Sulfalene

Sulfalene
Clinical data

Trade names	Eadazine, Kelfizina, Kelfizine W, Longum
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral^[1]
ATC code	J01ED02 (WHO) QJ01EQ19 (WHO)
Pharmacokinetic data
Protein binding	60 to 80%^[1]
Biological half-life	60 to 65 hours^[1]
Excretion	Urinary^[1]
Identifiers
IUPAC name 4-Amino-N-(3-methoxypyrazinyl)benzenesulfonamide
Synonyms	Sulfametopyrazine
CAS Number	152-47-6^Y
PubChem (CID)	9047
DrugBank	DB00664^Y
ChemSpider	8695^Y
UNII	T6BL4ZC15G^Y
KEGG	D01216^Y
ECHA InfoCard	100.005.278
Chemical and physical data
Formula	C₁₁H₁₂N₄O₃S
Molar mass	280.304 g/mol
3D model (Jmol)	Interactive image
SMILES O=S(=O)(Nc1nccnc1OC)c2ccc(N)cc2
InChI InChI=1S/C11H12N4O3S/c1-18-11-10(13-6-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)^Y Key:KXRZBTAEDBELFD-UHFFFAOYSA-N^Y
(verify)

Sulfalene (INN, USAN) or sulfametopyrazine (BAN) is a long-acting sulfonamide antibacterial used for the treatment of chronic bronchitis, urinary tract infections and malaria.^[2]^[3] As of 2014 there were only two countries in which it is currently still marketed: Thailand and Ireland.^[3]

It was discovered by researchers at Farmitalia and first published in 1960 and was marketed as Kelfizina.^[4]^[5]

References

1 2 3 4 "Sulfalene". MIMS Drug Information System. Retrieved 26 August 2011.
↑ DrugBank DB00664
1 2 Brayfield, A, ed. (9 May 2013). "Sulfametopyrazine". Martindale: The Complete Drug Reference. Pharmaceutical Press. Retrieved 28 March 2014.
↑ Baruffa G. Clinical trials in Plasmodium falciparum malaria with a long-acting sulphonamide. Trans R Soc Trop Med Hyg. 1966;60(2):222-4. PMID 5332105
↑ Per prior citation, the first publication: Camerino B, Palamidessi G (1960) Derivati della parazina II. Sulfonamdopir (in Italian). Gazz Chim Ital 90:1802–1815

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

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

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

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

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

Vet.	Danofloxacin Difloxacin Enrofloxacin Ibafloxacin Marbofloxacin Orbifloxacin Pradofloxacin Sarafloxacin

Newer non-fluorinated

Related (DG)

Nitro- imidazole derivatives	Metronidazole^# Tinidazole Ornidazole

Nitrofuran derivatives	Nitrofurantoin^# Furazolidone^‡ Nifurtoinol

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin^# Rifabutin Rifapentine Rifaximin Rifalazil^§

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