Compound ID | 2073

Sulfapyridine

Class: Antibacterial sulfonamide (sulfa drug)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Sulphonamides are structural analogues of p-aminobenzoic acid and act as competitive inhibitors (and alternate substrates) of dihydropteroate synthase (DHPS) to block the synthesis of folic acid. Primarily bacteriostatic; rapid emergence of resistance.
Description: Synthetic sufanilamide derivative; short-acting (4-8 hours); metabolite of sulfasalazine.
Year first mentioned: 1937
Development status: Discontinued
Chemical structure(s):
Canonical SMILES: C1=CC(=NC=C1)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES: C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
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)
InChI Key: GECHUMIMRBOMGK-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/5336
External links:
Guide to Pharmacology: sulfapyridine
Main Source: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2601063/pdf/yjbm00510-0025.pdf
Citation: https://pubmed.ncbi.nlm.nih.gov/3042521/

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