Home > Compound List > Product Information
Sulfisoxazole_Molecular_structure_CAS_127-69-5)
Click picture or here to close

Sulfisoxazole

Catalog No. DB00263 Name DrugBank
CAS Number 127-69-5 Website http://www.ualberta.ca/
M. F. C11H13N3O3S Telephone (780) 492-3111
M. W. 267.30422 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 148

SYNONYMS

IUPAC name
4-amino-N-(dimethyl-1,2-oxazol-5-yl)benzene-1-sulfonamide
IUPAC Traditional name
sulfisoxazole
Brand Name
Sulfagan
Vagilia
Isoxamin
Novazolo
Azo Gantrisin
Gantrisona
Novosaxazole
Roxosul
Sosol
Soxazole
Sulfizol
Sulsoxin
Unisulf
Urisoxin
Accuzole
Alphazole
Astrazolo
Bactesulf
Barazae
Dorsulfan Warthausen
Entusil
Koro-Sulf
Renosulfan
Resoxol
Roxoxol
SI
Sk-Soxazole
Soxamide
Sulbio
Sulfagen
Sulfasol
Sulfizin
Sulfoxol
Sulphafuraz
V-Sul
Amidoxal
Azosulfizin
Chemouag
Cosoxazole
Dorsulfan
Entusul
G-Sox
Ganda
Gantrisin
Gantrisine
Gantrosan
J-Sul
Neazolin
Neoxazol
Norilgan-S
Pancid
Roxosul Tablets
Saxosozine
Sodizole
Soxisol
Soxitabs
Soxo
Soxomide
Stansin
Sulfalar
Sulfapolar
Sulfasan
Sulfazin
Sulfisin
Sulfizole
Suloxsol
Thiasin
Tl-Azole
Uritrisin
Urogan
Synonyms
Sulfofurazole
Sulphisoxazol
Sulfafurazole
Sulfisoxazole Diolamine
Sulfisoxazole Dialamine
Sulphafurazolum
Sulphafurazole
Sulfadimethylisoxazole
Sulfafurazol
Sulfaisoxazole
Sulfasoxazole
Sulfisoxasole
Sulfisoxazol
Sulphafurazol
Sulphofurazole
Sulphaisoxazole
Sulfisonazole

DATABASE IDS

CAS Number 127-69-5
PubChem SID 46505342
PubChem CID 5344

PROPERTIES

Hydrophobicity(logP) 0.9
Solubility 0.13 mg/ml (25 oC)

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A short-acting sulfonamide antibacterial with activity against a wide range of gram- negative and gram-positive organisms. [PubChem]
Indication For the treatment of severe, repeated, or long-lasting urinary tract infections, meningococcal meningitis, acute otitis media, trachoma, inclusion conjunctivitis, nocardiosis, chancroid, toxoplasmosis, malaria and other bacterial infections.
Pharmacology Sulfisoxazole 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.
Toxicity LD50=6800 mg/kg (Orally in mice)
Affected Organisms
Enteric bacteria and other eubacteria
Elimination The mean urinary excretion recovery following oral administration of sulfisoxazole is 97% within 48 hours, of which 52% is intact drug, with the remaining as the N4-acetylated metabolite. It is excreted in human milk.
External Links
Wikipedia
Drugs.com

REFERENCES