Sulfathiazole

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Sulfathiazole
Sulfathiazole skeletal.svg
Sulfathiazole substance photo.jpg
Systematic (IUPAC) name
4-amino-N-(1,3-thiazol-2-yl)benzenesulfonamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
?
Identifiers
CAS number 72-14-0 YesY
ATC code D06BA02 J01EB07 QJ01EQ07
PubChem CID 5340
DrugBank DB06147
ChemSpider 5148 YesY
UNII Y7FKS2XWQH YesY
KEGG D01047 YesY
ChEBI CHEBI:9337 YesY
ChEMBL CHEMBL437 YesY
Chemical data
Formula C9H9N3O2S2 
Mol. mass 255.319 g/mol
 YesY (what is this?)  (verify)

Sulfathiazole is an organosulfur compound used as a short-acting sulfa drug. It is an organic compound. Formerly, it was a common oral and topical antimicrobial, until less toxic alternatives were discovered. It is still occasionally used, sometimes in combination with sulfabenzamide and sulfacetamide, and in aquariums.

It exists in various forms (polymorphs). The imide tautomer is dominant, at least in the solid state. In this tautomer, the proton resides on the ring nitrogen, not the structure shown above.[1]

Cultural references[edit]

Sulfathiazole is mentioned in chapter 104 of Kurt Vonnegut's novel Cat's Cradle and New Dictonary, and several of his short stories. Thoma Heggen's 1946 novel Mister Roberts mentions the use of sulfathiazole to treat gonorrhea, and Sonya Dorman's short story When I was Miss Dow in 1966. Also the 1998 movie Dead Heat mentions the chemical as a drug used with reanimation of dead bodies.

References[edit]

  1. ^ G. J. Kruger and G. Gafner "The crystal structure of sulphathiazole II" Acta Cryst. (1971). B27, 326-333.doi:10.1107/S0567740871002176