LINURON

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H10Cl2N2O2
Molecular Weight	249.094
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1

InChI

InChIKey=XKJMBINCVNINCA-UHFFFAOYSA-N

InChI=1S/C9H10Cl2N2O2/c1-13(15-2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)

HIDE SMILES / InChI

Molecular Formula	C9H10Cl2N2O2
Molecular Weight	249.094
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
In vivo studies on enzymatic induction activity of Linuron.	1994	7823289
Application of an androgen receptor assay for the characterisation of the androgenic or antiandrogenic activity of various phenylurea herbicides and their derivatives.	1998 Dec	10435283
Cellular and molecular mechanisms of action of linuron: an antiandrogenic herbicide that produces reproductive malformations in male rats.	2000 Aug	10910998
Effects of in utero exposure to linuron on androgen-dependent reproductive development in the male Crl:CD(SD)BR rat.	2000 Sep 1	10964759
A novel cell line, MDA-kb2, that stably expresses an androgen- and glucocorticoid-responsive reporter for the detection of hormone receptor agonists and antagonists.	2002 Mar	11861974
Altered gene expression during rat Wolffian duct development in response to in utero exposure to the antiandrogen linuron.	2003 Jul	12730624
Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells.	2004 Apr	15064155
Cloning and in vitro expression and characterization of the androgen receptor and isolation of estrogen receptor alpha from the fathead Minnow (Pimephales promelas).	2004 Dec 1	15597887
Phthalate ester-induced gubernacular lesions are associated with reduced insl3 gene expression in the fetal rat testis.	2004 Feb 2	14687758
Enhanced desorption of herbicides sorbed on soils by addition of Triton X-100.	2004 May-Jun	15224928
Residual and contact herbicide transport through field lysimeters via preferential flow.	2004 Nov-Dec	15537936
Spatial variability in the mineralisation of the phenylurea herbicide linuron within a Danish agricultural field: multivariate correlation to simple soil parameters.	2005 Sep	15739226
Gene expression profiling of androgen receptor antagonists in the rat fetal testis reveals few common gene targets.	2006	16498641
Fate of diuron and linuron in a field lysimeter experiment.	2006 Jan-Feb	16397107
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Effects of various pesticides on human 5alpha-reductase activity in prostate and LNCaP cells.	2007 Apr	17218080
Measurement uncertainty arising from trueness of the analysis of two endocrine disruptors and their metabolites in environmental samples. Part II. Solid-phase extraction from environmental natural waters.	2007 Apr 6	17307194
Oxygen consumption by Daphnia magna Straus as a marker of chemical stress in the aquatic environment.	2007 Sep	17705661
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008 Apr	18324785
Diverse mechanisms of anti-androgen action: impact on male rat reproductive tract development.	2008 Apr	18315717
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 Dec	18835618
The herbicide linuron reduces testosterone production from the fetal rat testis during both in utero and in vitro exposures.	2009 Apr 25	19167474
Toxicity of herbicides to cyanobacterial isolates.	2009 May	20120462
Cell viability and PSA secretion assays in LNCaP cells: a tiered in vitro approach to screen chemicals with a prostate-mediated effect on male reproduction within the ReProTect project.	2010 Aug	20363314
Assessment of a recombinant androgen receptor binding assay: initial steps towards validation.	2010 Aug	19833195
Response to mixed substrate feeds of the structure and activity of a linuron-degrading triple-species biofilm.	2010 Oct	20600856
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.	2011 Mar 28	21251949
Species-specific considerations in using the fish embryo test as an alternative to identify endocrine disruption.	2014 Oct	24992288
A concentration addition model to assess activation of the pregnane X receptor (PXR) by pesticide mixtures found in the French diet.	2014 Sep	25028461
Effects of Common Pesticides on Prostaglandin D2 (PGD2) Inhibition in SC5 Mouse Sertoli Cells, Evidence of Binding at the COX-2 Active Site, and Implications for Endocrine Disruption.	2016 Apr	26359731

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:18:29 GMT 2023` Edited by `admin` on `Fri Dec 15 18:18:29 GMT 2023`
Record UNII	01XP1SU59O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LINURON

Common Name

English

LINURON [MI]

Common Name

English

3-(3,4-DICHLOROPHENYL)-1-METHOXY-1-METHYLUREA

Systematic Name

English

N'-(3,4-DICHLOROPHENYL)-N-METHOXY-N-METHYLUREA

Systematic Name

English

LINURON [HSDB]

Common Name

English

LINURON [ISO]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

35506