Enoxacin

Enoxacin

Systematic (IUPAC) name
1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a601013
Pregnancy cat.	?
Legal status	?
Routes	Oral
Identifiers
CAS number	74011-58-8^Y
ATC code	J01MA04
PubChem	CID 3229
DrugBank	APRD00947
ChemSpider	3116^Y
UNII	325OGW249P^Y
KEGG	D00310^Y
ChEBI	CHEBI:157175^Y
ChEMBL	CHEMBL826^Y
Chemical data
Formula	C₁₅H₁₇F N₄O₃
Mol. mass	320.319 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)^Y Key:IDYZIJYBMGIQMJ-UHFFFAOYSA-N^Y
N(what is this?) (verify)

Enoxacin (sold under the following trade names Almitil, Bactidan, Bactidron, Comprecin, Enoksetin, Enoxen, Enroxil, Enoxin, Enoxor, Flumark, Penetrex, Gyramid, Vinone) is an oral broad-spectrum fluoroquinolone antibacterial agent used in the treatment of urinary tract infections and gonorrhea. Insomnia is a common adverse effect.^[1]^[2] It is no longer available in the United States.

References

^ Rafalsky, V.; Andreeva, I.; Rjabkova, E.; Rafalsky, Vladimir V (2006). Rafalsky, Vladimir V. ed. "Quinolones for uncomplicated acute cystitis in women". Cochrane Database Syst Rev 3: CD003597. doi:10.1002/14651858.CD003597.pub2. PMID 16856014.
^ Mogabgab, WJ. (Dec 1991). "Recent developments in the treatment of sexually transmitted diseases". Am J Med 91 (6A): 140S–144S. doi:10.1016/0002-9343(91)90327-T. PMID 1767802.

Additional reading

Patel SS, Spencer CM (January 1996). "Enoxacin: a reappraisal of its clinical efficacy in the treatment of genitourinary tract infections". Drugs 51 (1): 137–60. PMID 8741236. .

External links

Medline entry

Antibacterials: nucleic acid inhibitors (J01E, J01M)

Antifolates
(inhibits
purine metabolism,
thereby inhibiting
DNA and RNA synthesis)

DHFR inhibitor

2,4-Diaminopyrimidine (Trimethoprim^#, Brodimoprim, Tetroxoprim, Iclaprim^†)

Sulfonamides
(DHPS inhibitor)

Short- acting	Sulfaisodimidine • Sulfamethizole • Sulfadimidine • Sulfapyridine • Sulfafurazole • Sulfanilamide (Prontosil) • Sulfathiazole • Sulfathiourea

Intermediate- acting	Sulfamethoxazole • Sulfadiazine^# • Sulfamoxole

Long- acting	Sulfadimethoxine • Sulfalene • Sulfametomidine • Sulfametoxydiazine • Sulfamethoxypyridazine • Sulfaperin • Sulfamerazine • Sulfaphenazole • Sulfamazone

Other/ungrouped

sulfanilamide (Sulfacetamide, Sulfametrole)

Combinations

Trimethoprim/sulfamethoxazole^#

Topoisomerase
inhibitors/
quinolones/
(inhibits
DNA replication)

1st g.

Cinoxacin^‡ • Flumequine • Nalidixic acid • Oxolinic acid • Pipemidic acid • Piromidic acid • Rosoxacin

Fluoro-
quinolones

2nd g.	Ciprofloxacin^# • Enoxacin^‡ • Fleroxacin^‡ • Lomefloxacin • Nadifloxacin • Ofloxacin • Norfloxacin • Pefloxacin • Rufloxacin

3rd g.	Balofloxacin • Grepafloxacin^‡ • Levofloxacin • Pazufloxacin • Sparfloxacin^‡ • Temafloxacin^‡ • Tosufloxacin

4th g.	Besifloxacin • Clinafloxacin^† • Garenoxacin • Gemifloxacin • Moxifloxacin • Gatifloxacin^‡ • Sitafloxacin • Trovafloxacin^‡/Alatrofloxacin^‡ • Prulifloxacin

Vet.	Danofloxacin • Difloxacin • Enrofloxacin • Ibafloxacin • Marbofloxacin • Orbifloxacin • Pradofloxacin • Sarafloxacin

Related (DG)	Aminocoumarins: Novobiocin

Anaerobic DNA
inhibitors

Nitro- imidazole derivatives	Metronidazole^# • Tinidazole • Ornidazole

Nitrofuran derivatives	Nitrofurantoin^# • Furazolidone^‡ • Nifurtoinol

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin • Rifabutin • Rifapentine • Rifaximin

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)