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Details

Stereochemistry RACEMIC
Molecular Formula C17H12Cl2N2O
Molecular Weight 331.196
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENARIMOL

SMILES

OC(C1=CC=C(Cl)C=C1)(C2=CN=CN=C2)C3=CC=CC=C3Cl

InChI

InChIKey=NHOWDZOIZKMVAI-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C17H12Cl2N2O
Molecular Weight 331.196
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Maternal exposure to fenarimol promotes reproductive performance in mouse offspring.
2011-09-10
Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays.
2011-02-27
Reducing the impact of pesticides on biological control in Australian vineyards: pesticide mortality and fecundity effects on an indicator species, the predatory mite Euseius victoriensis (Acari: Phytoseiidae).
2010-12
Synergism between demethylation inhibitor fungicides or gibberellin inhibitor plant growth regulators and bifenthrin in a pyrethroid-resistant population of Listronotus maculicollis (Coleoptera: Curculionidae).
2010-10
Anti-androgenic activities of environmental pesticides in the MDA-kb2 reporter cell line.
2010-10
Evaluation of computational docking to identify pregnane X receptor agonists in the ToxCast database.
2010-10
Sensitivities to DMI fungicides in populations of Podosphaera fusca in south central Spain.
2010-07
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.
2010-03-15
Chemical fate and biological effects of several endocrine disrupters compounds in two echinoderm species.
2010-03
Toxicity of selected pesticides to freshwater shrimp, Paratya australiensis (Decapoda: Atyidae): use of time series acute toxicity data to predict chronic lethality.
2010-03
Temporal variations of concentrations of currently used pesticides in the atmosphere of Strasbourg, France.
2010-02
Chronic toxicity of five structurally diverse demethylase-inhibiting fungicides to the crustacean Daphnia magna: a comparative assessment.
2009-06
Fungicide (Rubigan) overdose mimicking organophosphate poisoning.
2008-11
Cloning and functional characterization of BcatrA, a gene encoding an ABC transporter of the plant pathogenic fungus Botryotinia fuckeliana (Botrytis cinerea).
2008-06
Genotoxic effects of the pesticides Rubigan, Omite and Rovral in root-meristem cells of Crepis capillaris L.
2008-04-30
Impaired reproductive development in sons of women occupationally exposed to pesticides during pregnancy.
2008-04
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.
2008-04
Pesticide analysis in tomatoes by solid-phase microextraction and micellar electrokinetic chromatography.
2008-03-21
Mode of action of fenarimol against Leishmania spp.
2008-02
Perturbation of murine liver cyp-superfamily of isoforms by different combinations of pesticide mixtures.
2008-01
Gene response profiles for Daphnia pulex exposed to the environmental stressor cadmium reveals novel crustacean metallothioneins.
2007-12-21
Associations between altered vitellogenin concentrations and adverse health effects in fathead minnow (Pimephales promelas).
2007-12-15
Xenoandrogenic activity in serum differs across European and Inuit populations.
2007-12
Biological evaluation of neopeptins isolated from a Streptomyces strain.
2007-12
Multiple pesticide analysis in wine by MEKC combined with solid-phase microextraction and sample stacking.
2007-11
Comparison of fathead minnow ovary explant and H295R cell-based steroidogenesis assays for identifying endocrine-active chemicals.
2007-09
Determination of the pesticides considered as endocrine-disrupting compounds (EDCs) by solid-phase extraction followed by gas chromatography with electron capture and mass spectrometric detection.
2007-08
Strengths and limitations of using repeat-dose toxicity studies to predict effects on fertility.
2007-08
MEKC combined with SPE and sample stacking for multiple analysis of pesticides in water samples at the ng/L level.
2007-06
Effects of various pesticides on human 5alpha-reductase activity in prostate and LNCaP cells.
2007-04
Linkage of biochemical responses to population-level effects: a case study with vitellogenin in the fathead minnow (Pimephales promelas).
2007-03
Influence of fungicide residues on the primary fermentation of young lager beer.
2007-02-21
Prosobranch snails as test organisms for the assessment of endocrine active chemicals--an overview and a guideline proposal for a reproduction test with the freshwater mudsnail Potamopyrgus antipodarum.
2007-02
Daphnia magna and ecotoxicogenomics: gene expression profiles of the anti-ecdysteroidal fungicide fenarimol using energy-, molting- and life stage-related cDNA libraries.
2007-02
Neurodevelopmental effects of perinatal fenarimol exposure on rats.
2007-01
Modulation of aromatase activity and mRNA by various selected pesticides in the human choriocarcinoma JEG-3 cell line.
2006-11-10
Inhibition of rainbow trout (Oncorhynchus mykiss) P450 aromatase activities in brain and ovarian microsomes by various environmental substances.
2006-11
Activation of alpha- and beta-estrogen receptors by persistent pesticides in reporter cell lines.
2006-08-15
Occurrence, Distribution, and Polymerase Chain Reaction-Based Detection of Resistance to Sterol Demethylation Inhibitor Fungicides in Populations of Blumeriella jaapii in Michigan.
2006-07
Sexual dimorphism in esterified steroid levels in the gastropod Marisa cornuarietis: the effect of xenoandrogenic compounds.
2006-06
Identification of new human pregnane X receptor ligands among pesticides using a stable reporter cell system.
2006-06
Steroid levels in crinoid echinoderms are altered by exposure to model endocrine disruptors.
2006-06
Pesticide exposure: the hormonal function of the female reproductive system disrupted?
2006-05-31
Matrix solid-phase dispersion microextraction and determination of pesticide residues in medicinal herbs by gas chromatography with a nitrogen-phosphorus detector.
2006-04-28
Bisphenol A induces superfeminization in the ramshorn snail Marisa cornuarietis(Gastropoda: Prosobranchia) at environmentally relevant concentrations.
2006-04
COMPRENDO: Focus and approach.
2006-04
Reproductive effects of the endocrine disruptor fenarimol on a Baltic amphipod Monoporeia affinis.
2006-04
Some chemical contaminant of surface sediments at the Baltic Sea coastal region with special emphasis on androgenic and anti-androgenic compounds.
2006
Evidence for the Predisposition of Fungicide-Resistant Isolates of Venturia inaequalis to a Preferential Selection for Resistance to Other Fungicides.
2001-08
Promotion of altered hepatic foci development in rat liver, cytochrome P450 enzyme induction and inhibition of cell-cell communication by DDT and some structurally related organohalogen pesticides.
1990-08
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:45:33 GMT 2025
Edited
by admin
on Mon Mar 31 22:45:33 GMT 2025
Record UNII
O088GU930Q
Record Status Validated (UNII)
Record Version
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Name Type Language
FENARI
Preferred Name English
FENARIMOL
ISO   MI  
Common Name English
5-PYRIMIDINEMETHANOL, .ALPHA.-(2-CHLOROPHENYL)-.ALPHA.-(4-CHLOROPHENYL)-
Systematic Name English
FENARIMOL [ISO]
Common Name English
FENARIMOL [MI]
Common Name English
2,4'-DICHLORO-.ALPHA.(PYRIMIDIN-5-YL)BENZHYDRYL ALCOHOL
Systematic Name English
(±)-FENARIMOL
Common Name English
(+-)-2,4'-DICHLORO-.ALPHA.-(PYRIMIDIN-5-YL)BENZHYDRYL ALCOHOL
Systematic Name English
.ALPHA.-(2-CHLOROPHENYL)-.ALPHA.-(4-CHLOROPHENYL)-5-PYRIMIDINEMETHANOL
Systematic Name English
RUBIGAN
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 206600
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
Code System Code Type Description
PUBCHEM
43226
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
CAS
60168-88-9
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
WIKIPEDIA
Fenarimol
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
ECHA (EC/EINECS)
262-095-7
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
FDA UNII
O088GU930Q
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
EPA CompTox
DTXSID2032390
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
MERCK INDEX
m5262
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY Merck Index
CHEBI
4998
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
ALANWOOD
fenarimol
Created by admin on Mon Mar 31 22:45:33 GMT 2025 , Edited by admin on Mon Mar 31 22:45:33 GMT 2025
PRIMARY
Related Record Type Details
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BREAKDOWN PRODUCT