ContaminantDB: Clofentezine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (15)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:50 UTC

Update Date

2016-11-09 01:08:58 UTC

Accession Number

CHEM002772

Identification

Common Name

Clofentezine

Class

Small Molecule

Description

Clofentezine is an acaricide used for the residual control of mites. It acts primarily as an ovicide, with some activity on early motile stages. Used on a wide range of crops – apples, pears, stone fruit, nuts, ornamentals, almonds etc. The main toxicological effects seen in studies in rats and dogs were hepatotoxicity and changes to the thyroid, including follicular hyperplasia. Clofentezine does not pose a high toxicity risk to humans.

Contaminant Sources

HPV EPA Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Acaricide
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,6-Bis(O-chlorophenyl)-1,2,4,5-tetrazine	ChEBI
Apollo	ChEBI
Bisclofentazin	ChEBI
Bisclofentazine	ChEBI
3,6-Bis(2-chlorophenyl)-1,2,4,5-tetrazine	MeSH
Bisclofentezin	MeSH

Chemical Formula

C₁₄H₈Cl₂N₄

Average Molecular Mass

303.146 g/mol

Monoisotopic Mass

302.013 g/mol

CAS Registry Number

74115-24-5

IUPAC Name

bis(2-chlorophenyl)-1,2,4,5-tetrazine

Traditional Name

clofentezine

SMILES

ClC1=CC=CC=C1C1=NN=C(N=N1)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C14H8Cl2N4/c15-11-7-3-1-5-9(11)13-17-19-14(20-18-13)10-6-2-4-8-12(10)16/h1-8H

InChI Key

UXADOQPNKNTIHB-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Chlorobenzenes

Alternative Parents

Substituents

Chlorobenzene
Tetrazine
Aryl halide
Aryl chloride
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monochlorobenzenes (CHEBI:39315 )
ring assembly (CHEBI:39315 )
organochlorine acaricide (CHEBI:39315 )
Pesticides (C18576 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Biological Roles

mite growth regulator

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	0.026 g/L	ALOGPS
logP	3.4	ALOGPS
logP	4.15	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	51.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	103.86 m³·mol⁻¹	ChemAxon
Polarizability	29.02 Å³	ChemAxon
Number of Rings	3	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	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0009000000-d220243ff8b5138ff824	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0009000000-fcadec4c8a6f9a65a53c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-2029000000-2685aaac0dd41b2dc351	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-c5e3262bb5e4d5d156ba	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0009000000-b515553871be1b93cf5e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0159000000-29ce81bd30d833922e4f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0019000000-1d055bbed57f3855c654	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0009000000-81653b4efc705ac4d11f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0195000000-4107a63322ff2f2f8391	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-bf3df37cdb42b506ae32	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0009000000-bf3df37cdb42b506ae32	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0029000000-11cad6c233fe93118e97	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Oral (rat) > 5200 mg/kg Dermal (rat) > 2100 mg/kg Inhalation (rat) > 0.89 (mg/l)

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

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

No adverse health effects attributable to clofentezine were detecte during medical surveillance between 1985 and 2004 in workers at a plant manufacturing clofentezine. The medical examination included an extensive physical examination (including height, body weight, skin, ear, nose and throat, and respiratory, nervous, alimentary, reticulo-endothelial and cardiovascular systems, and locomotion) and specific tests for blood pressure and vision. The examination also included tests for hearing, lung function, urine analysis and blood tests when these were considered appropriate. (Makhteshim Agan Industries Ltd, 2004). However, there is an increase of incidences of thyroid adenomas, adenocarcinomas, thyroid hyperplasia, agglomeration of colloid and thyroid hormones in rats receiving prolonged treatment of high dose of clofentezine.

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

39315

PubChem Compound ID

73670

Kegg Compound ID

C18576

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Clofentezine (CHEM002772)

Structure for CHEM002772: Clofentezine