Compound ID | 2068

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Sulfamethizole

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; short-acting (4-8 hours). Oral application.
Year first mentioned: 1953
Development status: Approved, off-patent, discontinued in most countries
Chemical structure(s):
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Molecular weight: 270.33
Iso. SMILES: CC1=NN=C(S1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI Key: VACCAVUAMIDAGB-UHFFFAOYSA-N
Can. SMILES: CC1=NN=C(NS(=O)(=O)C2=CC=C(C=C2)N)S1
InChI: InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Sulfamethizole
Guide to Pharmacology: sulfamethizole
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7797026/
  • https://pubmed.ncbi.nlm.nih.gov/14425767/

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