Sulfamethoxypyridazine

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; long-acting (~7 days).
Year first mentioned:	1956
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	COC1=CC=C(N=N1)NS(=O)(=O)C2=CC=C(C=C2)N
Isomeric SMILES:	COC1=NN=C(C=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI:	InChI=1S/C11H12N4O3S/c1-18-11-7-6-10(13-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)
InChI Key:	VLYWMPOKSSWJAL-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/Sulfamethoxypyridazine

External links:
Guide to Pharmacology:	sulfamethoxypyridazine
Main Source:	https://pubmed.ncbi.nlm.nih.gov/13363378/
Citations:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1990329/pdf/brmedj02937-0052.pdf https://www.nejm.org/doi/full/10.1056/NEJM195801022580115