ContaminantDB: Flusilazole

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (20)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:51 UTC

Update Date

2026-04-06 04:03:56 UTC

Accession Number

CHEM002811

Identification

Common Name

Flusilazole

Class

Small Molecule

Description

Flusilazole (DPX-H6573) is an organosilicon fungicide invented by DuPont, which is used to control fungal infections on a variety of fruit and vegetable crops. It is moderately toxic to animals and has been shown to produce birth defects and embryotoxicity at high doses.

Contaminant Sources

FooDB Chemicals
HPV EPA Chemicals
My Exposome Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Food Toxin
Fungicide
Metabolite
Organic Compound
Organofluoride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-[[Bis(4-fluorophenyl)methylsilyl]methyl]-1H-1,2,4-triazole	ChEBI
Bis(4-fluorophenyl)(methyl)(1H-1,2,4-triazol-1-ylmethyl)silane	ChEBI
Di(4-fluorophenyl)(1,2,4-triazole-2-ylmethyl)methylsilane	ChEBI
DPX-H 6573	ChEBI
Flusilazol	ChEBI
Nustar	ChEBI
1-[[Bis(4-fluorophenyl)methylsilyl]methyl]-1H-1,2,4-triazole, 9ci	HMDB
Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-ylmethyl)silane	HMDB
DPD 78710F	HMDB
DPX-N6573	HMDB
Fluzilazol	HMDB
Olymp	HMDB
PPX-H6573	HMDB
Punch	HMDB
Punch (pesticide)	HMDB
Punch 40Ec	HMDB
Sanction	HMDB
DPX-H6573	MeSH

Chemical Formula

C₁₆H₁₅F₂N₃Si

Average Molecular Mass

315.393 g/mol

Monoisotopic Mass

315.100 g/mol

CAS Registry Number

85509-19-9

IUPAC Name

1-{[bis(4-fluorophenyl)(methyl)silyl]methyl}-1H-1,2,4-triazole

Traditional Name

flusilazole

SMILES

C[Si](CN1C=NC=N1)(C1=CC=C(F)C=C1)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C16H15F2N3Si/c1-22(12-21-11-19-10-20-21,15-6-2-13(17)3-7-15)16-8-4-14(18)5-9-16/h2-11H,12H2,1H3

InChI Key

FQKUGOMFVDPBIZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as fluorobenzenes. Fluorobenzenes are compounds containing one or more fluorine atoms attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Fluorobenzenes

Alternative Parents

Substituents

Fluorobenzene
Alkylarylsilane
Aryl fluoride
Aryl halide
Azole
Heteroaromatic compound
1,2,4-triazole
Azacycle
Organic metalloid salt
Organoheterocyclic compound
Alkylsilane
Organic nitrogen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organosilicon compound
Organic salt
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monofluorobenzenes (CHEBI:81922 )
triazoles (CHEBI:81922 )
organosilicon compound (CHEBI:81922 )
triazole fungicide (CHEBI:81922 )
conazole fungicide (CHEBI:81922 )
Conazole fungicides (C18733 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

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

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	48°C
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0043 g/L	ALOGPS
logP	3.55	ALOGPS
logP	4.68	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	2.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.71 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.79 m³·mol⁻¹	ChemAxon
Polarizability	29.4 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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	splash10-001i-6391000000-58c1e40b04652354bd03	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-0490000000-39d80056f5db16499038	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0009000000-6135bc6e7ced4303f456	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0529000000-df5063029854eddf396d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0910000000-f2274dc3b6feafc0a19e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-1910000000-649605add9fd017a67e4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-2910000000-998d977eff70b1cf5daa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-2900000000-103686e32036e4f84a18	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0009000000-2bcfbd100d5e2c03175c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0529000000-3bbbaf24136b844bab3b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0920000000-5b2e4b165d17b68e5208	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-1910000000-06f090edc3dc944e0275	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-1900000000-3c34df4678b578a8514e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-2900000000-1ceecf7fd640b437d233	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-0490000000-5bdaad1984c34ceca424	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-0910000000-edfedfade39c4a6cbf06	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014i-1900000000-9b251412d01db4c3c840	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-0490000000-23eee096c8ba17c6a267	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-0490000000-6b565d465a1fac37a227	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-014i-1609000000-da4e6e3286e88abb3117	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0009000000-e6fa033b873ebff0824b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03gi-4191000000-b3b103d45f4b84758649	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-3090000000-e054a41213455b411a9b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-4039000000-b86387acedc82eb51f52	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03e9-9017000000-175911b2630f2304a3e0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f7k-9030000000-91507d1d26eb92fcd9e9	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

Flusilazole has a dose-related inhibition of serum testosterone and estradiol concentrations in rats. This inhibition of testosterone and estradiol biosynthesis may disrupt the hypothalamus–pituitary–testis axis, resulting in overstimulation of the testicular endocrine tissues and increase the risk of Leydig-cell tumours.

Metabolism

Not Available

Toxicity Values

LD50 (rat, oral) =1110 mg/kg (m) LD50 (rat, dermal) >2000 mg/kg

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

Flusilazole can cause testicular Leydig-cell tumours and bladder tumours in rats and hepatocellular tumours in mouse. An increased gestation length and increased placental weight have been found in the reproductive toxicity studies.

Symptoms

Symptoms include weight loss, weakness, lethargy, alopecia and diarrhoea. At higher dose, prostration, salivation, laboured breathing, convulsions, and loss of righting reflex would be expected. Flusilazole can also cause mild erythema at the site of application.

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0039815

FooDB ID

FDB019466

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

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=17187383
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21238576
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21290102
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22382673
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23657738
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25149233
7.
8.
9.
10.
11.
12. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Flusilazole (CHEM002811)

Structure for CHEM002811: Flusilazole