Sulfapyridine

Sulfapyridine
Sulfapyridine
Systematic (IUPAC) name
4-amino-N-pyridin-2-ylbenzenesulfonamide
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a682204
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 000144-83-2 YesY
ATC code J01EB04 QJ01EQ04
PubChem CID 5336
DrugBank DB00891
ChemSpider 5145 YesY
UNII Y5V2N1KE8U N
KEGG D02434 YesY
ChEBI CHEBI:132842 N
ChEMBL CHEMBL700 YesY
Chemical data
Formula C11H11N3O2S 
Mol. mass 249.29 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Sulfapyridine, original UK spelling Sulphapyridine, is a sulfonamide antibacterial. At one time it was commonly referred to as M&B.

Sulfapyridine is not prescribed for treatment in humans any more. However, it may be used to treat Linear IgA Disease. It is a good antibacterial drug, but its water solubility is very pH dependent. Thus there is a risk of crystallization within the bladder or urethra, which could lead to pain or blockage.

Discovered by May & Baker Ltd and logged in their Test Book on 2 November 1937 under Code No M&B693[1]. Successfully used to treat Winston Churchill's bacterial pneumonia in 1942. In a subsequent radio broadcast he said "This admirable M&B from which I did not suffer any inconvenience, was used at the earliest moment and, after a week's fever, the intruders were repulsed." In 1944 M&B693 also saved Nero, the Royal Circus lion, from pneumonia.[Glasgow Evening News January 1944.]

The drug sulfasalazine is structurally one molecule of mesalamine linked to one molecule of Sulfapyridine with an azo bond.

References

  1. ^ Lesch, John (2007). "Chapter 7". The First Miracle Drugs (illustrated ed.). Oxford University Press. ISBN 019518775X.