Sulfathiazole

Sulfathiazole

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	D06BA02 (WHO) J01EB07 (WHO) Template:ATCvet
Identifiers
IUPAC name 4-amino-N-(1,3-thiazol-2-yl)benzenesulfonamide
CAS Number	72-14-0 Y
PubChem CID	5340
DrugBank	DB06147 Y
ChemSpider	5148 Y
UNII	Y7FKS2XWQH
KEGG	D01047 Y
ChEBI	CHEBI:9337 Y
ChEMBL	ChEMBL437 Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C9H9N3O2S2
Molar mass	255.319 g/mol
3D model (JSmol)	Interactive image
SMILES O=S(=O)(Nc1nccs1)c2ccc(N)cc2
InChI InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12) Y Key:JNMRHUJNCSQMMB-UHFFFAOYSA-N Y
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List of terms related to Sulfathiazole

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

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.

Cultural references

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.

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