N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)pyridine-3-carboxamide

• ChemBase ID: 130702
• Molecular Formular: C17H16N4O2
• Molecular Mass: 308.33454
• Monoisotopic Mass: 308.12732577
• SMILES: Cc1c(c(=O)n(n1C)c1ccccc1)NC(=O)c1cccnc1
• Canonical SMILES: O=C(c1cccnc1)Nc1c(=O)n(n(c1C)C)c1ccccc1
• InChI: InChI=1S/C17H16N4O2/c1-12-15(19-16(22)13-7-6-10-18-11-13)17(23)21(20(12)2)14-8-4-3-5-9-14/h3-11H,1-2H3,(H,19,22)
• InChIKey: BRZANEXCSZCZCI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)pyridine-3-carboxamide
• IUPAC Traditional name: nicotinoylaminoantipyrine; N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)pyridine-3-carboxamide
• Synonyms: Nifenazone; nifenazone; N -Antipyrinylnicotinamide; Nicotinoylaminophenazone; Thylin; 1,5-二甲基-4-烟酰胺-2-苯基-3-吡唑酮; 尼芬那宗

Database IDs

• CAS Number: 2139-47-1
• EC Number: 218-387-1
• MDL Number: MFCD00214069
• PubChem SID: 162224980; 24897424
• PubChem CID: 4487

CALCULATED PROPERTIES

• Acid pKa: 10.558341
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.78554755
• LogD (pH = 7.4): 0.7899869
• Log P: 0.7903152
• Molar Refractivity: 87.9991 cm^3
• Polarizability: 32.430588 Å^3
• Polar Surface Area: 65.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: QS4005000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: >98%
• Grade: analytical standard
• Salt Data: Free Base
• Application(s): Antiinflammatory; Possesses antipyretic and analgesic activity

REFERENCES

• Pongratz, A. et al., Monatsh. Chem., 1957, 88, 330, (synth)
• Zorn, B. et al., Pharmazie, 1957, 12, 396, (synth, pharmacol)
• Klosa, J., J. Prakt. Chem., 1966, 31, 41, (synth)
• Katsnel'son, M.G. et al., CA, 1967, 66, 75952, (synth)
• Okada, J. et al., Chem. Pharm. Bull., 1976, 24, 61, (cmr)
• Beyer, K.H. et al., Arch. Pharm. (Weinheim, Ger.), 1985, 318, 855, (metab)
• Marciniec, B., Pharmazie, 1985, 40, 110, (ms)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 4304, (synonyms)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 26