Phthalylsulfathiazole

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Phthalylsulfathiazole
Phthalylsulfathiazole.png
Systematic (IUPAC) name
2-[({4-[(1,3-thiazol-2-ylamino)sulfonyl]phenyl}amino)carbonyl]benzoic acid
Clinical data
AHFS/Drugs.com International Drug Names
Identifiers
CAS Number 85-73-4
ATC code A07AB02 (WHO)
PubChem CID 4806
ChemSpider 4641 N
UNII 6875L5852V YesY
KEGG D02440 YesY
ChEMBL CHEMBL1524273 N
Chemical data
Formula C17H13N3O5S2
Molar mass 403.43222 g/mol
 NYesY (what is this?)  (verify)

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

The drug is indicated in treatment of dysentery, colitis, gastroenteritis and intestinal surgery. It doesn't get absorbed into blood stream from the gut. Adverse effects may include allergic reactions, vitamin B insufficiency, agranulocytosis and aplastic anemia.

Synthesis[edit]

Phthalylsulfathiazole synthesis: U.S. Patent 2,324,013 U.S. Patent 2,324,015