ContaminantDB: Benzbromarone

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:37:41 UTC

Update Date

2016-11-09 01:15:26 UTC

Accession Number

CHEM016582

Identification

Common Name

Benzbromarone

Class

Small Molecule

Description

1-Benzofuran substituted at C-2 and C-3 by an ethyl group and a 3,5-dibromo-4-hydroxybenzoyl group respectively. An inhibitor of CYP2C9, it is used as an anti-gout medication.

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Ethyl-3-(3,5-dibrom-4-hydroxybenzoyl)benzofuran	ChEBI
3,5-Dibromo-4-hydroxyphenyl-2-ethyl-3-benzofuranyl ketone	ChEBI
Uroleap	ChEBI
(3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone	HMDB
3, 5-Dibromo-4-hydroxyphenyl-2-ethyl-3-benzofuranyl ketone	HMDB
Benzbromaron	HMDB
Benzbromarone(usan)	HMDB
Desuric	HMDB
Exurate	HMDB
Hipurik	HMDB
Ketone, 3,5-dibromo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl	HMDB
L 2214-Labaz	HMDB
Minuric	HMDB
Normurat	HMDB
Uricovac	HMDB
Urinorm	HMDB
AL, benzbromaron	HMDB
Aliud brand OF benzbromarone	HMDB
Benzbromaron al	HMDB
Besuric	HMDB
Sanfer brand OF benzbromarone	HMDB
Ratiopharm brand OF benzbromarone	HMDB
Acifugan	HMDB
Benzbromaronratiopharm	HMDB
Heumann brand OF benzbromarone	HMDB
Benzbromaron ratiopharm	HMDB
Benzbromarone aliud brand	HMDB
Benzbromarone heumann brand	HMDB
Benzbromarone sanfer brand	HMDB
Benzbromarone ratiopharm brand	HMDB
Narcaricin	HMDB
Sanofi winthrop brand OF benzbromarone	HMDB
Benzbromaron-ratiopharm	HMDB

Chemical Formula

C₁₇H₁₂Br₂O₃

Average Molecular Mass

424.083 g/mol

Monoisotopic Mass

421.915 g/mol

CAS Registry Number

3562-84-3

IUPAC Name

2,6-dibromo-4-(2-ethyl-1-benzofuran-3-carbonyl)phenol

Traditional Name

benzbromarone

SMILES

CCC1=C(C(=O)C2=CC(Br)=C(O)C(Br)=C2)C2=CC=CC=C2O1

InChI Identifier

InChI=1S/C17H12Br2O3/c1-2-13-15(10-5-3-4-6-14(10)22-13)16(20)9-7-11(18)17(21)12(19)8-9/h3-8,21H,2H2,1H3

InChI Key

WHQCHUCQKNIQEC-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-phenylketones

Alternative Parents

Substituents

Aryl-phenylketone
Benzofuran
3-aroylfuran
Benzoyl
2-bromophenol
2-halophenol
Phenol
Bromobenzene
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organobromide
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:3023 )
aromatic ketone (CHEBI:3023 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	5.52	ALOGPS
logP	5.55	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	5.11	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.37 m³·mol⁻¹	ChemAxon
Polarizability	35.65 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05i1-4832900000-7ab986576555401c2682	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-9503700000-00cd0af3f4c2c3b65960	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00di-0000900000-94d07af34f38fb48d939	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0120900000-fc249a1eb88559bbcbb1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00b9-0591400000-e59e173f15483ef2be8f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004j-1290000000-c6ab434e069c23434652	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000900000-65ce336d84ac3bc1b6cf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0332900000-1e5e89c78006263a0948	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0005-2931000000-017d942ea5bfdf5d7a10	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000900000-dacd5da7c3b80a31dd02	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-4000900000-8beeba5ecf13d3cdd46c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-abb69a363cc923ebb9e1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000900000-2199f895a98ec54296c3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00fr-0180900000-6045f757598f9ed9a40f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004l-1590000000-09a3248599d038d0c11b	Spectrum