ContaminantDB: Chloroxuron

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

Record Information

Version

1.0

Creation Date

2016-05-19 01:42:35 UTC

Update Date

2016-11-09 01:09:20 UTC

Accession Number

CHEM004365

Identification

Common Name

Chloroxuron

Class

Small Molecule

Description

A member of the class of phenylureas that is N,N-dimethylurea in which a hydrogen of the amino group is replaced by a 4-(4-chlorophenoxy)phenyl group. It is a phenylurea herbicide used for the control of annual grasses, mosses and broad-leaved weeds. Common crop plants for which the herbicicide is useful are soy beans, onions, strawberries, and celery.

Contaminant Sources

Clean Air Act Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
3-[p-(p-Chlorophenoxy)phenyl]-1,1-dimethylurea	ChEBI
C 1983	ChEBI
C-1983	ChEBI
Chloroxifenidim	ChEBI
Ciba 1983	ChEBI
Gesamoos	ChEBI
N'-[4-(4-chlorophenoxy)phenyl]-N,N-dimethylurea	ChEBI
Norex	ChEBI
Tenoran	ChEBI
Chloroxuron	MeSH

Chemical Formula

C₁₅H₁₅ClN₂O₂

Average Molecular Mass

290.750 g/mol

Monoisotopic Mass

290.082 g/mol

CAS Registry Number

1982-47-4

IUPAC Name

1-[4-(4-chlorophenoxy)phenyl]-3,3-dimethylurea

Traditional Name

chloroxuron

SMILES

CN(C)C(=O)NC1=CC=C(OC2=CC=C(Cl)C=C2)C=C1

InChI Identifier

InChI=1S/C15H15ClN2O2/c1-18(2)15(19)17-12-5-9-14(10-6-12)20-13-7-3-11(16)4-8-13/h3-10H,1-2H3,(H,17,19)

InChI Key

IVUXTESCPZUGJC-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
N-phenylurea
Phenoxy compound
Phenol ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Urea
Carbonic acid derivative
Ether
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	0.026 g/L	ALOGPS
logP	3.4	ALOGPS
logP	3.43	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.95	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.57 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.44 m³·mol⁻¹	ChemAxon
Polarizability	29.92 Å³	ChemAxon
Number of Rings	2	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xu-7490000000-3be6d04d1539d9f95026	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, Positive	splash10-0006-0390000000-6903e48a6576f52013d3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0490000000-d08d664a944d2d461110	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0090000000-6c546a48ce61bfd2aba5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-03dj-0930000000-8888851d5c17bca77c85	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 80V, Positive	splash10-00di-9100000000-bf6d8c29272e338bbd43	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0190000000-6cd17acd0efe517d7529	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-01t9-0900000000-3c81a2987dd4b1362fd5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-00di-9000000000-2e340bf057bf9f1c6d3f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-00di-9000000000-776e3e891268b26ab046	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00di-9000000000-7062694fa8294cd43b92	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0006-1090000000-ea1d8f3431fa87992229	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-9030000000-b3c8a764c25710841d85	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-01t9-0900000000-24187f66bd02767e7005	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-00e9-1900000000-cadecb0de5f1e55b8073	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-000i-0090000000-d869081fc590b9e22200	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-000l-0290000000-6c93230d4acf804ade79	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0089-0900000000-49bc527cd2f0b87c2b35	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-01zc-0930000000-a159577675fb12d675ba	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-00e9-1900000000-0545b25e52dc8d7bc673	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0090000000-c0e82caf038311e8025d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0005-4090000000-5ad9402a9a96e220ce1c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ot-7950000000-befcd0a63ca257382ae0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-6ecf142b67e61b25740d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000f-0090000000-ab92f7a64d860de4ea13	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-016u-4890000000-01f779164e81a179d449	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)

Not Available

Uses/Sources

Not Available

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

HMDB0250129

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

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16628565

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=4074937

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=5736463

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=7518

Chloroxuron (CHEM004365)

Structure for CHEM004365: Chloroxuron