Compound ID | 2071

Sulfamonomethoxine

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; long-acting (~7 days).
Year first mentioned: 1962
Development status: Discontinued
Chemical structure(s):
Canonical SMILES: COC1=CC(=NC=N1)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES: COC1=NC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C11H12N4O3S/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,14,15)
InChI Key: WMPXPUYPYQKQCX-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/5332
External links:
Guide to Pharmacology: sulfamonomethoxine
Main Source: https://pubmed.ncbi.nlm.nih.gov/13919025/

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