Compound ID | 2062

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Sulfadiazine

Synonym(s): Silver sulfadiazine (salt of sulphadiazine)

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. Silver sulfadizine is water insoluble and acts as a combination of silver and sulfadizine.
Description: Synthetic sufanilamide derivative; intermediate-acting (8-12 hours). Oral and topical use (silver sulfadiazine, especially for infected burns).
Year first mentioned: 1941
Development status: Approved, off-patent
Chemical structure(s):
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Molecular weight: 250.28
Iso. SMILES: C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI Key: SEEPANYCNGTZFQ-UHFFFAOYSA-N
Can. SMILES: C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5215
Guide to Pharmacology: sulfadiazine
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8046889/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2601063/pdf/yjbm00510-0025.pdf

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