Deferiprone (CHEM017569)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:28:08 UTC
Update Date2016-11-09 01:15:37 UTC
Accession NumberCHEM017569
Identification
Common NameDeferiprone
ClassSmall Molecule
DescriptionA member of the class of 4-pyridones that is pyridin-4(1H)-one substituted at positions 1 and 2 by methyl groups and at position 3 by a hydroxy group. A lipid-soluble iron-chelator used for treatment of thalassaemia.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2-Dimethyl-3-hydroxypyrid-4-oneChEBI
3-Hydroxy-1,2-dimethyl-4(1H)-pyridoneChEBI
FerriproxChEBI
L1 Oral chelateMeSH
1,2-Dimethyl-3-hydroxy-4-pyridinoneMeSH
1,2-Dimethyl-3-hydroxypyridin-4-oneMeSH
3-Hydroxy-1,2-dimethyl-4-pyridinoneMeSH
DMOHPOMeSH
HDMPP CPDMeSH
HDPPMeSH
1,2 Dimethyl 3 hydroxypyrid 4 oneMeSH
1,2 Dimethyl 3 hydroxypyridin 4 oneMeSH
1,2 Dimethyl 3 hydroxy 4 pyridinoneMeSH
3 Hydroxy 1,2 dimethyl 4 pyridinoneMeSH
HDMPPMeSH
Chemical FormulaC7H9NO2
Average Molecular Mass139.152 g/mol
Monoisotopic Mass139.063 g/mol
CAS Registry Number30652-11-0
IUPAC Name3-hydroxy-1,2-dimethyl-1,4-dihydropyridin-4-one
Traditional Nameferriprox
SMILESCN1C=CC(=O)C(O)=C1C
InChI IdentifierInChI=1S/C7H9NO2/c1-5-7(10)6(9)3-4-8(5)2/h3-4,10H,1-2H3
InChI KeyTZXKOCQBRNJULO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassMethylpyridines
Direct ParentMethylpyridines
Alternative Parents
Substituents
  • Dihydropyridine
  • Methylpyridine
  • Hydroxypyridine
  • Hydropyridine
  • Vinylogous amide
  • Heteroaromatic compound
  • Cyclic ketone
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen 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 Solubility273 g/LALOGPS
logP-0.6ALOGPS
logP0.61ChemAxon
logS0.29ALOGPS
pKa (Strongest Acidic)11.82ChemAxon
pKa (Strongest Basic)0.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area40.54 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity40.7 m³·mol⁻¹ChemAxon
Polarizability14.05 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, Positivesplash10-0079-5900000000-38e792d3129ca0bda9a2Spectrum
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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-8581b7463650199b5b8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0900000000-5e8ebfd54da9d0b8fd08Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9100000000-db07477d383fdf79107eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-acb1cbe53b84ad29a1c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0019-9800000000-77577dd5755d5a0372d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pc0-9000000000-23701d1480da25c93cb4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-c9524750ad93e65f0db4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-007o-9800000000-292be42edf7d138b79e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06ec-9000000000-aff3184c55a07289867cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-7137f95f8eef21c00f38Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-6900000000-ef59ce30254e403f1c90Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-9000000000-43f6f0e0fe88affb0b9fSpectrum
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 IDDB08826
HMDB IDHMDB0250932
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDeferiprone
Chemspider ID2866
ChEBI ID68554
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=21853518
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22025507
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22034002
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22130677
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22171759
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22180427
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22277065
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22354281
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22406440
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22454828
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22457166
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22459459
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22468647
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=22565013
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=22572843
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=22579919
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=22621771
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=22622672
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=22664119
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=22759897
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=22850524
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=22943064
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=22978744