Sulfanilamide

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:	Synthetic compound; active compound of prontosil; para-aminobenzoic acid (PABA) analogue. Topical use.
Year first mentioned:	1940
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	C1=C(C=CC(=C1)S(=O)(=O)N)N
Isomeric SMILES:	C1=CC(=CC=C1N)S(=O)(=O)N
InChI:	InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)
InChI Key:	FDDDEECHVMSUSB-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5333

External links:
Guide to Pharmacology:	sulfanilamide
Main Source:	https://www.google.com/url?sa=t&rct=j&q=&esrc=s&source=web&cd=&ved=2ahUKEwjJoKe46KH8AhWpsKQKHZB4BVA4RhAWegQIDhAB&url=https%3A%2F%2Fbrill.com%2Fdownloadpdf%2Fjournals%2Fges%2F45%2F1%2Farticle-p67_6.pdf&usg=AOvVaw140xK_dCoF3i7D_LhFz_UX
Citations:	https://www.mdpi.com/2079-6382/9/8/456 https://www.nature.com/articles/nsb0697-490