Enoxacin

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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
Legal status	?
Routes	Oral
Identifiers
CAS number	74011-58-8^Y
ATC code	J01MA04
PubChem	CID 3229
DrugBank	DB00467
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 Fc1c(nc2c(c1)C(=O)C(\C(=O)O)=C/N2CC)N3CCNCC3
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
Y (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.

It has been shown recently that it may have cancer inhibiting effect.^[3]

References

↑ Rafalsky, V.; Andreeva, I.; Rjabkova, E.; Rafalsky, Vladimir V (2006). "Quinolones for uncomplicated acute cystitis in women". In Rafalsky, Vladimir V. 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.
↑ http://www.pnas.org/content/early/2011/02/24/1014720108

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 Sulfadoxine Sulfalene Sulfametomidine Sulfametoxydiazine Sulfamethoxypyridazine Sulfaperin Sulfamerazine Sulfaphenazole Sulfamazone

Other/ungrouped	Sulfacetamide Sulfadicramide Sulfametrole

Combinations

Trimethoprim/sulfamethoxazole^#

Topoisomerase
inhibitors/
quinolones/
(inhibits
DNA replication)

1st g.

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)

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