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Merck
CN

P0106

Pefloxacin mesylate dihydrate

Synonym(s):

3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-, monomethanesulfonate, dihydrate, Pefloxacine monomethanesulfonate dihydrate, Pefloxacinium methanesulfonate dihydrate

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About This Item

Linear Formula:
C17H20FN3O3 • CH4O3S • 2H2O
CAS Number:
149676-40-4
Molecular Weight:
465.49
NACRES:
NA.76
PubChem Substance ID:
329820015
UNSPSC Code:
51102829
EC Number:
274-613-9
MDL number:
MFCD01685696

Key Documents

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form

powder

Quality Level

100

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

DNA synthesis | interferes, enzyme | inhibits

storage temp.

2-8°C

SMILES string

O.O.CS(O)(=O)=O.CCN1C=C(C(O)=O)C(=O)c2cc(F)c(cc12)N3CCN(C)CC3

InChI

1S/C17H20FN3O3.CH4O3S.2H2O/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);2*1H2

InChI key

LEULAXMUNMRLPW-UHFFFAOYSA-N

Related Categories

General description

Chemical structure: fluoroquinolone

Application

Pefloxacin is a synthetic broad-spectrum fluoroquinolone antibiotic that is effective against most gram-negative and gram-positive bacteria. It is used to treat gonococcal urethritis and for gram-negative-bacterial infections in the gastrointestinal system and the genitourinary tract. Pefloxacin mesylate dihydrate has been used to induce achilles tendon toxicity in rodents. It′s cytotoxicity and uptake have been studied in primary cultures of rat hepatocytes.

Biochem/physiol Actions

Pefloxacin inhibits the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase is thought to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV is thought to be the primary target in gram-positive organisms. The inhibition of the topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. Therefore, DNA replication and transcription is inhibited . Pefloxacin is an analog of norfloxacin.
Pefloxacin is a synthetic fluoroquinolone that functions an antibacterial agent. It is an analog of norfloxacin.
Mode of Action: Pefloxacin prevents bacterial DNA replication by inhibiting DNA gyrase.
Antimicrobial spectrum: Pefloxacin is highly active against Staphylococcus aureus, E. coli, other enterobacteria, and Pseudomonas aeruginosa. Active against gram-positive bacteria and excellent activity against gram-negative bacteria.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBZ1643V
MKBR1467V
SLBG8950V
SLBC5834V
110M1325V

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M A Simonin et al.
Antimicrobial agents and chemotherapy, 44(4), 867-872 (2000-03-18)
Despite a relatively low incidence of serious side effects, fluoroquinolones and the fluoroquinolone pefloxacin have been reported to occasionally promote tendinopathy that might result in the complication of spontaneous rupture of tendons. In the present study, we investigated in rodents
P Nordmann et al.
The Journal of antimicrobial chemotherapy, 24(3), 355-363 (1989-09-01)
The cytotoxicity and the uptake of three 4-quinolones--pefloxacin, ciprofloxacin, and ofloxacin--were investigated in primary cultures of rat hepatocytes. As assessed by intracellular enzyme release in culture media, pefloxacin at concentration 400 mg/l and ciprofloxacin at 200 mg/l were found to

Global Trade Item Number

SKUGTIN
P0106-10G04061834290827

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