144-83-2

Odorless or almost odorless white or yellowish-white crystalline powder. Very slightly bitter taste. Aqueous solution is neutral.

SULFAPYRIDINE(144-83-2) is an amino acid. Slowly darkens on exposure to light . Soluble in both acidic and basic aqueous solutions

Insoluble in water.

Flash point data for this chemical are not available; however, SULFAPYRIDINE is probably combustible.

Sulfapyridine is a sulfonamide antibiotic with antibacterial and anti-inflammatory activities. It is also a metabolite of sulfasalazine (Item No. 15025) formed through bacterial conversion in the colon. It is active against strains of Y. enterocolitica and Salmonella (MICs = 3.1-25 and 25-100 μg/ml, respectively), as well as S. aureus (MBC = 0.8 μM). It is an inhibitor of recombinant P. carinii dihydropteroate synthetase (DHPS; IC₅₀ = 0.18 μM). Sulfapyridine scavenges peroxyl radicals in an oxygen radical absorbance capacity (ORAC) assay. It inhibits histamine release induced by compound 48/80 (Item No. 22173) from isolated rat peritoneal mast cells in a dose-dependent manner. Sulfapyridine (1 μg/kg) also inhibits compound 48/80-induced systemic allergic reaction in rats. Formulations containing sulfapyridine have previously been used in the treatment of dermatological conditions and ulcerative colitis.

White to Off-White Solid

antibacterial, dermatitis herpetiformis therapy

Used in treatment of dermatitis herpetiformis; antibacterial.

ChEBI: A sulfonamide consisting of pyridine with a 4-aminobenzenesulfonamido group at the 2-position.

Like all sulfanilamides, this drug possesses antibacterial activity with respect to streptococci, pneumococci, staphylococci, meningococci, gonococci, colon bacillus, pathogenic dysentery, and so on. It is a long-lasting drug. Synonyms of this drug are bacillopirin, plurazol, sulfidin, and thiaseptol.

Sulfapyridine, N1 -(2-pyridyl)-sulfanilamide (33.1.21), is also synthesized by an analogous scheme from 4-acetylaminobenzenesulfonyl chloride and 2-amino pyridine.

Crystallise sulfapyridine from 90% acetone and dry it at 90o. Its solubility in Me2CO, EtOH and H2O is 1.5%, 0.22% and 0.02%, respectively. [Winterbottom J Am Chem Soc 62 160 1940, Beilstein 22 III/IV 3978.]

[1] A L LORINCZ  R W P. Sulfapyridine and sulfone type drugs in dermatology.[J]. Archives of dermatology, 1962, 85: 2-16. DOI: 10.1001/archderm.1962.01590010008002
[2] DIANA COUTO. Scavenging of reactive oxygen and nitrogen species by the prodrug sulfasalazine and its metabolites 5-aminosalicylic acid and sulfapyridine.[J]. Redox Report, 2010, 15 6: 259-267. DOI: 10.1179/135100010x12826446921707
[3] JAN JESPER ANDREASEN  SUSANNE H H  LEIF PERCIVAL ANDERSEN. In vitro susceptibility of diarrhoea producing Gram negative enteric bacteria to sulfasalazine, 5-aminosalicylic acid, sulfapyridine and four quinolones[J]. Apmis, 1988, 96 1-6: 568-570. DOI: 10.1111/j.1699-0463.1988.tb05346.x
[4] W B WOOD  R A. STUDIES ON THE ANTIBACTERIAL ACTION OF THE SULFONAMIDE DRUGS?: II. THE POSSIBLE RELATION OF DRUG ACTIVITY TO SUBSTANCES OTHER THANp-AMINOBENZOIC ACID.[J]. Journal of Experimental Medicine, 1942, 75 4: 383-394. DOI: 10.1084/jem.75.4.383
[5] Y L HONG. Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs.[J]. Antimicrobial Agents and Chemotherapy, 1995, 39 8: 1756-1763. DOI: 10.1128/aac.39.8.1756
[6] H M KIM. Inhibitory effect of mast cell-mediated immediate-type allergic reactions by sulfapyridine.[J]. Immunopharmacology and Immunotoxicology, 2000, 22 2: 253-266. DOI: 10.3109/08923970009016419