Sulfaguanidine

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Sulfaguanidine
Sulfaguanidin.svg
Clinical data
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
  • 4-Amino-N-[amino(imino)methyl]benzenesulfonamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard 100.000.314 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C7H10N4O2S
Molar mass 214.24 g·mol−1
3D model (JSmol)
Melting point 190 to 193 °C (374 to 379 °F)
  • c1cc(N)ccc1S(=O)(=O)N=C(N)N
  • InChI=1S/C7H10N4O2S/c8-5-1-3-6(4-2-5)14(12,13)11-7(9)10/h1-4H,8H2,(H4,9,10,11)
  • Key:BRBKOPJOKNSWSG-UHFFFAOYSA-N
   (verify)

Sulfaguanidine is a sulfonamide.

Sulfaguanidine is a guanidine derivative of sulfanilamide used in veterinary medicine. Sulfaguanidine is poorly absorbed from the gut which makes it suitable for the treatment of bacillary dysentery and other enteric infections. [1]

Sulphaguanidine (II) was independently prepared by Marshall, Bratton, White, and Litchfield and Roblin, Williams, Winnek, and English in 1940, and introduced for the treatment of bacillary dysentery on the basis of its poor absorption from the gut. Its orally administered route of administration is now well established. [2]

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References

  1. Smyth CJ, Finkelstein MB, Gould SE, Koppa TM, Leeder FS (April 1943). "Acute Bacillary Dysentery (Flexner): Treatment with Sulfaguanidine and Succinylsulfathiazole". Journal of the American Medical Association. 121 (17): 1325–30. doi:10.1001/jama.1943.02840170009003.
  2. Rose FL, Spinks A (June 1947). "The absorption of some sulphaguanidine derivatives in mice". British Journal of Pharmacology and Chemotherapy. 2 (2): 65–78. doi:10.1111/j.1476-5381.1947.tb00322.x. PMC   1509772 . PMID   19108113.