Sulfadoxine

Synonym(s): Sulforthomidine  |  sulformethoxin  |  sulphorthodimethoxine

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). Used in combination with pyrimethamin for chloroquine resistant Plasmodium falciparum malaria and toxoplasmose.
Year first mentioned:	1962
Development status:	Discontinued in most countries

Chemical structure(s):
Canonical SMILES:	COC1=C(N=CN=C1NS(=O)(=O)C2=CC=C(C=C2)N)OC
Isomeric SMILES:	COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N
InChI:	InChI=1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
InChI Key:	PJSFRIWCGOHTNF-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/17134

External links:
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1817483/pdf/brmedj02579-0053.pdf
Citation:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9790123/