Compound ID | 2059

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Sulfabenzamide

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
Year first mentioned: 1943
Development status: Discontinued
Chemical structure(s):
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Molecular weight: 276.31
Iso. SMILES: C1=CC=C(C=C1)C(=O)NS(=O)(=O)C2=CC=C(C=C2)N
InChI Key: PBCZLFBEBARBBI-UHFFFAOYSA-N
Can. SMILES: C1=CC=C(C=C1)C(=O)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C13H12N2O3S/c14-11-6-8-12(9-7-11)19(17,18)15-13(16)10-4-2-1-3-5-10/h1-9H,14H2,(H,15,16)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Sulfabenzamide
Guide to Pharmacology: sulfabenzamide
Citation: https://pubs.acs.org/doi/pdf/10.1021/ja01251a029

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