70458-95-6

Basic information

• Product Name: Pefloxacin mesylate
• Synonyms: AKOS 91194;1-ETHYL-6-FLUORO-7-(4-METHYL-PIPERAZIN-1-YL)-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID;3-carboxy-1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline monomethanesulphonate;Pefloxacine Mesylate;PEFLOXACIN MESYLATE, HIGH PURITY;3-quinolinecarboxylic acid,1,4-dihydro-1-ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-,monomethanesulfonate, dihydrate;1-Ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid monomethanesulfonate;Pefloxacin mesylate
• CAS NO: 70458-95-6
• Molecular Formula: CH₃O₃S*C₁₇H₂₁FN₃O₃
• Molecular Weight: 333.36
• EINECS: 274-613-9
• Product Categories: Pharmacutical raw materials;Inhibitors
• Mol File: 70458-95-6.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 529.1 °C at 760 mmHg
• Flash Point: 273.8 °C
• Appearance: /
• Density: 1.32 g/cm3
• Vapor Pressure: 5.05E-12mmHg at 25°C
• Storage Temp.: Refrigerator
• Solubility: Freely soluble in water, slightly soluble in ethanol (96 per cent), very slightly soluble in methylene chloride.
• CAS DataBase Reference: Pefloxacin mesylate(CAS DataBase Reference)
• NIST Chemistry Reference: Pefloxacin mesylate(70458-95-6)
• EPA Substance Registry System: Pefloxacin mesylate(70458-95-6)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 16-26-36/37/39-45
• Hazardous Substances Data: 70458-95-6(Hazardous Substances Data)

Usage

Description

Pefloxacin mesylate, also known by the brand name PEFLACINE, is a broad-spectrum, third-generation quinolone antibacterial agent. It is a synthetic chemotherapeutic agent and an antibacterial agent with an IC50 of 6.7 nM. Pefloxacin mesylate is a fluorinated quinolone antibacterial, which is an analog of Norfloxacin. It is a pale beige solid and is useful in the treatment of infections caused by a variety of organisms, including methicillin-resistant S. aureus. A major metabolite of pefloxacin is norfloxacin.

Uses

Used in Pharmaceutical Industry:
Pefloxacin mesylate is used as an antibacterial agent for the treatment of various infections caused by a wide range of organisms. Its broad-spectrum activity and effectiveness against methicillin-resistant S. aureus make it a valuable option in the fight against antibiotic-resistant bacteria.
Used in Research and Development:
Pefloxacin mesylate is used as a chemotherapeutic agent in research and development for its potential applications in the treatment of various types of cancer. Its IC50 value of 6.7 nM indicates its potency and potential for further study and development in this area.
Used in Drug Delivery Systems:
Pefloxacin mesylate can be employed in the development of novel drug delivery systems to enhance its bioavailability, delivery, and therapeutic outcomes. This may involve the use of various organic and metallic nanoparticles as carriers for improved targeting and efficacy against specific pathogens or cancer cells.

Originator

Roger Bellon (Rhone-Poulenc) (France)

InChI:InChI=1/C17H20FN3O3.CH4O3S/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21;1-5(2,3)4/h8-10H,3-7H2,1-2H3,(H,23,24);1H3,(H,2,3,4)

Synthetic route

potassium tetrachloroplatinate(II) (10025-99-7) + Peflox (70458-95-6) → bis{4-(3-carboxy-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolyl)-1-methylpiperazinium} tetrachloroplatinate(II) dihydrate

Conditions	Yield
With H2O In water room temp.; filtration, washing, drying;

1H-imidazole (288-32-4) + cobalt(II) chloride hexahydrate + Peflox (70458-95-6) → C20H27ClCoFN5O5

Conditions	Yield
With sodium hydroxide In water for 2h; Reflux;

1H-imidazole (288-32-4) + copper(II) choride dihydrate + Peflox (70458-95-6) → C20H23ClCuFN5O3*2.5H2O

Conditions	Yield
With sodium hydroxide In water for 2h; Reflux;

1H-imidazole (288-32-4) + nickel(II) chloride hexahydrate + Peflox (70458-95-6) → C20H23ClFN5NiO3*H2O

Conditions	Yield
With sodium hydroxide In water for 2h; Reflux;

1H-imidazole (288-32-4) + chromium(III) chloride hexahydrate + Peflox (70458-95-6) → C20H25Cl2CrFN5O4

Conditions	Yield
With sodium hydroxide In water for 2h; Reflux;

1H-imidazole (288-32-4) + Peflox (70458-95-6) + zinc(II) chloride (7646-85-7) → C20H27ClFN5O5Zn*0.25H2O

Conditions	Yield
With sodium hydroxide In water for 2h; Reflux;

1H-imidazole (288-32-4) + manganese(II) chloride tetrahydrate + Peflox (70458-95-6) → C20H23ClFMnN5O3

Conditions	Yield
With sodium hydroxide In water for 2h; Reflux;

1H-imidazole (288-32-4) + Peflox (70458-95-6) + silver nitrate → [Ag(pefloxacin)(imidazole)].2H2O

Conditions	Yield
With sodium hydroxide In water for 2h; Reflux;

Peflox (70458-95-6) + palladium dichloride → Pd(PFX)2

Conditions	Yield
With ammonia In methanol for 6h; pH=9; Reflux;