Record Information
Version1.0
Creation Date2018-11-08 19:40:12 UTC
Update Date2020-06-04 23:01:27 UTC
MCDB ID BMDB0063634
Secondary Accession Numbers
  • BMDB63634
Metabolite Identification
Common NameSimazine
DescriptionSimazine is a diamino-1,3,5-triazine that is N,N'-diethyl-1,3,5-triazine-2,4-diamine substituted by a chloro group at position 6. It has a role as a herbicide, a xenobiotic and an environmental contaminant. It is a chloro-1,3,5-triazine and a diamino-1,3,5-triazine.
Structure
Thumb
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 Weight201.657
Monoisotopic Molecular Weight201.078123116
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
CAS Registry Number122-34-9
SMILES
CCN=C1NC(Cl)=NC(N1)=NCC
InChI Identifier
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)
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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00b9-6910000000-6f6b1db95e5cccd40b3f2021-09-24View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0ul0-2940000000-30748c0e2f5b82122f7f2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-0udi-0090000000-3e6023b6250decbed3462021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0fk9-0930000000-8466abb0e5695be2230c2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0fk9-0940000000-494887c450be4e0bfdeb2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0ul0-3930000000-c0c85fd651a37dad89312021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0gb9-9300000000-0b08d00c2d7364671fff2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0v4j-9600000000-57b2139a668014996ab02021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Positivesplash10-00di-0900000000-9919aee0cbe7d1711f5f2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0002-0900000000-6bf03adbaeef3e6ff0122021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0udi-0590000000-e8d76becfcf4abb9b4342021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0udi-0090000000-e04c3b23b2c44d0cd2e92021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 80V, Positivesplash10-0udi-4900000000-36e642f3a70c9c8835152021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0fl0-0910000000-cbb03ebba1105d9128422021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0ul0-3920000000-c6dbff95726e49eb75a02021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0002-0900000000-26f2121606fb90189a412021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0002-0920000000-0c6930de734cdd1d492a2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0590000000-554571e4ddb17bb31bc02021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0v5a-7900000000-3e5ae9cb5c0f037f4a142021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0udi-0590000000-06c08d64ab959b2d694f2021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0290000000-7af8d2aec614ed62e6962016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fk9-2950000000-2e6e03117a62e4f440592016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9400000000-eafdd57a078143a4732f2016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f79-2930000000-13f0420da11a492b7f7e2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ukc-9840000000-51df93e4d6d15aa43ab62016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-8900000000-cd303711ba1aab711ad22016-08-03View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udu-9620000000-8505155b2e594b1bb0912014-10-20View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified<=0.00992 uM details
HMDB IDHMDB0258294
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5027
KEGG Compound IDC11172
BioCyc IDCPD-9355
BiGG IDNot Available
Wikipedia LinkSimazine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID27496
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tekel' J, Farkas P, Schultzova K, Kovacicova J, Szokolay A: Analysis of triazine herbicides residues in butter and pasteurized milk. Z Lebensm Unters Forsch. 1988 Apr;186(4):319-22. [PubMed:3381593 ]