ContaminantDB: Fenarimol

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (23)XML

Record Information

Version

1.0

Creation Date

2014-08-29 06:51:43 UTC

Update Date

2026-03-25 19:26:23 UTC

Accession Number

CHEM003465

Identification

Common Name

Fenarimol

Class

Small Molecule

Description

Fenarimol, sold under the tradenames Bloc, Rimidin and Rubigan, is a fungicide which acts against rusts, blackspot and mildew fungi. It is used on ornamental plants, trees, lawns, tomatoes, peppers, eggplants, cucumbers and melons. It is mainly used to control powdery mildew. It works by inhibiting the fungus's biosynthesis of important steroid molecules.

Contaminant Sources

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

Contaminant Type

Fungicide
Metabolite
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Rubigan-4	HMDB
alpha-(2-Chlorophenyl)-alpha-(4-chlorophenyl)-5-pyrimidinemethanol	HMDB
Rubigan 12 RC	HMDB
Fenarimol	HMDB

Chemical Formula

C₁₇H₁₂Cl₂N₂O

Average Molecular Mass

331.196 g/mol

Monoisotopic Mass

330.033 g/mol

CAS Registry Number

60168-88-9

IUPAC Name

(2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol

Traditional Name

BLOC

SMILES

OC(C1=CC=C(Cl)C=C1)(C1=CN=CN=C1)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C17H12Cl2N2O/c18-14-7-5-12(6-8-14)17(22,13-9-20-11-21-10-13)15-3-1-2-4-16(15)19/h1-11,22H

InChI Key

NHOWDZOIZKMVAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Pyrimidine
Heteroaromatic compound
Tertiary alcohol
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary alcohol (CHEBI:83686 )
pyrimidines (CHEBI:83686 )
monochlorobenzenes (CHEBI:83686 )
Pyrimidine fungicides (C11226 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cell junction
Endoplasmic reticulum
Lysosome
Membrane
Microsome
Mitochondrion
Nucleolus
Plasma Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Abc transporters	Not Available	map02010
Steroid Biosynthesis	SMP00023	map00100

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	117 - 119 °C
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0063 g/L	ALOGPS
logP	3.13	ALOGPS
logP	3.92	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.13	ChemAxon
pKa (Strongest Basic)	1.04	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.01 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.59 m³·mol⁻¹	ChemAxon
Polarizability	32.33 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	splash10-05n0-8961000000-075004d353317fe01459	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-02fx-7097000000-54327afd3e0035057093	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-001i-1359000000-b45d627c3a8b83c86352	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-001i-0009000000-fdf463f6b9258f8dc809	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00si-4590000000-254845f9cabdc076aac5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0019-7790000000-ba62ba84b15055233613	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-014i-1092000000-9d3f2ad46da11f078977	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-004i-0049000000-b8e60893e9ad53dbad79	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0019-5940000000-6a7b958910b2d1b4b639	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0019-6930000000-a84cd154f84e3c408aad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-004i-9300000000-b7316eba9b1bba8dd21a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-01di-4970000000-6835c49d2e8b7fb009cb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-001r-7790000000-ee26f6c725f61024dee7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0019-5940000000-fc26dfdbb08e3b17f91d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00si-4590000000-0008fdefc345dd2b5b4f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0019-6930000000-daa2aa85961c6a4407e0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-01di-4970000000-d50854ddf4a23fb366c4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-00fr-8930000000-158c2b4dd0cf2e773912	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-0059000000-e16b8557415e91c4d761	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-0179000000-d173b174711110be6e3d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-1590000000-b860e5d396c463966a3a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0019000000-59be4acc257da6550208	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-2439000000-094c180523b4bfe77279	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-4953000000-69bcd9deed0b45d98ca2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0009000000-a00b9dc36a861aef3383	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0029000000-d5cd577a76b60aba2cfa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01s9-5910000000-fb95ddfec01bb715404c	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0ktr-3930000000-e1ca6756e783ae9bdd9c	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Fenarimol is an antiandrogen. It has effects on the reproductive organs and prostate gene expression levels. Studies suggested that the adverse effects of Fenarimol in males are mediated at least partialy via antagonism or androgen receptor.

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

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

HMDB0040599

FooDB ID

FDB020386

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. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Fenarimol (CHEM003465)

Structure for CHEM003465: Fenarimol