Simazine (CHEM002883)

Record Information
Version1.0
Creation Date2013-04-25 07:56:54 UTC
Update Date2026-08-23 18:33:35 UTC
Accession NumberCHEM002883
Identification
Common NameSimazine
ClassSmall Molecule
Description
Simazine is a herbicide of the triazine class. The compound is used to control broad-leaved weeds and annual grasses.
Contaminant Sources
  • Clean Air Act Chemicals
  • EPA Endocrine Screening
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • Suspected Compounds – Schymanski Project
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amine
  • Herbicide
  • Household Toxin
  • Organic Compound
  • Organochloride
  • Pesticide
  • Synthetic Compound
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,4-Bis(ethylamino)-6-chloro-1,3,5-triazineChEBI
2,4-Bis(ethylamino)-6-chloro-S-triazineChEBI
2-Chloro-4,6-bis(ethylamino)-1,3,5-triazineChEBI
2-Chloro-4,6-bis(ethylamino)-S-triazineChEBI
6-Chloro-N,n'-diethyl-[1,3,5]triazin-2,4-diamineChEBI
6-Chloro-N(2),N(4)-diethyl-1,3,5-triazine-2,4-diamineChEBI
GesatopChEBI
PrincepChEBI
SimanexChEBI
Herbazin-50MeSH
Herbazin 50MeSH
Herbazin50MeSH
Chemical FormulaC7H12ClN5
Average Molecular Mass201.657 g/mol
Monoisotopic Mass201.078 g/mol
CAS Registry Number122-34-9
IUPAC NameN-[6-chloro-4-(ethylimino)-1,2,3,4-tetrahydro-1,3,5-triazin-2-ylidene]ethan-1-amine
Traditional NameN-[4-chloro-6-(ethylimino)-1,3-dihydro-1,3,5-triazin-2-ylidene]ethanamine
SMILESCCNC1=NC(NCC)=NC(Cl)=N1
InChI IdentifierInChI=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)
InChI KeyODCWYMIRDDJXKW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chloro-s-triazines. These are aromatic compounds containing a 1,3,5-triazine ring that is substituted at the 2-position with a chlorine atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTriazines
Sub Class1,3,5-triazines
Direct ParentChloro-s-triazines
Alternative Parents
Substituents
  • Chloro-s-triazine
  • Aryl halide
  • Aryl chloride
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.38 g/LALOGPS
logP1.28ALOGPS
logP1.34ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)7.45ChemAxon
pKa (Strongest Basic)5.28ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area61.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity52.23 m³·mol⁻¹ChemAxon
Polarizability20.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (1)
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
StatusValueUnitSample LocationReference
External Links
DrugBank IDNot Available
HMDB IDHMDB0258294
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-9355
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSimazine
Chemspider ID5027
ChEBI ID27496
PubChem Compound IDNot Available
Kegg Compound IDC11172
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12791541
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14640584
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15149137
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19101008