1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde

• ChemBase ID: 82582
• Molecular Formular: C12H12N2O2
• Molecular Mass: 216.23588
• Monoisotopic Mass: 216.08987763
• SMILES: n1(n(c2ccccc2)c(=O)c(c1C)C=O)C
• Canonical SMILES: O=Cc1c(C)n(n(c1=O)c1ccccc1)C
• InChI: InChI=1S/C12H12N2O2/c1-9-11(8-15)12(16)14(13(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
• InChIKey: QFYZFYDOEJZMDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde
• IUPAC Traditional name: 1,5-dimethyl-3-oxo-2-phenylpyrazole-4-carbaldehyde
• Synonyms: Antipyrine-4-carboxaldehyde; 2,3-Dihydro-1,5-dimethyl-4-formyl-3-oxo-2-phenyl-1H-pyrazole; 2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxaldehyde; 4-Antipyrinecarboxaldehyde; 2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxaldehyde; 2,3-Dimethyl-4-formyl-1-phenyl-5-pyrazolone; 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxaldehyde; 4-Antipyrinecarboxaldehyde; 4-Formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one; 4-Formyl-2,3-dimethyl-1-phenyl-3-pyrazoline-5-one; NSC 60408; 4-Formyl Antipyrine; 2,3-Dimethyl-5-oxo-1-phenyl-3-pyrazoline-4-carboxaldehyde; Antipyraldehyde; 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde; 2,3-二甲基-5-氧代-1-苯基-3-吡唑啉-4-甲醛; 安替比林甲醛; 4-安替比林甲醛

Database IDs

• CAS Number: 950-81-2
• EC Number: 213-452-0
• MDL Number: MFCD00003144
• PubChem SID: 162069701; 24847531
• PubChem CID: 70371

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.6475986
• LogD (pH = 7.4): 0.6475987
• Log P: 0.6475987
• Molar Refractivity: 61.5657 cm^3
• Polarizability: 22.812477 Å^3
• Polar Surface Area: 40.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 158 - 160°C; 162-165 °C(lit.); 162-165°C
• Hydrophobicity(logP): 0.177

Safety Information

• Storage Warning: Irritant/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C12H12N2O2

DETAILS

Sigma Aldrich - 123250

Packaging
25 g in glass bottle

Toronto Research Chemicals - F696850

A derivative of the analgesic drug Antipyrene (A697500) with antiviral activity.

REFERENCES

• Evstropov, A.N. et al.: Khim.-Farmat. Zhur., 26, 50 (1992)
• Venkatasubban, K.S. et al.: Spec. Lett., 30, 1685 (1992)