ContaminantDB: Thidiazuron

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (11)XML

Record Information

Version

1.0

Creation Date

2014-08-29 06:51:46 UTC

Update Date

2026-03-31 18:09:58 UTC

Accession Number

CHEM003501

Identification

Common Name

Thidiazuron

Class

Small Molecule

Description

Thidiazuron is an herbicide and defoliant plant growth regulator used particularly in cotton crops. It is absorbed by leaves.

Contaminant Sources

STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amine
Herbicide
Organic Compound
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Phenyl-3-(1,2,3-thiadiazol-5-yl)urea	MeSH
DROPP	MeSH

Chemical Formula

C₉H₈N₄OS

Average Molecular Mass

220.251 g/mol

Monoisotopic Mass

220.042 g/mol

CAS Registry Number

51707-55-2

IUPAC Name

N'-phenyl-N-(1,2,3-thiadiazol-5-yl)carbamimidic acid

Traditional Name

N'-phenyl-N-(1,2,3-thiadiazol-5-yl)carbamimidic acid

SMILES

OC(NC1=CN=NS1)=NC1=CC=CC=C1

InChI Identifier

InChI=1S/C9H8N4OS/c14-9(12-8-6-10-13-15-8)11-7-4-2-1-3-5-7/h1-6H,(H2,11,12,14)

InChI Key

HFCYZXMHUIHAQI-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

N-phenylureas

Direct Parent

N-phenylureas

Alternative Parents

Substituents

N-phenylurea
Azole
Thiadiazole
Heteroaromatic compound
Carbonic acid derivative
Urea
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

ureas (CHEBI:81977 )
Phenylurea herbicides (C18812 )
a small molecule (THIDIAZURON )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular
Tubulin

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Carbon Metabolism	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	0.21 g/L	ALOGPS
logP	1.28	ALOGPS
logP	2.5	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.32	ChemAxon
pKa (Strongest Basic)	4.82	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.4 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.27 m³·mol⁻¹	ChemAxon
Polarizability	21.27 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fkc-7960000000-f30d0ea85e4eb18ff693	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f6x-9510000000-5306579d8ff7fab7ae40	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00ou-9100000000-c78604fd33efcdb8377c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00r6-9830000000-517c3b2d361f98f9e49e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-5900000000-35cf165d6ef594c39abd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-164fb84951f705ce74ab	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Dermal; inhalation. (1)

Mechanism of Toxicity

The US EPA has found no information indicating thidiazuron shares a common mechanism of toxicity with other substances. (1)

Metabolism

Not Available

Toxicity Values

LD50 > 2 g/kg (1).

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

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

Uses/Sources

Thidiazuron has been registered for use as a pre-harvest cotton defoliant or growth regulator. It removes green leaves and immature fruiting structures, which contribute to cotton staining. (1)

Minimum Risk Level

Not Available

Health Effects

Relatively few incidents of illness have been reported due to thidiazuron. Since 1992, OPP IDS has only reported 5 incidents as a result of thidiazuron exposure, which all show similar symptoms such as skin rash, nausea, and weakness. However, no medical treatment was required. (1)

Symptoms

Minor skin rash, nausea, and weakness (1).

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

Thidiazuron

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

40087

Kegg Compound ID

C18812

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Thidiazuron (CHEM003501)

Structure for CHEM003501: Thidiazuron