7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

• ChemBase ID: 174898
• Molecular Formular: C19H21FN2O4
• Molecular Mass: 360.3794432
• Monoisotopic Mass: 360.14853538
• SMILES: c1(c(cc2c3c1CCC(n3cc(c2=O)C(=O)O)C)F)N1CCC(CC1)O
• Canonical SMILES: OC1CCN(CC1)c1c(F)cc2c3c1CCC(n3cc(c2=O)C(=O)O)C
• InChI: InChI=1S/C19H21FN2O4/c1-10-2-3-12-16-13(18(24)14(19(25)26)9-22(10)16)8-15(20)17(12)21-6-4-11(23)5-7-21/h8-11,23H,2-7H2,1H3,(H,25,26)
• InChIKey: JYJTVFIEFKZWCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^5,^1^3]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
• IUPAC Traditional name: nadifloxacin
• Synonyms: 9-Fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic Acid; Jinofloxacin; OPC-7251; Acuatim; Nadifloxacin; Nadixa

Database IDs

• CAS Number: 124858-35-1
• PubChem SID: 164230808
• PubChem CID: 4410

CALCULATED PROPERTIES

• Acid pKa: 6.1315284
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.7517972
• LogD (pH = 7.4): 0.55404884
• Log P: 1.8429431
• Molar Refractivity: 96.0265 cm^3
• Polarizability: 34.990894 Å^3
• Polar Surface Area: 81.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 245-247°C (dec)

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - N200700

Fluorinated quinolone antibacterial (topical).

REFERENCES

• Kurokawa, I., et al.: J. Am. Acad. Dermatol., 25, 674 (1991)