From Wikipedia, the free encyclopedia
Jump to: navigation, search
Sulfathiazole tautomerism.svg
Imino (top) and amino (bottom) tautomers
Clinical data
AHFS/ International Drug Names
ATC code
CAS Number
PubChem CID
ECHA InfoCard 100.000.701
Chemical and physical data
Formula C9H9N3O2S2
Molar mass 255.319 g/mol
3D model (Jmol)
Melting point 202 to 202.5 °C (395.6 to 396.5 °F)

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 imine tautomer is dominant, at least in the solid state. In this tautomer, the proton resides on the ring nitrogen.[1]

Cultural references[edit]

Sulfathiazole is mentioned in chapter 104 of Kurt Vonnegut's novel Cat's Cradle and New Dictionary, and several of his short stories. Thomas 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 1988 movie Dead Heat mentions the chemical as a drug used with reanimation of dead bodies. In Otto Preminger's 1960 movie Exodus, American nurse Kitty Fremont tells Dr. Odenheimer that sulfathiazole is the treatment for impetigo. Dr. Odenheimer tells her that sulfathiazole is not available on the ship; soaking of the lesions and exposure to sunlight "is also a cure."

Sulfathiazole is mentioned in "The World According To Garp" in chapter 1 where Garps mother witnesses it being dispensed to World War II soldiers.


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