Sulfalene

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]

Sulfalene

Clinical data
Trade names	Eadazine, Kelfizina, Kelfizine W, Longum
Other names	Sulfametopyrazine
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]
Elimination half-life	60 to 65 hours[1]
Excretion	Urinary[1]
Identifiers
IUPAC name 4-Amino-N-(3-methoxypyrazinyl)benzenesulfonamide
CAS Number	152-47-6^Y
PubChem CID	9047
DrugBank	DB00664^Y
ChemSpider	8695^Y
UNII	T6BL4ZC15G
KEGG	D01216^Y
CompTox Dashboard (EPA)	DTXSID2046179
ECHA InfoCard	100.005.278
Chemical and physical data
Formula	C11H12N4O3S
Molar mass	280.30 g·mol^−1
3D model (JSmol)	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
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It was discovered by researchers at Farmitalia and first published in 1960 and was marketed as Kelfizina.[4][5]

See also

• Sulfadoxine

References

1. "Sulfalene". MIMS Drug Information System. Retrieved 26 August 2011.
2. DrugBank DB00664
3. Brayfield A, ed. (9 May 2013). "Sulfametopyrazine". Martindale: The Complete Drug Reference. Pharmaceutical Press. Retrieved 28 March 2014.
4. Baruffa G (1966). "Clinical trials in Plasmodium falciparum malaria with a long-acting sulphonamide". Transactions of the Royal Society of Tropical Medicine and Hygiene. 60 (2): 222–4. doi:10.1016/0035-9203(66)90030-7. PMID 5332105.
5. Per prior citation, the first publication: Camerino B, Palamidessi G (1960). "Derivati della parazina II. Sulfonamdopir". Gazz Chim Ital (in Italian). 90: 1802–1815.