3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-N-hydroxy-N-methylpropanamide

• ChemBase ID: 178161
• Molecular Formular: C20H20ClN3O3
• Molecular Mass: 385.8441
• Monoisotopic Mass: 385.1193192
• SMILES: c1(n(nc(c1)CCC(=O)N(O)C)c1ccc(cc1)OC)c1ccc(cc1)Cl
• Canonical SMILES: COc1ccc(cc1)n1nc(cc1c1ccc(cc1)Cl)CCC(=O)N(O)C
• InChI: InChI=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
• InChIKey: XYKWNRUXCOIMFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-N-hydroxy-N-methylpropanamide
• IUPAC Traditional name: tepoxalin
• Synonyms: 5-(4-Chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamide; ORF 20485; RWJ 20485; Tepoxalin

Database IDs

• CAS Number: 103475-41-8
• PubChem SID: 164234071
• PubChem CID: 59757

CALCULATED PROPERTIES

• Acid pKa: 8.525925
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.442015
• LogD (pH = 7.4): 3.4112453
• Log P: 3.4424489
• Molar Refractivity: 104.6697 cm^3
• Polarizability: 41.912792 Å^3
• Polar Surface Area: 67.59 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 123-125°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T103250

Non-steroidal anti-inflammatory drug (NSAID) with potent anti-inflammatory and analgesic properties approved for veterinary use. It has inhibitory effect on cyclooxygenase and 5-lipxygenase activity as well as inhibiting the production of cytokines in per

REFERENCES

• Argentieri, D.C. et al.: J. Pharmacol. Exp. Therap., 271, 1399 (1994)
• Agnello, K.A. et al.: Am. J. Vet. Res., 66, 966 (1994)
• Fiebich, B.L. et al.: Neuropharmacol., 38, 1325 (1994)