Sulfapyridine

Sulfapyridine

Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a682204
ATC code	J01EB04 (WHO) Template:ATCvet
Identifiers
IUPAC name 4-amino-N-pyridin-2-ylbenzenesulfonamide
CAS Number	144-83-2 N
PubChem CID	5336
DrugBank	DB00891 Y
ChemSpider	5145 Y
UNII	Y5V2N1KE8U
KEGG	D02434 Y
ChEBI	CHEBI:132842 Y
ChEMBL	ChEMBL700 Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C11H11N3O2S
Molar mass	249.29 g/mol
3D model (JSmol)	Interactive image
SMILES O=S(=O)(Nc1ncccc1)c2ccc(N)cc2
InChI InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14) Y Key:GECHUMIMRBOMGK-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

WikiDoc Resources for Sulfapyridine
Articles
Most recent articles on Sulfapyridine Most cited articles on Sulfapyridine Review articles on Sulfapyridine Articles on Sulfapyridine in N Eng J Med, Lancet, BMJ
Media
Powerpoint slides on Sulfapyridine Images of Sulfapyridine Photos of Sulfapyridine Podcasts & MP3s on Sulfapyridine Videos on Sulfapyridine
Evidence Based Medicine
Cochrane Collaboration on Sulfapyridine Bandolier on Sulfapyridine TRIP on Sulfapyridine
Clinical Trials
Ongoing Trials on Sulfapyridine at Clinical Trials.gov Trial results on Sulfapyridine Clinical Trials on Sulfapyridine at Google
Guidelines / Policies / Govt
US National Guidelines Clearinghouse on Sulfapyridine NICE Guidance on Sulfapyridine NHS PRODIGY Guidance FDA on Sulfapyridine CDC on Sulfapyridine
Books
Books on Sulfapyridine
News
Sulfapyridine in the news Be alerted to news on Sulfapyridine News trends on Sulfapyridine
Commentary
Blogs on Sulfapyridine
Definitions
Definitions of Sulfapyridine
Patient Resources / Community
Patient resources on Sulfapyridine Discussion groups on Sulfapyridine Patient Handouts on Sulfapyridine Directions to Hospitals Treating Sulfapyridine Risk calculators and risk factors for Sulfapyridine
Healthcare Provider Resources
Symptoms of Sulfapyridine Causes & Risk Factors for Sulfapyridine Diagnostic studies for Sulfapyridine Treatment of Sulfapyridine
Continuing Medical Education (CME)
CME Programs on Sulfapyridine
International
Sulfapyridine en Espanol Sulfapyridine en Francais
Business
Sulfapyridine in the Marketplace Patents on Sulfapyridine
Experimental / Informatics
List of terms related to Sulfapyridine

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

Overview

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

Sulfapyridine is no longer prescribed for treatment of infections in humans. 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. As with other sulfonamides, there is a significant risk of agranulocytosis, and this, rather than the development of resistance by bacteria, is the main reason for its decline in use.

It was discovered by Lionel Whitby at the British firm May & Baker Ltd and logged in their Test Book on 2 November, 1937 under Code No M&B 693. It was 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&B 693 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.

M&B 693 was one of the first generation of sulphonamide antibiotics. It has been reported as the first chemical cure for pneumonia. It could either be taken in tablet form or the powder could be placed in wounds. It was used so widely during the Second World War that May & Baker had difficulty keeping up with demand. It was later largely superseded by penicillin and other sulfonamides.

Synthesis

References

Template:Antibiotic-stub