PROCHLORAZ

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H16Cl3N3O2
Molecular Weight	376.665
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCN(CCOC1=C(Cl)C=C(Cl)C=C1Cl)C(=O)N2C=CN=C2

InChI

InChIKey=TVLSRXXIMLFWEO-UHFFFAOYSA-N

InChI=1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3

HIDE SMILES / InChI

Molecular Formula	C15H16Cl3N3O2
Molecular Weight	376.665
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Measurement and modeling of the toxicity of binary mixtures in the nematode caenorhabditis elegans--a test of independent action.	2009-01	18700808
In vitro screening for aryl hydrocarbon receptor agonistic activity in 200 pesticides using a highly sensitive reporter cell line, DR-EcoScreen cells, and in vivo mouse liver cytochrome P450-1A induction by propanil, diuron and linuron.	2008-12	18835618
Impact of postharvest disease control methods and cold storage on volatiles, color development and fruit quality in ripe 'kensington pride' mangoes.	2008-11-26	18954074
Secretion of cortisol and aldosterone as a vulnerable target for adrenal endocrine disruption - screening of 30 selected chemicals in the human H295R cell model.	2008-11	18626888
Analysis of the goldfish Carassius auratus olfactory epithelium transcriptome reveals the presence of numerous non-olfactory GPCR and putative receptors for progestin pheromones.	2008-09-20	18803863
Responses of the medaka HPG axis PCR array and reproduction to prochloraz and ketoconazole.	2008-09-01	18800561
Effects of prochloraz and ethinylestradiol on sexual development in Rana temporaria.	2008-08-01	18536001
Potential of 11 pesticides to initiate downstream drift of stream macroinvertebrates.	2008-08	18180861
Metabolite annotations based on the integration of mass spectral information.	2008-06	18266924
Impaired reproductive development in sons of women occupationally exposed to pesticides during pregnancy.	2008-04	18414644
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008-04	18324785
Diverse mechanisms of anti-androgen action: impact on male rat reproductive tract development.	2008-04	18315717
A mixture of seven antiandrogens induces reproductive malformations in rats.	2008-04	18205796
Effect of prochloraz fungicide on biotransformation enzymes and oxidative stress parameters in three-spined stickleback (Gasterosteus aculeatus L.).	2008-01	18161575
Determination of postharvest fungicides in fruit juices by solid-phase extraction followed by liquid chromatography electrospray time-of-flight mass spectrometry.	2007-12-26	18052101
Ten years of mixing cocktails: a review of combination effects of endocrine-disrupting chemicals.	2007-12	18174957
Endocrine-disrupting potential of bisphenol A, bisphenol A dimethacrylate, 4-n-nonylphenol, and 4-n-octylphenol in vitro: new data and a brief review.	2007-12	18174953
Xenoandrogenic activity in serum differs across European and Inuit populations.	2007-12	18174946
Comparison of fathead minnow ovary explant and H295R cell-based steroidogenesis assays for identifying endocrine-active chemicals.	2007-09	17449096
p-Nitro-N-propylaniline/silica: synthesis, characterization, and its application in matrix solid phase dispersion for multiresidue analysis of pesticides in carrots.	2007-08	17657829
Mutations in the CYP51 gene correlated with changes in sensitivity to sterol 14 alpha-demethylation inhibitors in field isolates of Mycosphaerella graminicola.	2007-07	17511023
Comprehensive multi-residue method for the target analysis of pesticides in crops using liquid chromatography-tandem mass spectrometry.	2007-06-22	17442324
Sensitivity of fetal rat testicular steroidogenesis to maternal prochloraz exposure and the underlying mechanism of inhibition.	2007-06	17369198
Prochloraz inhibits testosterone production at dosages below those that affect androgen-dependent organ weights or the onset of puberty in the male Sprague Dawley rat.	2007-05	17234647
Effects of various pesticides on human 5alpha-reductase activity in prostate and LNCaP cells.	2007-04	17218080
Linkage of biochemical responses to population-level effects: a case study with vitellogenin in the fathead minnow (Pimephales promelas).	2007-03	17373517
Effects of the fungicide prochloraz on the sexual development of zebrafish (Danio rerio).	2007-03	17229592
Analyses of pesticide residues in fruit-based baby food by liquid chromatography/electrospray ionization time-of-flight mass spectrometry.	2007	17551990
Human adrenocarcinoma (H295R) cells for rapid in vitro determination of effects on steroidogenesis: hormone production.	2006-11-15	16962624
Modulation of aromatase activity and mRNA by various selected pesticides in the human choriocarcinoma JEG-3 cell line.	2006-11-10	16996190
Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles.	2006-11-10	16989930
Inhibition of rainbow trout (Oncorhynchus mykiss) P450 aromatase activities in brain and ovarian microsomes by various environmental substances.	2006-11	17081805
A deficit of detoxification enzymes: pesticide sensitivity and environmental response in the honeybee.	2006-10	17069637
Residue evaluation of the azole fungicides prochloraz and tebuconazole in the white mushroom Agaricus bisporus.	2006-07	16832768
Is prochloraz a potent synergist across aquatic species? A study on bacteria, daphnia, algae and higher plants.	2006-06-30	16672166
Mechanisms of action underlying the antiandrogenic effects of the fungicide prochloraz.	2006-06-01	16375936
Evaluation of a commercial kit for measuring vitellogenin in the fathead minnow (Pimephales promelas).	2006-06	16618508
Identification of new human pregnane X receptor ligands among pesticides using a stable reporter cell system.	2006-06	16565514
Pesticide exposure: the hormonal function of the female reproductive system disrupted?	2006-05-31	16737536
Xenoestrogenic activity in blood of European and Inuit populations.	2006-05-05	16674832
COMPRENDO: Focus and approach.	2006-04	16818253
Pesticide mixtures, endocrine disruption, and amphibian declines: are we underestimating the impact?	2006-04	16818245
Inhibition of human CYP19 by azoles used as antifungal agents and aromatase inhibitors, using a new LC-MS/MS method for the analysis of estradiol product formation.	2006-02-15	16330141
Prochloraz: an imidazole fungicide with multiple mechanisms of action.	2006-02	16466539
Fungicide control of mushroom cobweb disease caused by Cladobotryum strains with different benzimidazole resistance profiles.	2006-02	16408323
Effect of pesticides on estrogen receptor transactivation in vitro: a comparison of stable transfected MVLN and transient transfected MCF-7 cells.	2005-12-01	16219411
Cytochrome P4501A induction caused by the imidazole derivative Prochloraz in a rainbow trout cell line.	2005-10	16095870
Discovering metabolites of post-harvest fungicides in citrus with liquid chromatography/time-of-flight mass spectrometry and ion trap tandem mass spectrometry.	2005-07-29	16038196
Azole and fungicide resistance in clinical and environmental Aspergillus fumigatus isolates.	2005-05	16110825
Pesticide residues survey in citrus fruits.	2005-05	16019813

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:01:35 GMT 2025` Edited by `admin` on `Mon Mar 31 19:01:35 GMT 2025`
Record UNII	99SFL01YCL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SPORTAK

Preferred Name

English

PROCHLORAZ

Common Name

English

PROCHLORAZ [ISO]

Common Name

English

PROCHLORAZ [MI]

Common Name

English

N-PROPYL-N-(2-(2,4,6-TRICHLOROPHENOXY)ETHYL)-1H-IMIDAZOLE-1-CARBOXAMIDE

Systematic Name

English

BTS-40542

Code

English

N-PROPYL-N-(2-(2,4,6-TRICHLOROPHENOXY)ETHYL)IMIDAZOLE-1-CARBOXAMIDE

Systematic Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

128851