Compound ID | 2074

Sulfathiazole

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). Oral and topical application.
Year first mentioned: 1942
Development status: Discontinued
Chemical structure(s):
Canonical SMILES: C1=C(C=CC(=C1)S(=O)(=O)NC2=NC=CS2)N
Isomeric SMILES: C1=CC(=CC=C1N)S(=O)(=O)NC2=NC=CS2
InChI: InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12)
InChI Key: JNMRHUJNCSQMMB-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/5340
External links:
Guide to Pharmacology: sulfathiazole
Main Source: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2601063/pdf/yjbm00510-0025.pdf
Citation: https://pubmed.ncbi.nlm.nih.gov/25455640/

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