Benznidazole (CHEM019092)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:48:49 UTC
Update Date2016-11-09 01:15:55 UTC
Accession NumberCHEM019092
Identification
Common NameBenznidazole
ClassSmall Molecule
DescriptionA monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitroimidazol-1-yl)acetic acid with the aromatic amino group of benzylamine. Used for treatment of Chagas disease.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Nitro-N-(phenylmethyl)-1H-imidazole-1-acetamideChEBI
BenznidazolChEBI
BenznidazolumChEBI
N-Benzyl-2-nitroimidazol-1-yl-acetamideChEBI
N-Benzyl-2-nitroimidazole-1-acetamideChEBI
RadanilKegg
RochaganKegg
2-Nitroimidazole benznidazoleMeSH
BenzonidazoleMeSH
Chemical FormulaC12H12N4O3
Average Molecular Mass260.253 g/mol
Monoisotopic Mass260.091 g/mol
CAS Registry Number22994-85-0
IUPAC NameN-benzyl-2-(2-nitro-1H-imidazol-1-yl)ethanimidic acid
Traditional Namebenznidazole
SMILESOC(CN1C=CN=C1N(=O)=O)=NCC1=CC=CC=C1
InChI IdentifierInChI=1S/C12H12N4O3/c17-11(14-8-10-4-2-1-3-5-10)9-15-7-6-13-12(15)16(18)19/h1-7H,8-9H2,(H,14,17)
InChI KeyCULUWZNBISUWAS-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group.
KingdomOrganic compounds
Super ClassOrganic 1,3-dipolar compounds
ClassAllyl-type 1,3-dipolar organic compounds
Sub ClassOrganic nitro compounds
Direct ParentNitroaromatic compounds
Alternative Parents
Substituents
  • Nitroaromatic compound
  • Monocyclic benzene moiety
  • Benzenoid
  • N-substituted imidazole
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Azacycle
  • Organoheterocyclic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic zwitterion
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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 Solubility0.31 g/LALOGPS
logP1.32ALOGPS
logP1.64ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)2.28ChemAxon
pKa (Strongest Basic)4.37ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area96.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity68.65 m³·mol⁻¹ChemAxon
Polarizability25.16 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9610000000-783e89302616cb91c947Spectrum
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 (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00kf-7921100000-e7c8d6322a8bca6ef40fSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00kf-7921100000-e7c8d6322a8bca6ef40fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0190000000-e48daf6c47471c564a41Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bti-0090000000-ad6768b9ce402dfe4f55Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0296-7900000000-07e17c41c904cea0c3e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-6496a20f6e7de1e1434eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-2290000000-9da73640b27f3f7e984aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kl0-9200000000-4251e1cc6bbc7782d0e5Spectrum
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 IDDB11989
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBenznidazole
Chemspider IDNot Available
ChEBI ID133833
PubChem Compound ID31593
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=26760092
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=26760093
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=26760094
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=26760095
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=26974551
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=26982179
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=27001816
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=27067322
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27158908
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=27161638
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=27223650
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=27246447
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=27376278
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=27487264
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=27488437
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=27550362
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=27619190
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=27688600