Succinylsulfathiazole

Succinylsulfathiazole
Clinical data
ATC code	A07AB04 (WHO) ;
Identifiers
	IUPAC name 4-oxo-4-({4-[(1,3-thiazol-2-ylamino)sulfonyl]phenyl}amino)butanoic acid;
CAS Number	116-43-8;
PubChem CID	5315;
UNII	RSS8647O4S;
KEGG	D07060 ;
ChEMBL	ChEMBL1484857;
CompTox Dashboard (EPA)	DTXSID7045281 ;
ECHA InfoCard	100.003.765
Chemical and physical data
Formula	C13H13N3O5S2
Molar mass	355.38 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES OC(=O)CCC(=O)Nc1ccc(cc1)S(=O)(=O)Nc2nccs2;
	(verify)

Succinylsulfathiazole (also known as sulfasuxidine) is a sulfonamide.^[1]^[2] It is also spelled as succinylsulphathiazole. It is a white or yellow-white crystalline powder. It dissolves in aqueous solutions of alkali hydroxides and carbonates but is very slightly soluble in water.

It is classified as ultra long-acting drug. About 95% of the drug remains in the intestine and only 5% is hydrolyzed, slowly, to sulfathiazole and is absorbed.

The drug is used for its antibacterial activity in the GIT. The dose is 10g - 20g daily in divided doses.

The Succinyl group is attached to form a prodrug for the controlled release of the drug sulfathiazole.

References

^ Poth EJ, Knotts FL (February 1942). "Clinical use of Succinylsulfathiazole". Archives of Surgery. 44 (2): 208. doi:10.1001/archsurg.1942.01210200024002. ISSN 0004-0010.
^ Dixon CF, Benson RE (October 1944). "Closure of Colonic Stoma: Improved Results With Combined Succinylsulfathiazole and Sulfathiazole Therapy". Annals of Surgery. 120 (4): 562–571. doi:10.1097/00000658-194410000-00012. PMC 1618178. PMID 17858511.

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[1] Poth EJ, Knotts FL (February 1942). "Clinical use of Succinylsulfathiazole". Archives of Surgery. 44 (2): 208. doi:10.1001/archsurg.1942.01210200024002. ISSN 0004-0010.

[2] Dixon CF, Benson RE (October 1944). "Closure of Colonic Stoma: Improved Results With Combined Succinylsulfathiazole and Sulfathiazole Therapy". Annals of Surgery. 120 (4): 562–571. doi:10.1097/00000658-194410000-00012. PMC 1618178. PMID 17858511.

[1]

[2]

v t e Antidiarrheals, intestinal anti-inflammatory and anti-infective agents (A07)
Rehydration	Oral rehydration therapy
Intestinal anti-infectives	Antibiotics Amphotericin B Colistin Fidaxomicin Kanamycin Natamycin Neomycin Nystatin Paromomycin Polymyxin B Rifaximin Streptomycin Vancomycin Sulfonamides Phthalylsulfathiazole Succinylsulfathiazole Sulfaguanidine Nitrofuran Nifuroxazide Nifurzide Imidazole Miconazole Arsenical Acetarsol Oxyquinoline Broxyquinoline
Intestinal adsorbents	Charcoal Bismuth (including bismuth subsalicylate, known as Pepto-Bismol) Pectin Kaolin Crospovidone Attapulgite Diosmectite
Antipropulsives (opioids)	Opium tincture (laudanum) Codeine Morphine Camphorated opium tincture (paregoric) crosses BBB: Diphenoxylate (+atropine) Difenoxin does not cross BBB: Eluxadoline Loperamide^# (+simethicone)
Intestinal anti-inflammatory agents	corticosteroids acting locally Prednisolone^# Hydrocortisone Prednisone Betamethasone^# Tixocortol Budesonide Beclometasone antiallergic agents, excluding corticosteroids Cromoglicic acid Aminosalicylates Sulfasalazine Mesalazine Olsalazine Balsalazide
Antidiarrheal micro-organisms	Escherichia coli Saccharomyces boulardii
Other antidiarrheals	Albumin tannate Bismuth subsalicylate Ceratonia Crofelemer Octreotide Racecadotril Kaopectate
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III