucinogenic phenylalkylamines with neurotoxic properties.

Suppliers1 total

ReseaChem GmbH—

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
ChEMBL
CHEMBL6607
UNII
67WJC4Y2QY
Nikkaji
J275.083J
DEA Controlled Substances
7391 CSA · CSCN: 7391CSA SCH: Schedule INARC: No