2,5-Cyclohexadiene-1,4-dione, 2,3,5-tris(1-aziridinyl)- (CHEM003989)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:31:39 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003989
Identification
Common Name2,5-Cyclohexadiene-1,4-dione, 2,3,5-tris(1-aziridinyl)-
ClassSmall Molecule
DescriptionA member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which three of the ring hydrogens are replaced by aziridin-1-yl groups.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,1',1''-(3,6-Dioxo-1,4-cyclohexadiene-1,2,4-triyl)trisaziridineChEBI
2,3,5-Ethylenimine-1,4-benzoquinoneChEBI
2,3,5-Tri(1-aziridinyl)-p-benzoquinoneChEBI
2,3,5-Tri-(1-aziridinyl)-p-benzoquinoneChEBI
2,3,5-Triethyleneimino-1,4-benzoquinoneChEBI
2,3,5-Tris(1-aziridino)-p-benzoquinoneChEBI
2,3,5-Tris(1-aziridinyl)-2,5-cyclohexadiene-1,4-dioneChEBI
2,3,5-Tris(1-aziridinyl)-p-benzoquinoneChEBI
2,3,5-Tris(aziridino)-1,4-benzoquinoneChEBI
2,3,5-Tris(ethyleneimino)-1,4-benzoquinoneChEBI
2,3,5-Tris(ethylenimino)-1,4-benzoquinoneChEBI
2,3,5-Tris(ethylenimino)-p-benzoquinoneChEBI
2,3,5-Tris(ethylenimino)benzoquinoneChEBI
2,3,5-TrisethyleneiminobenzoquinoneChEBI
TriazichonChEBI
TriazicuonaChEBI
TriaziquonumChEBI
TriethyleneaminobenzoquinoneChEBI
Tris(1-aziridinyl)-p-benzoquinoneChEBI
Tris(aziridinyl)-p-benzoquinoneChEBI
Tris(aziridinyl)-para-benzoquinoneChEBI
Tris(ethyleneimino)benzoquinoneChEBI
2,3,5-Tris(ethyleneimine)benzoquinoneMeSH
TrenimonMeSH
TriaziquoneMeSH
Chemical FormulaC12H13N3O2
Average Molecular Mass231.255 g/mol
Monoisotopic Mass231.101 g/mol
CAS Registry Number68-76-8
IUPAC Name2,3,5-tris(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione
Traditional Nametriaziquone
SMILESO=C1C=C(N2CC2)C(=O)C(N2CC2)=C1N1CC1
InChI IdentifierInChI=1S/C12H13N3O2/c16-9-7-8(13-1-2-13)12(17)11(15-5-6-15)10(9)14-3-4-14/h7H,1-6H2
InChI KeyPXSOHRWMIRDKMP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentP-benzoquinones
Alternative Parents
Substituents
  • P-benzoquinone
  • Vinylogous amide
  • Vinylaziridine
  • N-vinylaziridine
  • Tertiary amine
  • Tertiary aliphatic amine
  • Aziridine
  • Enamine
  • Organoheterocyclic compound
  • Azacycle
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility75.2 g/LALOGPS
logP0.26ALOGPS
logP-0.51ChemAxon
logS-0.49ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.2 m³·mol⁻¹ChemAxon
Polarizability23.31 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000j-6940000000-200af1ed2eeb989596d9Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-63a74b306c9879dfeb57Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-2920000000-b15774a0f51b541bb991Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05o3-8900000000-05831c82d6e9a8f474f5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1190000000-139eb38ab5fb0c1d98c6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000t-3940000000-ea2f94064304bfad3fd8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01oy-3910000000-7e616938c0592959e0f3Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB13304
HMDB IDHMDB0259153
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTriaziquone
Chemspider ID5999
ChEBI ID27090
PubChem Compound IDNot Available
Kegg Compound IDC19542
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=146335
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20371239
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=362189
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3672382
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=582920
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=624547
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=74416