17850

Ciprofloxacin

≥98% (HPLC)

• Synonym(s): 1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid, Ciprobay
• Empirical Formula (Hill Notation): C₁₇H₁₈FN₃O₃
• CAS Number: 85721-33-1
• Molecular Weight: 331.34
• Beilstein: 3568352
• MDL number: MFCD00185755
• UNSPSC Code: 41116105
• PubChem Substance ID: 329751572
• NACRES: NA.21

Properties

• Agency: EPA 1694
• Quality Level: 200
• Assay: ≥98% (HPLC)
• form: powder or crystals
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• application(s): environmental
• Mode of action: DNA synthesis | interferes; enzyme | inhibits
• SMILES string: OC(=O)C1=CN(C2CC2)c3cc(N4CCNCC4)c(F)cc3C1=O
• InChI: 1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
• InChI key: MYSWGUAQZAJSOK-UHFFFAOYSA-N
• Gene Information: human ... CYP1A2(1544), KCNH1(3756) ; rat ... Gabra1(29705)

Description

General description

Ciprofloxacin is a second-generation broad-spectrum fluoroquinolone antibiotic with extensive antimicrobial and pharmacokinetic properties that is widely used to combat bacterial infections. Its chemical name is 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid.

Chemical structure: fluoroquinolone

Application

Ciprofloxacin is widely used in clinical practices against Gram-positive and Gram-negative bacteria and the treatment of a broad range of infections, including those of the skin, eyes, urinary tract, lower respiratory tract, gastrointestinal tract, et cetera. It can also be combined with various antimicrobial agents to combat bacterial biofilms as well as multidrug-resistant microorganisms. Its derivatives have been developed to synthesize novel antibacterials with enhanced potency and diverse antimicrobial effects including antibacterial, antifungal, anti-HIV, anti-tumor, and anti-TB properties.

Biochem/physiol Actions

The mechanism of action of Ciprofloxacin is the inhibition of bacterial DNA synthesis by blocking the subunit A of DNA gyrase enzyme as well as by affecting the bacterial cell wall.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves