ChemicalBook--->CAS DataBase List--->98079-52-8

98079-52-8

98079-52-8 Structure

98079-52-8 Structure
IdentificationMore
[Name]

Lomefloxacin hydrochloride
[CAS]

98079-52-8
[Synonyms]

1-ETHYL-6,8-DIFLUORO-1,4-DIHYDRO-7-[3-METHYL-1-PIPERAZINYL]-4-OXO-3-QUINOLINECARBOXYLIC ACID HYDROCHLORIDE
LOMEFLOXACIN HCL
LOMEFLOXACIN HYDROCHLORIDE
1,4-dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylicacimonohydrochloride
bareon
ny198
sc-47111
Lomoefloxacin HCL
LomefloxacineHCl
Chimono
Lomebact
Maxaquin
Okacin
Okacyn
3-Quinolinecarboxylic acid, 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-, monohydrochloride (9CI)
Mazaquin
Uniquin
1,4-dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acimonohydrochloride
bareonny
1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid hydrochloride
[EINECS(EC#)]

627-337-1
[Molecular Formula]

C17H20ClF2N3O3
[MDL Number]

MFCD00214312
[Molecular Weight]

387.81
[MOL File]

98079-52-8.mol
Chemical PropertiesBack Directory
[Appearance]

White powder with no smell, bitter taste
[Melting point ]

290-3000C
[storage temp. ]

−20°C
[solubility ]

1 M NaOH: soluble50mg/mL
[form ]

powder to crystal
[color ]

white to off-white
[biological source]

synthetic
[Usage]

Fluorinated quinolone antibacterial. DNA gyrase antagonist
[Merck ]

5562
[InChI]

InChI=1S/C17H19F2N3O3.ClH/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22;/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25);1H
[InChIKey]

KXEBLAPZMOQCKO-UHFFFAOYSA-N
[SMILES]

N1(CC)C2=C(C=C(F)C(N3CCNC(C)C3)=C2F)C(=O)C(C(O)=O)=C1.[H]Cl
[CAS DataBase Reference]

98079-52-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P261-P264-P270-P272-P280-P301+P312+P330-P302+P352+P333+P313+P363-P501
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[WGK Germany ]

3
[RTECS ]

VB1997500
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

N,N-Dimethylformamide-->Pyridine-->Bromoethane-->1,2,3-Trifluoro-4-nitrobenzene-->2-Methylpiperazine-->Sodium bicarbonate-->1-Ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-2-quinolinecarboxylic acid
[Preparation Products]

Lomefloxacin
Questions and Answers (Q&A)Back Directory
[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.
[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.
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

Lomefloxacin hydrochloride(98079-52-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

98079-52-8(sigmaaldrich)
[TCI AMERICA]

Lomefloxacin Hydrochloride,>98.0%(LC)(T)(98079-52-8)
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