6,7-difluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

• ChemBase ID: 145178
• Molecular Formular: C13H9F2NO4
• Molecular Mass: 281.2116664
• Monoisotopic Mass: 281.04996421
• SMILES: CC1COc2c3n1cc(c(=O)c3cc(c2F)F)C(=O)O
• Canonical SMILES: OC(=O)c1cn2C(C)COc3c2c(c1=O)cc(c3F)F
• InChI: InChI=1S/C13H9F2NO4/c1-5-4-20-12-9(15)8(14)2-6-10(12)16(5)3-7(11(6)17)13(18)19/h2-3,5H,4H2,1H3,(H,18,19)
• InChIKey: NVKWWNNJFKZNJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-difluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• IUPAC Traditional name: 6,7-difluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• Synonyms: 9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid; 9,10-Difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; 9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid(RS-Ofloxacin Carboxylic Acid); 氧氟酸

Database IDs

• CAS Number: 82419-35-0
• MDL Number: MFCD00226106
• PubChem SID: 162239388; 24870817
• PubChem CID: 534278

CALCULATED PROPERTIES

• Acid pKa: 5.5150814
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.4524573
• LogD (pH = 7.4): -0.13491902
• Log P: 1.7458881
• Molar Refractivity: 64.6736 cm^3
• Polarizability: 23.55114 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: >300°C; 320-322 °C(lit.)

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Pharmacology Properties

• Gene Information: human ... CSNK2A1(1457)

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H9F2NO4

DETAILS

Sigma Aldrich - 472670

Packaging
5 g in glass bottle

Toronto Research Chemicals - D445745

Ofloxacin intermediate.

REFERENCES

• Traxler, P., et al.: J. Med. Chem., 42, 1018 (1999)
• Battistutta, R., et al.: J. Biol. Chem., 275, 29618 (1999)
• Ravi, R., et al.: Cancer Res., 62, 4180 (1999)
• Meggio, F., et al.: Biochemistry, 43, 12931 (2004)