Tepoxalin (CHEM020609)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 07:16:06 UTC
Update Date2016-11-09 01:16:14 UTC
Accession NumberCHEM020609
Identification
Common NameTepoxalin
ClassSmall Molecule
DescriptionA hydroxamic acid obtained by formal condensation of the carboxy group of 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)pyrazol-3-yl]propanoic acid with the amino group of N-methylhydroxylamine. It is used in veterinary medicine for the control of pain and inflammation caused by musculoskeletal disorders such as hip dysplasia and arthritis in dogs.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
5-(p-Chlorophenyl)-1-(p-methoxyphenyl)-N-methylpyrazole-3-propionohydroxamic acidChEBI
ORF 20485ChEBI
ORF-20485ChEBI
RWJ 20485ChEBI
TepoxalinaChEBI
TepoxalineChEBI
TepoxaliumeChEBI
ZubrinChEBI
5-(p-Chlorophenyl)-1-(p-methoxyphenyl)-N-methylpyrazole-3-propionohydroxamateGenerator
TepoxalinMeSH
5-(4-Chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamideMeSH
Chemical FormulaC20H20ClN3O3
Average Molecular Mass385.850 g/mol
Monoisotopic Mass385.119 g/mol
CAS Registry Number103475-41-8
IUPAC Name3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-N-hydroxy-N-methylpropanamide
Traditional Nametepoxalin
SMILESCOC1=CC=C(C=C1)N1N=C(CCC(=O)N(C)O)C=C1C1=CC=C(Cl)C=C1
InChI IdentifierInChI=1S/C20H20ClN3O3/c1-23(26)20(25)12-7-16-13-19(14-3-5-15(21)6-4-14)24(22-16)17-8-10-18(27-2)11-9-17/h3-6,8-11,13,26H,7,12H2,1-2H3
InChI KeyXYKWNRUXCOIMFZ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassPyrazoles
Direct ParentPhenylpyrazoles
Alternative Parents
Substituents
  • Phenylpyrazole
  • Methoxyaniline
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Hydroxamic acid
  • Carboxylic acid derivative
  • Azacycle
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organonitrogen compound
  • Organohalogen compound
  • Organochloride
  • 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 Solubility0.0038 g/LALOGPS
logP4.01ALOGPS
logP3.44ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)8.53ChemAxon
pKa (Strongest Basic)1.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.59 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity104.67 m³·mol⁻¹ChemAxon
Polarizability40.71 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01vt-5139000000-9c9f72954b8f8e2153deSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-4c395b2a1f56cb909e14Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-0009000000-1750044055b80b2569aaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004j-0193000000-c0787f0d0ce29dcfc015Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0019000000-f779c1ce6786a224c0f6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1139000000-50cf24f4d9b79c511d7aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0q2i-2019000000-b3851dcdb986ea8fd5abSpectrum
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 IDDB11466
HMDB IDHMDB0258823
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTepoxalin
Chemspider ID53906
ChEBI ID76277
PubChem Compound IDNot Available
Kegg Compound IDC18362
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16343292
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19161461
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19175721
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19552701
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19566476
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=19624842
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20000343
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=20807147
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21036634
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=21062309
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=21348304
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=21497474
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=21565533
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=21569197
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=21962280
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=22091562
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=22240988
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=22287649
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=22726277
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=22986275
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=23349526
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=23718664
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=23802664
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=7652766
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=9703407