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

• ChemBase ID: 167407
• Molecular Formular: C15H13F2NO4
• Molecular Mass: 309.2648264
• Monoisotopic Mass: 309.08126434
• SMILES: c1(c2c3c(cc1F)c(=O)c(cn3[C@H](CO2)C)C(=O)OCC)F
• Canonical SMILES: CCOC(=O)c1cn2[C@@H](C)COc3c2c(c1=O)cc(c3F)F
• InChI: InChI=1S/C15H13F2NO4/c1-3-21-15(20)9-5-18-7(2)6-22-14-11(17)10(16)4-8(12(14)18)13(9)19/h4-5,7H,3,6H2,1-2H3/t7-/m0/s1
• InChIKey: TZSXJUSNOOBBOP-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-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-carboxylate
• IUPAC Traditional name: ethyl (2S)-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-carboxylate
• Synonyms: 9,10-Difluoro-3-(S)-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate; (S)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 106939-34-8
• PubChem SID: 162261540
• PubChem CID: 834957

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.4819236
• LogD (pH = 7.4): 2.4819236
• Log P: 2.4819236
• Molar Refractivity: 74.1913 cm^3
• Polarizability: 27.393076 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetic Acid; Chloroform
• Apperance: Off-White to Light Yellow Solid
• Melting Point: 258-260°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D445748

Levofloxacin 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)