Compound ID | 2068
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; short-acting (4-8 hours). Oral application. |
Year first mentioned: | 1953 |
Development status: | Approved, off-patent, discontinued in most countries |
Chemical structure(s): | |
Canonical SMILES: | CC1=NN=C(NS(=O)(=O)C2=CC=C(C=C2)N)S1 |
Isomeric SMILES: | CC1=NN=C(S1)NS(=O)(=O)C2=CC=C(C=C2)N |
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) |
InChI Key: | VACCAVUAMIDAGB-UHFFFAOYSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/Sulfamethizole |
External links: | |
Guide to Pharmacology: | sulfamethizole |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/14425767/ |
Citation: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7797026/ |