Zardaverine (CHEM017829)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:40:52 UTC
Update Date2016-11-09 01:15:40 UTC
Accession NumberCHEM017829
Identification
Common NameZardaverine
ClassSmall Molecule
DescriptionA pyridazinone derivative in which pyridazin-3(2H)-one is substituted at C-6 with a 4-(difluoromethoxy)-3-methoxyphenyl group. It is a phosphodiesterase inhibitor, selective for PDE3 and 4.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
6-(4-(Difluoromethoxy)-3-methoxyphenyl)-3(2H)-pyridazinoneChEBI
6-(4-DIFLUOROMETHOXY-3-methoxy-phenyl)-2H-pyridazin-3-oneChEBI
ZardaverinaChEBI
ZardaverinumChEBI
6-(4-Difluoromethoxy-3-methoxyphenyl)-3(2H)pyridazinoneMeSH
Chemical FormulaC12H10F2N2O3
Average Molecular Mass268.216 g/mol
Monoisotopic Mass268.066 g/mol
CAS Registry Number101975-10-4
IUPAC Name6-[4-(difluoromethoxy)-3-methoxyphenyl]-2,3-dihydropyridazin-3-one
Traditional Namezardaverine
SMILESCOC1=C(OC(F)F)C=CC(=C1)C1=NNC(=O)C=C1
InChI IdentifierInChI=1S/C12H10F2N2O3/c1-18-10-6-7(2-4-9(10)19-12(13)14)8-3-5-11(17)16-15-8/h2-6,12H,1H3,(H,16,17)
InChI KeyHJMQDJPMQIHLPB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpyridazines. These are organic compounds containing a pyridazine ring substituted by a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyridazines and derivatives
Direct ParentPhenylpyridazines
Alternative Parents
Substituents
  • Phenylpyridazine
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Phenoxy compound
  • Alkyl aryl ether
  • Pyridazinone
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Alkyl fluoride
  • Alkyl halide
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • 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 Solubility0.099 g/LALOGPS
logP2.33ALOGPS
logP1.97ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)10.34ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.92 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity63.64 m³·mol⁻¹ChemAxon
Polarizability23.95 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, Positivesplash10-0udi-3190000000-0525c5dcd2e2e93c5dd2Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0wmr-2930000000-7e8d3a186a7de320cea5Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-0290000000-01c5f7ed8ab4ffb0bde7Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0wmr-2930000000-7e8d3a186a7de320cea5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-014r-0690000000-a977a4e7e26deebe70d4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-014i-0390000000-6928713f75d811320032Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0090000000-486ccd2791abf0c61ea3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0090000000-f748722bc1f9d638021cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kr-1940000000-33f8d9d297baed36cf02Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-2090000000-b4422e44def24fd6ad1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01b9-3190000000-190c67a287caf7c95c0eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000f-5930000000-35478603a2417422e039Spectrum
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 IDDB02918
HMDB IDHMDB0259989
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkZardaverine
Chemspider ID5521
ChEBI ID46548
PubChem Compound IDNot Available
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=12387865
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12952271
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1426207
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=1648920
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=1665311
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=1700309
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=1723951
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=1787170
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=7644776
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=7684572
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=7925141
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=8035322
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=8369979
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=8381357
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=8392340