Phthalylsulfathiazole

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	A07AB02 (WHO)
Identifiers
IUPAC name 2-[({4-[(1,3-Thiazol-2-ylamino)sulfonyl]phenyl}amino)carbonyl]benzoic acid
CAS Number	85-73-4 N
PubChem CID	4806
DrugBank	DB13248 Y
ChemSpider	4641 N
UNII	6875L5852V
KEGG	D02440 Y
ChEMBL	ChEMBL1524273 N
CompTox Dashboard (EPA)	DTXSID8023470
ECHA InfoCard	100.001.480
Chemical and physical data
Formula	C17H13N3O5S2
Molar mass	403.43 g·mol−1
3D model (JSmol)	Interactive image
SMILES OC(=O)c1ccccc1C(=O)Nc2ccc(cc2)S(=O)(=O)Nc3nccs3 C1=CC=C(C(=C1)C(=O)NC2=CC=C(C=C2)S(=O)(=O)/N=C\3/NC=CS3)C(=O)O
InChI InChI=1S/C17H13N3O5S2/c21-15(13-3-1-2-4-14(13)16(22)23)19-11-5-7-12(8-6-11)27(24,25)20-17-18-9-10-26-17/h1-10H,(H,18,20)(H,19,21)(H,22,23) N Key:PBMSWVPMRUJMPE-UHFFFAOYSA-N N
NY (what is this?)  (verify)

Phthalylsulfathiazole (also known as sulfathalidine) belongs to the group of drugs called sulfonamides. The drug is a broad-spectrum antimicrobial that can treat different types of infections including intestinal.^[1] The mechanism of action depends on competitive antagonism with para-aminobenzoic acid and inhibition of dihydropteroate synthetase activity, which in turn leads to impaired synthesis of dihydrofolic acid and as a result its active metabolite necessary for the synthesis of purine and pyrimidine.

The drug is indicated in the treatment of dysentery, colitis, gastroenteritis and intestinal surgery. It is a derivative of sulfathiazole in which the phthalic acid substitution on the aniline nitrogen prevents it from being absorbed into the blood stream from the gut.^{[citation needed]} Adverse effects may include allergic reactions, vitamin B insufficiency, agranulocytosis, and aplastic anemia.