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 namesEadazine, Kelfizina, Kelfizine W, Longum
Other namesSulfametopyrazine
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral[1]
ATC code
Pharmacokinetic data
Protein binding60 to 80%[1]
Elimination half-life60 to 65 hours[1]
ExcretionUrinary[1]
Identifiers
IUPAC name
  • 4-Amino-N-(3-methoxypyrazinyl)benzenesulfonamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.005.278
Chemical and physical data
FormulaC11H12N4O3S
Molar mass280.30 g·mol−1
3D model (JSmol)
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)

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

See also

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.
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