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Sulfametopyrazine

Catalog No. DB00664 Name DrugBank
CAS Number 152-47-6 Website http://www.ualberta.ca/
M. F. C11H12N4O3S Telephone (780) 492-3111
M. W. 280.30298 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 546

SYNONYMS

IUPAC name
4-amino-N-(3-methoxypyrazin-2-yl)benzene-1-sulfonamide
IUPAC Traditional name
sulfametopyrazine
Brand Name
Sulfaleno [INN-Spanish]
Longum
Sulfalene
Sulfalenum [INN-Latin]
Sulfalen
SMP
Dalysep
Kelfizina
Kelfizine W
Polycidal
Solfametopirazina [Dcit]
Sulfalene [Usan:Inn]
Sulfamethoxypyrazine
Sulfamethoxysuccinate
Sulfapyrazinemethoxine
Sulfapyrazinemethoxyne
Farmitalia 204/122
Kelfizin
Kelfizine
SMP2
Sulfamethopyrazine
Sulfametoxypyridazin
Sulfapyrazinemethoxyine

DATABASE IDS

PubChem SID 46505111
PubChem CID 9047
CAS Number 152-47-6

PROPERTIES

Hydrophobicity(logP) 0.7
Solubility 4030 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved; withdrawn
Description Long-acting plasma-bound sulfonamide used for respiratory and urinary tract infections and also for malaria. [PubChem]
Indication For the treatment of urinary tract infection and chronic bronchitis.
Pharmacology Sulfametopyrazine is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
Affected Organisms
Gram negative, positive bacteria and plasmodium

REFERENCES