70458-92-3

70458-92-3 structure

Name: Pefloxacin
Chemical Name: 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
CAS Number: 70458-92-3
Molecular Formula: C₁₇H₂₀FN₃O₃
Molecular Weight: 333.357
Catalog: API Synthetic anti-infective drugs Quinolone
Create Date: 2018-02-06 08:00:00
Modify Date: 2026-07-03 22:43:41
Pefloxacin is a an antibacterial agent and prevents bacterial DNA replication by inhibiting DNA gyrase (topoisomerse)Target: DNA gyrasePefloxacin is a synthetic chemotherapeutic agent used to treat severe and life-threatening bacterial infections. Pefloxacin is commonly referred to as afluoroquinolone (or quinolone) drug and is a member of the fluoroquinolone class of antibacterials. It is an analog of norfloxacin. It is a synthetic fluoroquinolone, belonging to the 3rd generation of quinolones. Pefloxacin is extensively prescribed in France. Pefloxacin has not been approved for use in the United States.The bactericidal action of pefloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.

Name	1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
Synonyms	1589mRB：Peflox am-725 PEFLOXACIN METHANESULFONATE am725 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinec Penaeine EU-5306 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid Pefloxacino 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid PEFLOXACIN MESYLATE PERFLOXACINE EINECS 274-611-8 1-Ethyl-1，4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecboxylic acid PFLX Abactal Labocton 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxo-3-quinolinecboxylic acid Acrylamide Impurity 31 Pefloxacin in Methanol pefloxacine 1589RB Pefloxacin (USAN) PEFLOXACIN(SUBJECTTOPATENTFREE) MFCD01685696 peflacin nyl)-4-oxo Silver Pefloxacin Penoxacine RB-1589 N-Methylnorfloxacin Pefloxacinium Pefloxacine 3-quinolinecboxylicacid,1,4-dihydro-1-ethyl-6-fluoro-7-(4-methyl-1-piperazi PEFLOXACINE METHANSULFONATE DIHYDRATE Pefloxacin //BP PEFLOXACINE MESYLATE DIHYDRATE 1-ETHYL-6-FLUORO-1,4-DIHYDRO-7-(4-METHYL-1-PIPERAZINYL-4-OXO-3-QUINOLINE CBOXYLIC ACID) METHANE SULPHONATE DIHYDRATE 1584rb 1-Ethyl-6-fluoro-1,4-dihydro-7-(4-methylpiperazino)-4-oxo-3-quinolinecboxylic acid 1,4-Didhydro-7(4-methylpiperazinyl)-fluoro-1-ethyl-4-oxosynolin cbonoic acid 1-Ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecboxylic acid SULPHONATE DIHYDRATE 3-Quinolinecboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo 1-Ethyl-4-oxo-6-fluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-3-quinolinecboxylic acid PEFLOXACIN MESYLATE DIHYDRATE Pefloxacinum 1-ETHYL-6-FLUORO-7-(4-METHYLPIPERAZIN-1-YL)-4-OXO-QUINOLINE-3-CBOXYLIC ACID PEFLOXACIN PEFLOXACIN METHANE SULFONATE DIHYDRATE

Description	Pefloxacin is a an antibacterial agent and prevents bacterial DNA replication by inhibiting DNA gyrase (topoisomerse)Target: DNA gyrasePefloxacin is a synthetic chemotherapeutic agent used to treat severe and life-threatening bacterial infections. Pefloxacin is commonly referred to as afluoroquinolone (or quinolone) drug and is a member of the fluoroquinolone class of antibacterials. It is an analog of norfloxacin. It is a synthetic fluoroquinolone, belonging to the 3rd generation of quinolones. Pefloxacin is extensively prescribed in France. Pefloxacin has not been approved for use in the United States.The bactericidal action of pefloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.
Related Catalog	Signaling Pathways >> Anti-infection >> Bacterial Natural Products >> Alkaloid Research Areas >> Infection
References	[1]. Drlica K, et al. DNA gyrase, topoisomerase IV, and the 4-quinolones. Microbiol Mol Biol Rev. 1997 Sep;61(3):377-92. [2]. Hussy P, et al. Effect of 4-quinolones and novobiocin on calf thymus DNA polymerase alpha primase complex, topoisomerases I and II, and growth of mammalian lymphoblasts. Antimicrob Agents Chemother. 1986 Jun;29(6):1073-8.

Density	1.3±0.1 g/cm3
Boiling Point	529.1±50.0 °C at 760 mmHg
Molecular Formula	C₁₇H₂₀FN₃O₃
Molecular Weight	333.357
Flash Point	273.8±30.1 °C
Exact Mass	333.148865
PSA	65.78000
LogP	1.51
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.594
Storage condition	2-8℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VB2002000

CHEMICAL NAME :: 3-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-7-(4-methyl-1-piperaziny l)-4-oxo-

CAS REGISTRY NUMBER :: 70458-92-3

BEILSTEIN REFERENCE NO. :: 0567618

LAST UPDATED :: 199806

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C17-H20-F-N3-O3

MOLECULAR WEIGHT :: 333.40

WISWESSER LINE NOTATION :: T66 BN VVJ B2 DVQ HF I- AT6N DNTJ D1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 1714 mg/kg/21W-I

TOXIC EFFECTS :: Peripheral Nerve and Sensation - paresthesis Peripheral Nerve and Sensation - structural change in nerve or sheath

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 343 mg/kg/30D-I

TOXIC EFFECTS :: Musculoskeletal - joints Musculoskeletal - other changes

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 16 mg/kg

TOXIC EFFECTS :: Behavioral - hallucinations, distorted perceptions Behavioral - muscle contraction or spasticity

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 225 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7500 mg/kg/30D-C

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - other changes in urine composition Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 30 gm/kg

SEX/DURATION :: male 30 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

MUTATION DATA

TYPE OF TEST :: Unscheduled DNA synthesis

TEST SYSTEM :: Rodent - rat Liver

DOSE/DURATION :: 780 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 221,263,1989

Hazard Codes	N
Risk Phrases	R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
Safety Phrases	S61
RIDADR	UN 3082
RTECS	WM6250000

Precursor 10
70458-96-7 74-88-4 50-00-0 109-01-3
68077-26-9 7440-44-0 74-83-9 367-21-5
70458-94-5 70032-30-3
DownStream 1
110719-58-9

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