5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid

• ChemBase ID: 10859
• Molecular Formular: C10H8N2O3
• Molecular Mass: 204.18212
• Monoisotopic Mass: 204.05349213
• SMILES: N1=C(CC(=O)N1c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)C1=NN(C(=O)C1)c1ccccc1
• InChI: InChI=1S/C10H8N2O3/c13-9-6-8(10(14)15)11-12(9)7-4-2-1-3-5-7/h1-5H,6H2,(H,14,15)
• InChIKey: IMZSHPUSPMOODC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid
• IUPAC Traditional name: 5-oxo-1-phenyl-4H-pyrazole-3-carboxylic acid
• Synonyms: 1-Phenyl-3-carboxy-5-pyrazolone; 3-Carboxy-1-phenyl-2-pyrazolin-5-one; 5-Oxo-1-phenyl-2-pyrazolin-3-carboxylic acid; 5-Oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid; 1-苯基-5-吡唑啉酮-3-羧酸

Database IDs

• CAS Number: 119-18-6
• EC Number: 204-304-6
• MDL Number: MFCD00037318
• PubChem SID: 160974166; 24879210
• PubChem CID: 67061

CALCULATED PROPERTIES

• Acid pKa: 2.686684
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.2513239
• LogD (pH = 7.4): -2.0156336
• Log P: 1.4862947
• Molar Refractivity: 51.2874 cm^3
• Polarizability: 19.460966 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 237 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C10H8N2O3

DETAILS

Sigma Aldrich - 551260

Packaging
25 g in glass bottle
Application
Reactant involved in synthesis of:
• Pyrazolone derivatives for antiprion activity via heterocyclocondensation1
• Heterocyclic thiazolidinone and azetidinone compound for antibacterial studies2