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Details

Stereochemistry ACHIRAL
Molecular Formula C7H12ClN5
Molecular Weight 201.657
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SIMAZINE

SMILES

CCNC1=NC(NCC)=NC(Cl)=N1

InChI

InChIKey=ODCWYMIRDDJXKW-UHFFFAOYSA-N
InChI=1S/C7H12ClN5/c1-3-9-6-11-5(8)12-7(13-6)10-4-2/h3-4H2,1-2H3,(H2,9,10,11,12,13)

HIDE SMILES / InChI

Molecular Formula C7H12ClN5
Molecular Weight 201.657
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28486186 | https://www.ncbi.nlm.nih.gov/pubmed/25078261 | https://www.ncbi.nlm.nih.gov/pubmed/26955487

Simazine is a selective triazine herbicide, that used to control broad-leaved weeds and annual grasses in a field, berry fruit, vegetable and ornamental crops, on turfgrass, and in orchards and vineyards. At higher rates, it is used for nonselective weed control in industrial areas. Before 1992, simazine was used to control submerged weeds and algae in large aquariums, farm ponds, fish hatcheries, swimming pools, ornamental ponds and cooling towers. Simazine is available in wettable powder, water dispersible granule, liquid and granular formulations. Simazine is highly toxic if inhaled, moderately toxic if ingested, and slightly toxic via dermal exposure. No cases of poisoning in humans have been reported from ingestion of Simazine.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The inhibition of estrogen receptor-mediated responses by chloro-S-triazine-derived compounds is dependent on estradiol concentration in yeast.
1996 Oct 3
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.
2001 Mar
Effects of chloro-s-triazine herbicides and metabolites on aromatase activity in various human cell lines and on vitellogenin production in male carp hepatocytes.
2001 Oct
Prostate cancer risk in California farm workers.
2003 Mar
Measured concentrations of herbicides and model predictions of atrazine fate in the Patuxent River estuary.
2004 Mar-Apr
Transgenic rice plants expressing human CYP1A1 remediate the triazine herbicides atrazine and simazine.
2005 Nov 2
Simazine biodegradation in soil: analysis of bacterial community structure by in situ hybridization.
2005 Sep
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Occurrence and fate of pesticides in four contrasting agricultural settings in the United States.
2008 May-Jun
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.
2010 Mar 15
In vivo alternative assessment of the chemicals that interfere with anterior pituitary POMC expression and interrenal steroidogenesis in POMC: EGFP transgenic zebrafish.
2010 Nov 1
Activity profiles of 309 ToxCastβ„’ chemicals evaluated across 292 biochemical targets.
2011 Mar 28
Patents

Sample Use Guides

Rats and guinea pigs fed 100 mg/kg daily for 6 months had decreased weight gain, increased white blood cell counts, decreased blood cholinesterase activity and deterioration and inflammation of the stomach. In a 28-day study, oral doses of 2,500 mg/kg/day to rats resulted in stomach ulcers, damage to the small intestine, and death
Route of Administration: Oral
MCF-7 and MDA-MB-231 cells were seeded into 96-well plates either in maintenance media (MCF-7 and MDA-MB-231) or in reduced media (MCF-7). Twenty-four hours after plating, the media were replaced with maintenance (MCF-7 and MDA-MB-231) or reduced (MCF-7) media containing atrazine, simazine, or cyanazine at 0.1-, 1-, and 10-fold the EPA safe levels or DMSO control. Atrazine was added at 0.3, 3.0, or 30 ppb (πœ‡g/L; 0.64–64 πœ‡M), cyanazine was added at 0.1, 1.0, or 10 ppb (0.17–17 πœ‡M), and simazine was added at 0.4, 4.0, or 40 ppb (0.92–92 πœ‡M). After twenty-four hours, 3 πœ‡g resazurin was added and allowed to incubate for three hours prior to reading absorbance at 570 and 595nm on iMark Microplate Absorbance Reader (Bio-Rad, Hercules, CA).We performed univariate analysis of variance (ANOVA) using SPSS
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:02:39 GMT 2023
Edited
by admin
on Fri Dec 15 15:02:39 GMT 2023
Record UNII
SG0C34SMY3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SIMAZINE
HSDB   ISO   MI  
Common Name English
SIMAZINE [HSDB]
Common Name English
6-CHLORO-N,N'-DIETHYL-1,3,5-TRIAZINE-2,4-DIAMINE
Systematic Name English
SIMAZINE [ISO]
Common Name English
6-CHLORO-N(SUP 2),N(SUP 4)-DIETHYL-1,3,5-TRIAZINE-2,4-DIAMINE
Systematic Name English
NSC-25999
Code English
SIMAZINE [MI]
Common Name English
SIMAZINE [IARC]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 80807
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
Code System Code Type Description
WIKIPEDIA
SIMAZINE
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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SMS_ID
100000137488
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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CHEBI
27496
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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NSC
25999
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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FDA UNII
SG0C34SMY3
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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CAS
122-34-9
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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EVMPD
SUB75773
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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MERCK INDEX
m9942
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID4021268
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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PUBCHEM
5216
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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ECHA (EC/EINECS)
204-535-2
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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ALANWOOD
simazine
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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HSDB
1765
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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MESH
D012839
Created by admin on Fri Dec 15 15:02:39 GMT 2023 , Edited by admin on Fri Dec 15 15:02:39 GMT 2023
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