Compound ID | 2081

Sulfamoxole

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; intermediate-acting (8-12 hours).
Year first mentioned: 1961
Development status: Discontinued
Chemical structure(s):
Canonical SMILES: CC1=C(C)OC(=N1)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES: CC1=C(OC(=N1)NS(=O)(=O)C2=CC=C(C=C2)N)C
InChI: InChI=1S/C11H13N3O3S/c1-7-8(2)17-11(13-7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6H,12H2,1-2H3,(H,13,14)
InChI Key: CYFLXLSBHQBMFT-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/12894
External links:
Guide to Pharmacology: sulfamoxole
Main Source: https://pubmed.ncbi.nlm.nih.gov/14007085/
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/13882073/
  • https://pubmed.ncbi.nlm.nih.gov/15298203/
  • https://pubmed.ncbi.nlm.nih.gov/377523/
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