7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride

• ChemBase ID: 44462
• Molecular Formular: C21H25ClFN3O4
• Molecular Mass: 437.8923032
• Monoisotopic Mass: 437.1517622
• SMILES: n1(c2c(c(=O)c(c1)C(=O)O)cc(c(N1C[C@H]3[C@@H](C1)NCCC3)c2OC)F)C1CC1.Cl
• Canonical SMILES: COc1c(N2C[C@@H]3[C@H](C2)CCCN3)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1.Cl
• InChI: InChI=1S/C21H24FN3O4.ClH/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24;/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28);1H/t11-,16+;/m0./s1
• InChIKey: IDIIJJHBXUESQI-DFIJPDEKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
• IUPAC Traditional name: moxifloxacin hydrochloride
• Synonyms: Moxifloxacin hydrochloride; 1-Cyclopropyl-6-fluoro-8-methoxy-7-[(4aS,7aS)-octahydropyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride; Moxifloxacin hydrochloride; Avelox; Avalox

Database IDs

• CAS Number: 186826-86-8
• MDL Number: MFCD00949117
• Beilstein Number: 8377447
• PubChem SID: 162049225
• PubChem CID: 101526

CALCULATED PROPERTIES

• Acid pKa: 5.6861296
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.79074246
• LogD (pH = 7.4): -0.4932184
• Log P: -0.49897495
• Molar Refractivity: 106.224 cm^3
• Polarizability: 39.591274 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO

Safety Information

• Storage Condition: -20°C
• Storage Warning: IRRITANT
• RTECS: VB1983750
• German water hazard class: 2
• TSCA Listed: false

Product Information

• Purity: 98%; 99%
• Grade: VETRANAL™, analytical standard
• Salt Data: hydrochloride
• Empirical Formula (Hill Notation): C21H24FN3O4· HCl

DETAILS

Selleck Chemicals - S1465

Research Area: Infection
Biological Activity:
Moxifloxacin(Avelox, Avalox) is a fourth generation synthetic fluoroquinolone antibacterial agent. Moxifloxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria. It functions by inhibiting DNA gyrase, a type II topoisomerase and topoisomerase IV, which is an enzyme necessary to separate bacterial DNA, thereby inhibiting cell replication. [1]

Sigma Aldrich - 32477

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

REFERENCES

• http://www.rxlist.com/vigamox-drug.htm