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Lomefloxacin hydrochloride

Basic information Safety Supplier Related

Lomefloxacin hydrochloride Basic information

Product Name:
Lomefloxacin hydrochloride
Synonyms:
  • 1,4-dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylicacimonohydrochloride
  • bareon
  • ny198
  • sc-47111
  • 1-ETHYL-6,8-DIFLUORO-1,4-DIHYDRO-7-[3-METHYL-1-PIPERAZINYL]-4-OXO-3-QUINOLINECARBOXYLIC ACID HYDROCHLORIDE
  • LOMEFLOXACIN HCL
  • LOMEFLOXACIN HYDROCHLORIDE
  • Chimono
CAS:
98079-52-8
MF:
C17H20ClF2N3O3
MW:
387.81
EINECS:
627-337-1
Product Categories:
  • Halogenated Heterocycles ,Benzothiazoles
  • Antibiotics for Research and Experimental Use
  • Biochemistry
  • Quinolones (Antibiotics for Research and Experimental Use)
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Lomefloxacin
Mol File:
98079-52-8.mol
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Lomefloxacin hydrochloride Chemical Properties

Melting point:
290-3000C
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
1 M NaOH: soluble50mg/mL
form 
powder to crystal
color 
white to off-white
biological source
synthetic
Merck 
14,5562
CAS DataBase Reference
98079-52-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
RTECS 
VB1997500
HS Code 
29339900

MSDS

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Lomefloxacin hydrochloride Usage And Synthesis

Description

Lomefloxacin is an orally bioavailable, broad-spectrum fluoroquinolone antibiotic. In vitro, it inhibits growth of N. gonorrhoeae, E. coli, K. pneumoniae, P. vulgaris, S. epidermidis, and M. morganii (MIC90s = 0.1, 0.39, 0.39, 0.39, 0.39, and 0.78 μg/ml, respectively). It also inhibits growth of S. aureus and methicillin-resistant S. aureus (MRSA; MIC90 = 3.13 μg/ml for both) and of H. influenzae and ampicillin-resistant H. influenzae (MIC90 = 0.1 μg/ml for both). In vivo, lomefloxacin inhibits the growth of P. mirabilis, E. coli, K. pneumoniae, and S. aureus (ED50s = 1.39, 1.45, 1.78, and 6.66 mg/kg, respectively) in mouse models of systemic infection. It inhibits bacterial DNA gyrase, thereby inhibiting DNA synthesis and bacterial growth. Formulations containing lomefloxacin have been used in the treatment of bronchitis and urinary tract bacterial infections.

Description

Lomefloxacin hydrochloride is the hydrochloride form of Lomefloxacin. Lomefloxacin is a bactericidal fluoroquinolone agent that is active against gram-negative and gram-positive organisms. Lomefloxacin inhibits bacterial DNA gyrase (topoisomerase II) 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. Lomefloxacin can be used to treat many kinds of infections such as respiratory, urinary tract, obstetric, gynaecological, joint, skin, oral, ear, nose, throat and eye infections. Compared with other quinolone antibacterial drugs, lomefloxacin has certain advantages such as convenient administration and no necessity of theophylline dosage adjustment.

Chemical Properties

White powder with no smell, bitter taste

Originator

Foxil,Sarabhai Chemicals,India

Uses

Fluorinated quinolone antibacterial. DNA gyrase antagonist

Definition

ChEBI: The hydrochloride salt of lomefloxacin. It is administered by mouth to treat bacterial infections including bronchitis and urinary tract infections. It is also used topically as eye drops for the treatment of bacterial conjunctivitis, and as ear drops for he treatment of otitis externa and otitis media.

Manufacturing Process

A mixture of 1.00 g of 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3- carboxylic acid, 1.10 g of 2-methylpiperazine and 10 ml of pyridine was heated for 15 minutes under reflux. The reaction mixture was evaporated and methanol was added to the residue. The precipitate was filtered and recrystallized from ethanol to give 0.36 g of the 1-ethyl-6,8-difluoro-1,4- dihydro-7-(3-methyl-1-piperazinyl)-4-oxoquinoline-3-carboxylic acid as colorless needles, melting point 239.0-240.5°C.
By the usual manner the hydrochloride was prepared and recrystallized from water as colorless needles, melting point 290-300°C (decomp.).

brand name

Maxaquin (Pharmacia).

Therapeutic Function

Antibacterial

References

Wadworth, A. N., and K. L. Goa. "Lomefloxacin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use. " Drugs 42.6(1991): 1018-60.
Symonds, W. T., and D. E. Nix. "Lomefloxacin and temafloxacin: two new fluoroquinolone antimicrobials." Clin Pharm 11.9(1992): 753-66.

Lomefloxacin hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

Lomefloxacin hydrochlorideSupplier

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