Compound ID | 2079

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Sulfametrole

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; intermediate-acting (8-12 hours). Used in combination with trimethoprim.
Year first mentioned: 1975
Development status: Discontinued in most countries
Chemical structure(s):
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Molecular weight: 286.33
Iso. SMILES: COC1=NSN=C1NS(=O)(=O)C2=CC=C(C=C2)N
InChI Key: IZOYMGQQVNAMHS-UHFFFAOYSA-N
Can. SMILES: COC1=NSN=C1NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C9H10N4O3S2/c1-16-9-8(11-17-12-9)13-18(14,15)7-4-2-6(10)3-5-7/h2-5H,10H2,1H3,(H,11,13)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/64939
Guide to Pharmacology: sulfametrole
Citations:
  • https://academic.oup.com/jac/article/69/4/1050/702827
  • https://pubmed.ncbi.nlm.nih.gov/24257317/
  • https://pubmed.ncbi.nlm.nih.gov/1220516/

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