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CAS 177325-13-2 | Levofloxacin Hydrochloride
CAS 177325-13-2 | Levofloxacin Hydrochloride

CAS 177325-13-2 | Levofloxacin Hydrochloride

CAS:177325-13-2
MF:C18H21ClFN3O4
MW:397.83
EINECS:605-797-4
MDL No.:MFCD03265511

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Description

Application:

    Levofloxacin hydrochloride is the left-handed form of ofloxacin, and its antibacterial activity is about twice that of ofloxacin. Its main mechanism of action is to inhibit the activity of bacterial DNA gyrase (bacterial topoisomerase II) and hinder bacterial DNA replication. It has the characteristics of wide antibacterial spectrum and strong antibacterial effect. Levofloxacin hydrochloride has strong antibacterial activity against most Enterobacteriaceae bacteria, such as Escherichia coli, Klebsiella, Serratia, Proteobacter, Shigella, Salmonella, Citrobacter, Acinetobacter, as well as Gram negative bacteria such as Pseudomonas aeruginosa, Haemophilus influenzae, and Gonorrhea.

Application Category Detailed Uses
Human Clinical Use

- Respiratory tract infections: Pneumonia, chronic bronchitis, sinusitis

- Urinary tract infections: Complicated/uncomplicated UTIs

- Skin & soft tissue infections: Wound infections, cellulitis, abscesses

- Genitourinary infections: Prostatitis, pelvic inflammatory disease

- Gastrointestinal infections: Bacterial enteritis, typhoid fever

- Ophthalmic/otic use: Eye drops, ear drops for local infections

Veterinary Medicine Treatment of bacterial infections in livestock, poultry, and companion animals (respiratory, urinary, digestive systems)
Pharmaceutical Formulations API for tablets, capsules, injections, eye/ear drops, creams, and gels

 

 

Key Intermediates in Synthesis

Intermediate Name CAS No. Chemical Formula Role in Synthesis
Levofloxacin Q-Acid((S)-(-)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid) 100986-89-8 C₁₃H₉F₂NO₄ Main precursor; undergoes piperazine substitution to form levofloxacin
Ethyl (S)-9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate - C₁₅H₁₃F₂NO₅ Esterified Q-acid; main intermediate for piperazine coupling
N-Methylpiperazine 109-01-3 C₅H₁₂N₂ Amination reagent; substitutes the 10-fluoro group of Q-acid
2,3,4,5-Tetrafluorobenzoyl chloride 94695-48-4 C₇HClF₄O Starting material for constructing the fluoroquinolone core structure
Levofloxacin (free base) 100986-85-4 C₁₈H₂₀FN₃O₄ Direct precursor; converted to hydrochloride salt with HCl

 

 

Synonyms:

Levofloxacin hydrochloride

177325-13-2

(S)-9-Fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid hydrochloride

7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, hydrochloride (1:1), (3S)-

(2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid;hydrochloride

7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, monohydrochloride, (S)-

C18H21ClFN3O4

(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid Monohydrochloride;

(3S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid 

 

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