Etandazole (CHEM018317)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:09:17 UTC
Update Date2016-11-09 01:15:46 UTC
Accession NumberCHEM018317
Identification
Common NameEtandazole
ClassSmall Molecule
DescriptionA monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitro-1H-imidazol-1-yl)acetic acid with the amino group of ethanolamine. Used as a radiosensitising agent for hypoxic tumour cells.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
EtanidazolChEBI
EtanidazolumChEBI
N-(2-Hydroxyethyl)-1-(2-nitro-1-imidazolyl)acetamideChEBI
N-(2-Hydroxyethyl)-2-nitro-1H-imidazole-1-acetamideChEBI
N-(2-Hydroxyethyl)-2-nitroimidazole-1-acetamideChEBI
RadinylKegg
EtanidazoleMeSH
Chemical FormulaC7H10N4O4
Average Molecular Mass214.181 g/mol
Monoisotopic Mass214.070 g/mol
CAS Registry Number22668-01-5
IUPAC NameN-(2-hydroxyethyl)-2-(2-nitro-1H-imidazol-1-yl)ethanimidic acid
Traditional Nameetanidazole
SMILESOCCN=C(O)CN1C=CN=C1N(=O)=O
InChI IdentifierInChI=1S/C7H10N4O4/c12-4-2-8-6(13)5-10-3-1-9-7(10)11(14)15/h1,3,12H,2,4-5H2,(H,8,13)
InChI KeyWCDWBPCFGJXFJZ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentN-acylethanolamines
Alternative Parents
Substituents
  • Nitroaromatic compound
  • N-acylethanolamine
  • N-substituted imidazole
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Carboxamide group
  • C-nitro compound
  • Secondary carboxylic acid amide
  • Organic nitro compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Carboxylic acid derivative
  • Organic oxoazanium
  • Organic zwitterion
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Alcohol
  • Primary alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic 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 Solubility4.63 g/LALOGPS
logP-0.83ALOGPS
logP-0.77ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)2.09ChemAxon
pKa (Strongest Basic)4.11ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area116.46 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity50.32 m³·mol⁻¹ChemAxon
Polarizability19.2 ųChemAxon
Number of Rings1ChemAxon
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, Positivesplash10-0f97-8900000000-e49e9908a947f78254b1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02t9-4190000000-bd0996a6fe412410a2d2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9110000000-0dcb94251662343800edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-728e6af7ff81bebc50caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2090000000-a9c47ea523ded6ecc1acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ik9-9670000000-40673ae0346c6dbd3c18Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06r6-9000000000-295cbfaf0cfd01142f87Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
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 IDDB12736
HMDB IDHMDB0251988
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkEtanidazole
Chemspider ID3161
ChEBI ID75473
PubChem Compound ID3276
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12020438
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12109679
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=12396386
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=12661063
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=1531216
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=1531219
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=1531977
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=17509678
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=1825993
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=1825994
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=18342381
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=19733129
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=20832663
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=21436611
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=22969885
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=8005812
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=8005813
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=8005814
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=8195021
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=8763862
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=8893282
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=9308928