Structure via PubChem · Public domain (PubChem)
sulfapyridine
Sign in to saveAlso known as Coccoclase, Piridazol, Sulfanilamidopyridine, Eubasin, N(1)-Pyridylsulfanilamide, 4-(2-Pyridinylsulfonyl)aniline, 2-Sulfapyridine, 4-Amino-N,2-pyridinylbenzenesulfonamide
Sulfapyridine (INN; also known as sulphapyridine) is a sulfanilamide antibacterial medication. At one time, it was commonly referred to as M&B 693. Sulfapyridine is no longer prescribed for treatment of infections in humans. However, it may be used to treat linear IgA disease and has use in veterinary medicine. 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
Chemical data
- Formula
- C11H11N3O2S
- Molecular weight
- 249.29 g/mol
- IUPAC name
- 4-amino-N-pyridin-2-ylbenzenesulfonamide
- SMILES
- C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
- InChIKey
- GECHUMIMRBOMGK-UHFFFAOYSA-N
- XLogP
- 0
- Polar surface area
- 93.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1939
- Admin. routes
- oral
- Indications
- bacterial disease
via ChEMBL · EBI
Research
1,167 papers- Dapsone and sulfapyridine.Dermatologic clinics · 2001
- Dapsone and sulfapyridine.Clinics in dermatology · 1989
- Development of Novel Magneto-Biosensor for Sulfapyridine Detection.Biosensors · 2020
- Drug therapy: Sulfasalazine.The New England journal of medicine · 1975
- Mea culpa.Nature clinical practice. Gastroenterology & hepatology · 2008
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 249.057
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₁H₁₁N₃O₂S
- canonical SMILES
- C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
- World Health Organisation international non-proprietary name
- sulfapyridine
- defined daily dose
- 1
- Commons category
- Sulfapyridine
via Wikidata · CC0
~3 min read
Encyclopedic overview
3 sectionsContents
- History
- Related medications
- References
Sulfapyridine (INN; also known as sulphapyridine) is a sulfanilamide antibacterial medication. At one time, it was commonly referred to as M&B 693. Sulfapyridine is no longer prescribed for treatment of infections in humans. However, it may be used to treat linear IgA disease and has use in veterinary medicine. 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.
==History==
Excerpted from Wikipedia’s “sulfapyridine” article, available under the CC BY-SA 4.0 licence.