Compound ID | 2067

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Sulfamethazine

Synonym(s): Sulfadimidine

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. Used commonly in veterinary medicine and as growth promotor.
Year first mentioned: 1945
Development status: Discontinued
Chemical structure(s):
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Molecular weight: 278.33
Iso. SMILES: CC1=CC(=NC(=N1)NS(=O)(=O)C2=CC=C(C=C2)N)C
InChI Key: ASWVTGNCAZCNNR-UHFFFAOYSA-N
Can. SMILES: CC1=NC(=NC(=C1)C)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5327
Guide to Pharmacology: sulfadimidine
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/10620471/
  • https://pubmed.ncbi.nlm.nih.gov/36522071/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8046889/
  • https://pubmed.ncbi.nlm.nih.gov/13683221/

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