1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; methanesulfonic acid

• ChemBase ID: 176250
• Molecular Formular: C18H24FN3O6S
• Molecular Mass: 429.4630632
• Monoisotopic Mass: 429.13698472
• SMILES: c1(c(cc2c(c1)n(cc(c2=O)C(=O)O)CC)F)N1CCN(CC1)C.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.CCn1cc(C(=O)O)c(=O)c2c1cc(N1CCN(CC1)C)c(c2)F
• InChI: InChI=1S/C17H20FN3O3.CH4O3S/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21;1-5(2,3)4/h8-10H,3-7H2,1-2H3,(H,23,24);1H3,(H,2,3,4)
• InChIKey: HQQSBEDKMRHYME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; methanesulfonic acid
• IUPAC Traditional name: methanesulfonic acid; pefloxacin
• Synonyms: 1-Ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid Methanesulfonate; 41-982RP; Peflacin; Pefloxacin Methanesulfonate; Pefloxacin Mesylate

Database IDs

• CAS Number: 70458-95-6
• PubChem SID: 164232160
• PubChem CID: 119525

CALCULATED PROPERTIES

• Acid pKa: 5.6647615
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.72274345
• LogD (pH = 7.4): 0.16012752
• Log P: 0.8768126
• Molar Refractivity: 90.7715 cm^3
• Polarizability: 32.979492 Å^3
• Polar Surface Area: 64.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Acid; DMSo (Sparingly); Methanol (Sparingly)
• Apperance: Pale Beige Solid
• Melting Point: >255°C (dec.)

Safety Information

• Storage Condition: Refrigerator

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Mesylate

DETAILS

Toronto Research Chemicals - P218300

Pefloxacin is a fluorinated quinolone antibacterial; analog of Norfloxacin.

REFERENCES

• Barre, J., et al.: J. Pharm. Sci., 73, 1379 (1984)
• Contrepois, A., et al.: J. Antimicrob. Chemother., 14, 51 (1984)