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

• ChemBase ID: 156948
• Molecular Formular: C17H19FN2O7S
• Molecular Mass: 414.4053632
• Monoisotopic Mass: 414.08970018
• SMILES: C[C@H]1COc2c(c(cc3c2n1cc(c3=O)C(=O)O)F)C1(CC1)N.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.OC(=O)c1cn2[C@@H](C)COc3c2c(c1=O)cc(c3C1(N)CC1)F
• InChI: InChI=1S/C16H15FN2O4.CH4O3S/c1-7-6-23-14-11(16(18)2-3-16)10(17)4-8-12(14)19(7)5-9(13(8)20)15(21)22;1-5(2,3)4/h4-5,7H,2-3,6,18H2,1H3,(H,21,22);1H3,(H,2,3,4)/t7-;/m0./s1
• InChIKey: UDHGFPATQWQARM-FJXQXJEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-(1-aminocyclopropyl)-7-fluoro-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; methanesulfonic acid
• IUPAC Traditional name: methanesulfonic acid; pazufloxacin
• Synonyms: Pazufloxacin mesylate; Pazufloxacin methanesulfonate; Pazufloxacin mesilate; (3S)-10-(1-Aminocyclopropyl)-9-fluror-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid Methanesulfonate; Pasil; Pazucross; Pazufloxacin Mesilate; T 3762; Pazufloxacin Mesylate; 帕珠沙星甲磺酸酯; 甲磺酸帕苏沙星; 甲磺酸帕珠沙星

Database IDs

• CAS Number: 163680-77-1
• MDL Number: MFCD00913262
• PubChem SID: 162251085
• PubChem CID: 6918232

CALCULATED PROPERTIES

• Acid pKa: 5.5860124
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.3100411
• LogD (pH = 7.4): -1.0749522
• Log P: -1.0583982
• Molar Refractivity: 80.0314 cm^3
• Polarizability: 30.003393 Å^3
• Polar Surface Area: 92.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: >255°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: UU8815400
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C16H15FN2O4 · CH4SO3

DETAILS

Sigma Aldrich - 34212

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - P211000

A fluorinated quinolone antibiotic. Antibacterial.

REFERENCES

• Fukuoka,Y., et al.: Antimicrob. Ag. Chemother., 37, 384 (1993)
• Todo, Y., et al.: Chem. Pharm. Bull., 42, 2569 (1994)