ATRAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H14ClN5
Molecular Weight	215.683
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCNC1=NC(NC(C)C)=NC(Cl)=N1

InChI

InChIKey=MXWJVTOOROXGIU-UHFFFAOYSA-N

InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)

HIDE SMILES / InChI

Molecular Formula	C8H14ClN5
Molecular Weight	215.683
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
Induction of atrazine tolerance in a natural soil assemblage of microalgae reared in the laboratory.	2007-01	16249030
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Multiscale approach of fish responses to different types of environmental contaminations: a case study.	2006-08-31	16740295
Purity assessment problem in quantitative NMR--impurity resonance overlaps with monitor signal multiplets from stereoisomers.	2006-06	16741776
Identification of a novel hemoglobin adduct in Sprague Dawley rats exposed to atrazine.	2006-05	16696572
Phytoremediation of the herbicides atrazine and metolachlor by transgenic rice plants expressing human CYP1A1, CYP2B6, and CYP2C19.	2006-04-19	16608219
Sorption kinetics and equilibria of organic pesticides in carbonatic soils from South Florida.	2006-01-07	16397102
The endocrine disruptor atrazine accounts for a dimorphic somatostatinergic neuronal expression pattern in mice.	2006-01	16221967
Sorption-desorption of atrazine and diuron in soils from southern Brazil.	2006	16785170
Sorption of pesticides on kaolinite and montmorillonite as a function of hydrophilicity.	2006	16753953
Effect of corn root exudates on the degradation of atrazine and its chlorinated metabolites in soils.	2005-11-09	16275720
Transgenic rice plants expressing human CYP1A1 remediate the triazine herbicides atrazine and simazine.	2005-11-02	16248553
Expression profiling of five different xenobiotics using a Caenorhabditis elegans whole genome microarray.	2005-10	16168746
Comparison of atrazine losses in three small headwater catchments.	2005-09-10	16151239
Environmental levels of atrazine and its degradation products impair survival skills and growth of red drum larvae.	2005-09-10	16009435
Sulcotrione versus atrazine transport and degradation in soil columns.	2005-09	16041721
Molecular identification and expression of differentially regulated genes of the European flounder, Platichthys flesus, submitted to pesticide exposure.	2005-07-18	16532367
Surface runoff and transport of sulfonamide antibiotics and tracers on manured grassland.	2005-07-07	15998859
Fertilizer, tillage, and dairy manure contributions to nitrate and herbicide leaching.	2005-07-07	15998858
CYP35: xenobiotically induced gene expression in the nematode Caenorhabditis elegans.	2005-06-01	15910738
Abiotic dealkylation and hydrolysis of atrazine by birnessite.	2005-06	16117110
Plasma concentrations of estradiol and testosterone, gonadal aromatase activity and ultrastructure of the testis in Xenopus laevis exposed to estradiol or atrazine.	2005-05-15	15848257
Assessment of herbicide leaching risk in two tropical soils of Reunion Island (France).	2005-03-11	15758106
Effects of ionic strength and temperature on adsorption of atrazine by a heat treated kerolite.	2005-03	15698646
Model applications and mechanism study on the degradation of atrazine by Fenton's system.	2005-02-14	15721548
Atrazine sorption-desorption hysteresis by sugarcane mulch residue.	2005-01-14	15647562
Responses of molecular indicators of exposure in mesocosms: common carp (Cyprinus carpio) exposed to the herbicides alachlor and atrazine.	2005-01	15683183
Molecular identification and expression study of differentially regulated genes in the Pacific oyster Crassostrea gigas in response to pesticide exposure.	2005-01	15654877
Phytoremediation of atrazine by poplar trees: toxicity, uptake, and transformation.	2005	16194918
Pesticide use and menstrual cycle characteristics among premenopausal women in the Agricultural Health Study.	2004-12-15	15583372
Atrazine is a competitive inhibitor of phosphodiesterase but does not affect the estrogen receptor.	2004-12-01	15475179
Residual and contact herbicide transport through field lysimeters via preferential flow.	2004-11-13	15537936
Serum luteinizing hormone response to administration of gonadotropin-releasing hormone to atrazine-treated gilts.	2004-10	15487644
Modeling the effects of tillage management practices on herbicide runoff in northern Italy.	2004-09-10	15356232
Limited effect of selected organic pollutants on cytokine production by peripheral blood leukocytes.	2004-08-21	15319175
Atrazine induction of a family 4 cytochrome P450 gene in Chironomus tentans (Diptera: Chironomidae).	2004-08	15234167
Characterization of atrazine biotransformation by human and murine glutathione S-transferases.	2004-08	15115887
Assessing ground water vulnerability with the type transfer function model in the San Joaquin Valley, California.	2004-07-16	15254131
Molecular identification and expression of two non-P450 enzymes, monoamine oxidase A and flavin-containing monooxygenase 2, involved in phase I of xenobiotic biotransformation in the Pacific oyster, Crassostrea gigas.	2004-07-13	15245914
Enhanced desorption of herbicides sorbed on soils by addition of Triton X-100.	2004-07-01	15224928
Use of activated bentonites in controlled-release formulations of atrazine.	2004-06-16	15186112
Evidence that atrazine and diaminochlorotriazine inhibit the estrogen/progesterone induced surge of luteinizing hormone in female Sprague-Dawley rats without changing estrogen receptor action.	2004-06	15056801
Prediction of field atrazine persistence in an allophanic soil with Opus2.	2004-05	15154511
Measured concentrations of herbicides and model predictions of atrazine fate in the Patuxent River estuary.	2004-04-13	15074811
Effects of atrazine on sex steroid dynamics, plasma vitellogenin concentration and gonad development in adult goldfish (Carassius auratus).	2004-03-10	15168945
Alachlor and bentazone losses from subsurface drainage of two soils.	2004-02-18	14964384
Reducing atrazine losses: water quality implications of alternative runoff control practices.	2004-02-18	14964353
Combined bioaugmentation and biostimulation to cleanup soil contaminated with high concentrations of atrazine.	2004-01-15	14750741
Behavior of 14C-atrazine in Argentinean topsoils under different cropping managements.	2003-12-17	14674544
Assessing the health of grass shrimp (Palaeomonetes pugio) exposed to natural and anthropogenic stressors: a molecular biomarker system.	2001-07	14961354

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:49:35 GMT 2025` Edited by `admin` on `Mon Mar 31 17:49:35 GMT 2025`
Record UNII	QJA9M5H4IM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ATRANEX

Preferred Name

English

ATRAZINE

Common Name

English

1-CHLORO-3-ETHYLAMINO-5-ISOPROPYLAMINO-S-TRIAZINE

Systematic Name

English

ATRAZINE [HSDB]

Common Name

English

2-CHLORO-4-ETHYLAMINO-6-ISOPROPYLAMINE-S-TRIAZINE

Common Name

English

ATRAZINE [IARC]

Common Name

English

G-30027

Code

English

6-CHLORO-N(SUP 2)-ETHYL-N(SUP 4)-ISOPROPYL-1,3,5-TRIAZINE-2,4-DIAMINE

Systematic Name

English

6-CHLORO-N-ETHYL-N'-(1-METHYLETHYL)-1,3,5-TRIAZINE-2,4-DIAMINE

Systematic Name

English

ATRAZINE [MI]

Common Name

English

NSC-163046

Code

English

ATRAZINE [ISO]

Common Name

English

GESAPRIM

Brand Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

80803