Phthalylsulfathiazole
- A07AB02 (WHO)
- 2-[({4-[(1,3-Thiazol-2-ylamino)sulfonyl]phenyl}amino)carbonyl]benzoic acid
- 85-73-4 N
- 4806
- DB13248 Y
- 4641 N
- 6875L5852V
- D02440 Y
- ChEMBL1524273 N
- DTXSID8023470
- Interactive image
- 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=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
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.
References
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- Sulfonamides
- Phthalylsulfathiazole
- Succinylsulfathiazole
- Sulfaguanidine
- Charcoal
- Bismuth (including bismuth subsalicylate, known as Pepto-Bismol)
- Pectin
- Kaolin
- Crospovidone
- Attapulgite
- Diosmectite
- Opium tincture (laudanum)
- Codeine
- Morphine
- Camphorated opium tincture (paregoric)
- crosses BBB: Diphenoxylate (+atropine)
- Difenoxin
- does not cross BBB: Eluxadoline
- Loperamide# (+simethicone)
- corticosteroids acting locally
- antiallergic agents, excluding corticosteroids
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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