Compound ID | 2077

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Sulfamethoxypyrazine

Synonym(s): Sulfalene  |  Sulfamethopyrazine

Class: Sulfa drug / Sulphonamide

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; long-acting (~7 days). Used in combination for protozoal infections.
Year first mentioned: 1953
Development status: Discontinued in most countries
Chemical structure(s):
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Molecular weight: 280.3
Iso. SMILES: COC1=NC=CN=C1NS(=O)(=O)C2=CC=C(C=C2)N
InChI Key: KXRZBTAEDBELFD-UHFFFAOYSA-N
Can. SMILES: COC1=C(N=CC=N1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C11H12N4O3S/c1-18-11-10(13-6-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9047
Guide to Pharmacology: sulfalene
Citations:
  • https://journals.plos.org/plosone/article?id=10.1371/journal.pone.0006732
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3024282/

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