Sulfametoxydiazine

Synonym(s): sulfameter  |  5-methoxysulfadiazine

Class: Sulfonamide

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Active against Streptococcus pyogenes, Streptococcus pneumoniae, Escherichia coli, Salmonella typhimurium, and Klebsiella pneumoniae; 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 compound; sulfanilamide derivative; long-acting (~7 days)
Year first mentioned:	1962
Development status:	Experimental

Chemical structure(s):
Canonical SMILES:	COC1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES:	COC1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI:	InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
InChI Key:	GPTONYMQFTZPKC-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5326

External links:
Guide to Pharmacology:	sulfametoxydiazine
Main Source:	https://ascpt.onlinelibrary.wiley.com/doi/10.1002/cpt196563316
Citation:	https://pubmed.ncbi.nlm.nih.gov/14296029/