ContaminantDB: P-Bromophenylacetylurea

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

Record Information

Version

1.0

Creation Date

2014-09-08 02:39:19 UTC

Update Date

2026-04-05 16:05:54 UTC

Accession Number

CHEM003600

Identification

Common Name

P-Bromophenylacetylurea

Class

Small Molecule

Description

P-Bromophenylacetylurea is an electrophilic neurotoxicants which can cause significant morphological and functional damage to nerve cells in the CNS and PNS. Presumably cell toxicity occurs when adduct formation disrupts the structure and/or function of macromolecules. Protein adduction has been considered as a possible mechanism of neurotoxic action for the organophosphate insecticides, carbon disulfide, and the hexacarbon solvents.

Contaminant Sources

T3DB toxins

Contaminant Type

Bromide Compound
Human Neurotoxin
Industrial/Workplace Toxin
Insecticide
Organic Compound
Organobromide
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
P-Bromophenylacetylurea	MeSH
4-Bromophenylacetylurea	MeSH

Chemical Formula

C₉H₉BrN₂O₂

Average Molecular Mass

257.084 g/mol

Monoisotopic Mass

255.985 g/mol

CAS Registry Number

Not Available

IUPAC Name

Not Available

Traditional Name

2-(4-bromophenyl)-1-(C-hydroxycarbonimidoylimino)ethanol

SMILES

OC(=N)N=C(O)CC1=CC=C(Br)C=C1

InChI Identifier

InChI=1S/C9H9BrN2O2/c10-7-3-1-6(2-4-7)5-8(13)12-9(11)14/h1-4H,5H2,(H3,11,12,13,14)

InChI Key

ICQRYPIUHBIXIF-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
Bromobenzene
Halobenzene
Ureide
N-acyl urea
Aryl bromide
Aryl halide
Dicarboximide
Urea
Carbonic acid derivative
Carboxylic acid derivative
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organobromide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular
Mitochondrion
Nerve Fiber
Synaptic Vesicle

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Metabolic Pathways	Not Available	Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	0.039 g/L	ALOGPS
logP	1.28	ALOGPS
logP	2	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	2.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	76.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.51 m³·mol⁻¹	ChemAxon
Polarizability	21.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0bt9-1190000000-ad387d48027d016f95c5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ot-2970000000-4ca5e2fede9ede8af200	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006y-9810000000-d123c99ae0cf2ba6eefe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01ox-6190000000-665fdf0c40e882a22f50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dl-6490000000-362682489cc3b36e272b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-f92764f4a108bba095fe	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

This is a man-made compound that is used as a pesticide.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

P-Bromophenylacetylurea (CHEM003600)

Structure for CHEM003600: P-Bromophenylacetylurea