Prontosil

Synonym(s): Sulfamidochrysoidine

Class: Antibacterial sulfonamide (sulfa drug)

Spectrum of activity:	Gram-positive
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:	Prodrug of sulfanilamide
Year first mentioned:	1935
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	C1=C(C=C(C(=C1)N=NC2=CC=C(C=C2)S(=O)(=O)N)N)N
Isomeric SMILES:	C1=CC(=CC=C1N=NC2=C(C=C(C=C2)N)N)S(=O)(=O)N
InChI:	InChI=1S/C12H13N5O2S/c13-8-1-6-12(11(14)7-8)17-16-9-2-4-10(5-3-9)20(15,18)19/h1-7H,13-14H2,(H2,15,18,19)
InChI Key:	ABBQGOCHXSPKHJ-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/66895

External links:
Guide to Pharmacology:	prontosil
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2601063/pdf/yjbm00510-0025.pdf
Citation:	https://pubmed.ncbi.nlm.nih.gov/3042521/