2-bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]acetamide

• ChemBase ID: 162904
• Molecular Formular: C14H13BrFN3O2
• Molecular Mass: 354.1743232
• Monoisotopic Mass: 353.01751689
• SMILES: c1(nn(c(c1C(=O)c1ccccc1F)NC(=O)CBr)C)C
• Canonical SMILES: BrCC(=O)Nc1n(C)nc(c1C(=O)c1ccccc1F)C
• InChI: InChI=1S/C14H13BrFN3O2/c1-8-12(13(21)9-5-3-4-6-10(9)16)14(19(2)18-8)17-11(20)7-15/h3-6H,7H2,1-2H3,(H,17,20)
• InChIKey: NVKLBXLZFOXMBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]acetamide
• IUPAC Traditional name: 2-bromo-N-[4-(2-fluorobenzoyl)-2,5-dimethylpyrazol-3-yl]acetamide
• Synonyms: 2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide

Database IDs

• CAS Number: 63960-69-0
• PubChem SID: 162257039
• PubChem CID: 12393519

CALCULATED PROPERTIES

• Acid pKa: 12.352077
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.8342416
• LogD (pH = 7.4): 2.8343651
• Log P: 2.8343716
• Molar Refractivity: 92.1978 cm^3
• Polarizability: 29.766321 Å^3
• Polar Surface Area: 63.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Formamide; Methanol
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - B684530

Intermediate in the syntheis of a Zolazepam (Z613500) metabolite. Used in the preparation of pyrazolodiazepines as antianxiety and anticonvulsant agents.

REFERENCES

• Wise, L. et al.; J. Med. Chem.; 29, 1628 (1968)
• DeWald, H. et al.; J. Med. Chem. 20, 1562 (1977)