VINCLOZOLIN

Details

Stereochemistry	RACEMIC
Molecular Formula	C12H9Cl2NO3
Molecular Weight	286.111
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(OC(=O)N(C1=O)C2=CC(Cl)=CC(Cl)=C2)C=C

InChI

InChIKey=FSCWZHGZWWDELK-UHFFFAOYSA-N

InChI=1S/C12H9Cl2NO3/c1-3-12(2)10(16)15(11(17)18-12)9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Determination and validation of a simple high-performance liquid chromatographic method for simultaneous assay of iprodione and vinclozolin in human urine.	2005-12-15	16203187
The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases.	2005-12	16362078
Evidence of detrimental effects of environmental contaminants on growth and reproductive physiology of white sturgeon in impounded areas of the Columbia River.	2005-12	16330346
Evaluation of phenylaminopyrimidines as antifungal protein kinase inhibitors.	2005-11	15952247
Vinclozolin, a widely used fungizide, enhanced BaP-induced micronucleus formation in human derived hepatoma cells by increasing CYP1A1 expression.	2005-10-15	15979257
Are EDCs blurring issues of gender?	2005-10	16203228
CAR and PXR: xenosensors of endocrine disrupters?	2005-08-15	16054614
Myelotoxicity in genistein-, nonylphenol-, methoxychlor-, vinclozolin- or ethinyl estradiol-exposed F1 generations of Sprague-Dawley rats following developmental and adult exposures.	2005-08-01	15925024
Growth spurt for EDC recognition.	2005-08	16106568
Consequences of endocrine disrupting chemicals on reproductive endocrine function in birds: establishing reliable end points of exposure.	2005-08	15998506
Endocrine-disrupting chemicals probed as potential pathways to illness.	2005-07-20	16030264
Epigenetic transgenerational actions of endocrine disruptors and male fertility.	2005-06-03	15933200
Developmental biology. Endocrine disrupters trigger fertility problems in multiple generations.	2005-06-03	15933166
Evaluation of the rodent Hershberger bioassay using three reference (anti)androgens.	2005-06	15968828
Perinatal exposure to low levels of the environmental antiandrogen vinclozolin alters sex-differentiated social play and sexual behaviors in the rat.	2005-06	15929892
Photodegradation of chlorinated pesticides dispersed on sand.	2005-03	15686762
Antiandrogenic effects in short-term in vivo studies of the fungicide fenarimol.	2005-02-01	15590119
Cancer incidence among glyphosate-exposed pesticide applicators in the Agricultural Health Study.	2005-01	15626647
Development of androgen- and estrogen-responsive bioassays, members of a panel of human cell line-based highly selective steroid-responsive bioassays.	2005-01	15483189
Sensitive trace enrichment of environmental andiandrogen vinclozolin from natural waters and sediment samples using hollow-fiber liquid-phase microextraction.	2004-12-17	15633739
Cloning and in vitro expression and characterization of the androgen receptor and isolation of estrogen receptor alpha from the fathead Minnow (Pimephales promelas).	2004-12-01	15597887
Parameters affecting extraction of selected fungicides from vineyard soils.	2004-12-01	15563199
Effects of endocrine disrupters on sex steroid synthesis and metabolism pathways in fish.	2004-12	15698553
Androgenic and estrogenic response of green mussel extracts from Singapore's coastal environment using a human cell-based bioassay.	2004-11	15531429
The effects of the reported active metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, on testosterone formation by cultured Leydig cells from young adult rats.	2004-11	15336722
Cytotoxicity of the dicarboximide fungicides, vinclozolin and iprodione, in rat hepatoma-derived Fa32 cells.	2004-10	15651921
Study on failures to disclose conflicts of interest in Environmental Health Perspectives.	2004-10	15471711
Liquid chromatography determination of the anti-androgen vinclozolin and its metabolites in rat serum.	2004-09-25	15282099
Gene expression analysis in the ventral prostate of rats exposed to vinclozolin or procymidone.	2004-09-18	15686871
Anogenital distance in human male and female newborns: a descriptive, cross-sectional study.	2004-09-13	15363098
Comparison of anti-androgenic activity of flutamide, vinclozolin, procymidone, linuron, and p, p'-DDE in rodent 10-day Hershberger assay.	2004-07-01	15147789
Reproductive disorders in pubertal and adult phase of the male rats exposed to vinclozolin during puberty.	2004-07	15297758
Effects of vinclozolin on spermatogenesis and reproductive success in the Japanese quail (Coturnix coturnix japonica).	2004-05	15253051
Interlaboratory comparison of four in vitro assays for assessing androgenic and antiandrogenic activity of environmental chemicals.	2004-05	15121513
First evidence of endocrine disruption in feral carp from the Ebro River.	2004-04-15	15081271
Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells.	2004-04	15064155
Testosterone-stimulated weanlings as an alternative to castrated male rats in the Hershberger anti-androgen assay.	2004-04	15041151
Determination of organochlorine compounds in human biological samples by GC-MS/MS.	2004-03	15039962
Interactive effects of vinclozolin and testosterone propionate on pregnancy and sexual differentiation of the male and female SD rat.	2004-03	14736997
Phthalate ester-induced gubernacular lesions are associated with reduced insl3 gene expression in the fetal rat testis.	2004-02-02	14687758
Screening of some anti-androgenic endocrine disruptors using a recombinant cell-based in vitro bioassay.	2004-02	15084347
Short-time exposure to vinclozolin in utero induces testicular maldescent associated with a spinal nucleus alteration of the genitofemoral nerve in rats.	2004-02	14966744
The effect of a prenatal androgen disruptor, vinclozolin, on gubernacular migration and testicular descent in rats.	2004-02	14966743
Endocrine disruption and hypospadias.	2004	15086029
Determination of impurities in pesticides and their degradation products formed during the wine-making process by solid-phase extraction and gas chromatography with detection by electron impact mass spectrometry. I. Vinclozoline, procymidone and fenitrothion.	2004	15052576
Effect of the anti-androgenic endocrine disruptor vinclozolin on embryonic testis cord formation and postnatal testis development and function.	2003-12-30	15279874
High-resolution image cytometry of rat sperm nuclear shape, size and chromatin status. Experimental validation with the reproductive toxicant vinclozolin.	2003-12-17	15279875
Distribution of multiple pesticide residues in apple segments after home processing.	2003-11	14668155
Effects of vinclozolin administration on sperm production and testosterone biosynthetic pathway in adult male rat.	2003-10	14967917
Analysis of pesticide residues in lettuce by large volume-difficult matrix introduction-gas chromatography-time of flight-mass spectrometry (LV-DMI-GC-TOF-MS).	2003-10	14667157

Patents

Name

Type

Language

VINCLOZOLIN

Common Name

English

RONILAN

Preferred Name

English

VINCLOZOLIN, (±)-

Common Name

English

VINCLOZOLIN [ISO]

Common Name

English

3-(3,5-DICHLOROPHENYL)-5-ETHENYL-5-METHYL-2,4-OXAZOLIDINEDIONE

Systematic Name

English

VORLAN

Common Name

English

(±)-3-(3,5-DICHLOROPHENYL)-5-ETHENYL-5-METHYL-2,4-OXAZOLIDINEDIONE

Systematic Name

English

VINCLOZOLIN [MI]

Common Name

English

VINCLOZOLIN [HSDB]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

113201