lomefloxacin

Trade name: maxaquin

Small moleculeapproved

Approved

Feb 21, 1992

Lomefloxacin hydrochloride (marketed under the following brand names in English speaking countries Maxaquin, Okacyn, Uniquin) is a fluoroquinolone antibiotic used to treat bacterial infections. It is used to treat chronic bronchitis, as well as complicated and uncomplicated urinary tract infections. It is also used as a prophylactic or preventative treatment to prevent urinary tract infections in patients undergoing transrectal or transurethral surgical procedures. Flouroquinolones such as lomefloxacin possess excellent activity against gram-negative aerobic bacteria such as E.coli and Neisseria gonorrhoea as well as gram-positive bacteria including S. pneumoniae and Staphylococcus aureus. They also posses effective activity against shigella, salmonella, campylobacter, gonococcal organisms, and multi drug resistant pseudomonas and enterobacter. Lomefloxacin is a bactericidal fluoroquinolone agent with activity against a wide range of gram-negative and gram-positive organisms. The bactericidal action of lomefloxacin 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. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 1 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Timeline

1990s

  1. Feb 21, 1992

    Pharmacia — Earliest FDA Approval

  2. Feb 21, 1992

    Pharmacia — NDA Secondary Org

  3. Feb 21, 1992

    Pharmacia — NDA Organization

Indications

Mechanism of action

Approval history

  • approvedFeb 21, 1992

Chemistry & pharmacology

Loading structure…

SMILES

CCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c21
Mol. weight
351.35 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Racemic Mixture
Inorganic
No
Polymer
No
Delivery
Oral
Availability
Discontinued

Oral

Yes

Parenteral

No

Topical

No

Sources

Also known as

  • 1,4-dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 1,4-dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • (+-)-1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • (+-)-1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 3-quinolinecarboxylic acid, 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-, monohydrochloride
  • décalogiflox
  • lflx
  • lflx
  • logiflox
  • lomeflon
  • lomeflon
  • lomeflon
  • lomeflon
  • lomeflon
  • lomefloxacin
  • lomefloxacin
  • lomefloxacin
  • lomefloxacin
  • lomefloxacin
  • lomefloxacin
  • lomefloxacin
  • lomefloxacin
  • lomefloxacin
  • lomefloxacine
  • lomefloxacine
  • lomefloxacin hcl
  • lomefloxacin hcl
  • lomefloxacin hcl
  • lomefloxacin hydrochloride
  • lomefloxacin hydrochloride
  • lomefloxacin hydrochloride
  • lomefloxacin hydrochloride
  • lomefloxacin hydrochloride
  • lomefloxacino
  • lomefloxacino
  • lomefloxacinum
  • lomefloxacinum
  • lomenfloxacin
  • maxaquin
  • maxaquin
  • maxaquin
  • maxaquin
  • ny 198
  • ny-198
  • ny-198
  • ny-198
  • ocacin
  • okacin
  • okacyn
  • okacyn
  • okacyn
  • pharmacia brand 1 of lomefloxacin hydrochloride
  • pharmacia brand 2 of lomefloxacin hydrochloride
  • sc 4711
  • sc-4711
  • sc-47111
  • sc-47111
  • sc-47111a
  • sc-47111a

Organizations

Marketing (2)

OrganizationOrg typeRelationshipDate
PharmaciaFor profitNDA2Feb 21, 1992
PharmaciaFor profitNDAFeb 21, 1992