Compound ID | 2070

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Sulfamethoxypyridazine

Class: Sulfonamide

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Folate synthesis inhibitor. 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; dihydropteroate synthase inhibitor (DHPS inhibitor)
Description: Synthetic sufanilamide derivative; long-acting (~7 days).
Year first mentioned: 1956
Highest development stage: Approved
Development status: Withdrawn
Chemical structure(s):
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Molecular weight: 280.3
Iso. SMILES: COC1=NN=C(C=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI Key: VLYWMPOKSSWJAL-UHFFFAOYSA-N
Can. SMILES: COC1=CC=C(N=N1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C11H12N4O3S/c1-18-11-7-6-10(13-14-11)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/Sulfamethoxypyridazine
Guide to Pharmacology: sulfamethoxypyridazine
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1990329/pdf/brmedj02937-0052.pdf
  • https://www.nejm.org/doi/full/10.1056/NEJM195801022580115
  • https://pubmed.ncbi.nlm.nih.gov/13363378/

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