4-methylbenzene-1-sulfonic acid 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid hydrate

• ChemBase ID: 178754
• Molecular Formular: C26H25F3N4O7S
• Molecular Mass: 594.5595096
• Monoisotopic Mass: 594.13960482
• SMILES: c1(c(cc2c(n1)n(cc(c2=O)C(=O)O)c1ccc(cc1F)F)F)N1CC(CC1)N.c1cc(ccc1S(=O)(=O)O)C.O
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)O.NC1CCN(C1)c1nc2n(cc(c(=O)c2cc1F)C(=O)O)c1ccc(cc1F)F.O
• InChI: InChI=1S/C19H15F3N4O3.C7H8O3S.H2O/c20-9-1-2-15(13(21)5-9)26-8-12(19(28)29)16(27)11-6-14(22)18(24-17(11)26)25-4-3-10(23)7-25;1-6-2-4-7(5-3-6)11(8,9)10;/h1-2,5-6,8,10H,3-4,7,23H2,(H,28,29);2-5H,1H3,(H,8,9,10);1H2
• InChIKey: SSULTCPIIYRGFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylbenzene-1-sulfonic acid 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid hydrate
• IUPAC Traditional name: toluenesulfonic acid tosufloxacin hydrate
• Synonyms: 7-(3-Amino-1-pyrrolidinyl)-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid Toluenesulfonate Hydrate; Tosufloxacin Tosylate; A-64730; T-3262; Ozax; Tosuxacin; Tosufloxacin Toluenesulfonate Hydrate

Database IDs

• CAS Number: 115964-29-9
• PubChem SID: 164234664
• PubChem CID: 5282468

CALCULATED PROPERTIES

• Acid pKa: 5.4128027
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.2750288
• LogD (pH = 7.4): 0.4727134
• Log P: 0.46834496
• Molar Refractivity: 98.3464 cm^3
• Polarizability: 35.703857 Å^3
• Polar Surface Area: 99.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 251-252°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T549500

Useful as a therapeutic antimicrobial for the treatment of respiratory infections.

REFERENCES

• Pandey, S., et al.: J. Environ. Biol., 14, 267 (1993)
• Halling-Sorensen, B., et al.: J. Antimicrob. Chemother., 46, 53 (1993)
• Kim, S., et al.: Environ. Sci. Technol., 41(1993)
• 50 (2007)