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Sulfathiazole information


Sulfathiazole
Imino (top) and amino (bottom) tautomers
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
  • D06BA02 (WHO) J01EB07 (WHO) QJ01EQ07 (WHO)
Identifiers
IUPAC name
  • 4-amino-N-(1,3-thiazol-2-yl)benzenesulfonamide
CAS Number
  • 72-14-0 checkY
PubChem CID
  • 5340
DrugBank
  • DB06147 checkY
ChemSpider
  • 5148 checkY
UNII
  • Y7FKS2XWQH
KEGG
  • D01047 checkY
ChEBI
  • CHEBI:9337 checkY
ChEMBL
  • ChEMBL437 checkY
CompTox Dashboard (EPA)
  • DTXSID8026068 Edit this at Wikidata
ECHA InfoCard100.000.701 Edit this at Wikidata
Chemical and physical data
FormulaC9H9N3O2S2
Molar mass255.31 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point202 to 202.5 °C (395.6 to 396.5 °F)
SMILES
  • O=S(=O)(Nc1nccs1)c2ccc(N)cc2
InChI
  • InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12) checkY
  • Key:JNMRHUJNCSQMMB-UHFFFAOYSA-N checkY
  (verify)

Sulfathiazole is an organosulfur compound used as a short-acting sulfa drug.[1] Formerly, it was a common oral and topical antimicrobial, until less toxic alternatives were discovered.[2]

Sulfathiazole exists in various forms (polymorphs). The imine tautomer is dominant in solid samples.[3]

  1. ^ Mertschenk B, Beck F, Bauer W (2002). "Thiourea and Thiourea Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.a26_803. ISBN 3527306730.
  2. ^ Rouf A, Tanyeli C (June 2015). "Bioactive thiazole and benzothiazole derivatives". European Journal of Medicinal Chemistry. 97: 911–27. doi:10.1016/j.ejmech.2014.10.058. PMID 25455640.
  3. ^ Kruger GT, Gafner G (February 1971). "The crystal structure of sulphathiazole II". Acta Crystallographica Section B. 27 (2): 326–33. Bibcode:1971AcCrB..27..326K. doi:10.1107/S0567740871002176.

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Sulfathiazole

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Sulfathiazole is an organosulfur compound used as a short-acting sulfa drug. Formerly, it was a common oral and topical antimicrobial, until less toxic...

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Succinylsulfathiazole

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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...

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Thiourea

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delivers the pyrimidine. The pharmaceuticals thiobarbituric acid and sulfathiazole are prepared using thiourea. 4-Amino-3-hydrazino-5-mercapto-1,2,4-triazole...

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Sodium salts

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sitamaquin, sitaxentan, sulfamiderazin, sulfapyridine, sulfaquinoxaline, sulfathiazole, sulfazecin, thiamylal and mesna. The disodium salt of cromolyn is also...

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Sulfabenzamide

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Sulfabenzamide is an antibacterial/antimicrobial. Often used in conjunction with sulfathiazole and sulfacetamide (trade name – Sultrin) as a topical, intravaginal...

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Mariano Que

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Philippines. After the war ended in 1945, Que bought ₱100-worth of Sulfathiazole pills. He sold these drugs in single doses and using his savings decided...

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Sterling Drug

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Winthrop Chemical producing contaminated sulfathiazole tablets contaminated with phenobarbital. Each sulfathiazole tablet was contaminated with about 350 mg...

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ATC code D06

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antibiotics for topical use, combinations D06BA01 Silver sulfadiazine D06BA02 Sulfathiazole D06BA03 Mafenide D06BA04 Sulfamethizole D06BA05 Sulfanilamide D06BA06...

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ATC code J01

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J01EB04 Sulfapyridine J01EB05 Sulfafurazole J01EB06 Sulfanilamide J01EB07 Sulfathiazole J01EB08 Sulfathiourea J01EB20 Combinations J01EC01 Sulfamethoxazole...

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Generalized bullous fixed drug eruption

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eruption, multilocular bullous fixed drug eruption: 554  Drug eruption: Bullous dermatitis medicamentosa caused by sulfathiazole. Specialty Dermatology...

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Phthalylsulfathiazole

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colitis, gastroenteritis and intestinal surgery. It is a derivative of sulfathiazole in which the phthalic acid substitution on the aniline nitrogen prevents...

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Astra AB

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manufacturing existing pharmaceutical preparations. The sulfa drug Sulfathiazole was one of the results of these research activities. The company Tika...

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Prontosil

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(Sulfasalazine) Sulfafurazole (Acetyl sulfisoxazole) Sulfanilamide Prontosil Sulfathiazole (Phthalylsulfathiazole, Succinylsulfathiazole) Sulfathiourea Intermediate-acting...

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Yorkshire and the Humber

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Great Coates, next to the Europarc in the west of Grimsby; it has been there since 1951, firstly as Ciba (Chemical Industry Basel) making sulfathiazole...

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Peritoneal dialysis

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clinical practice, in a 51-year-old man with acute renal failure caused by sulfathiazole poisoning. 1959 – Paul Doolan and Richard Ruben of Naval Hospital Oakland...

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Drug eruption

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eruption Examples of drug eruptions. (A) Bullous dermatitis caused by sulfathiazole (B) Fixed drug eruption caused by phenolphtalein (C) Bullous erythema...

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Chloroacetaldehyde

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give aminothiazoles. This reaction was once used in the preparation of sulfathiazole, one of the first sulfa drugs. Chloroacetaldehyde is a building block...

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Sahib Singh Sokhey

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initiated studies on antibiotic therapies for plague, beginning with sulfathiazole in 1939 and continuing with tetracyclines and related antibiotics during...

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Burkholderia mallei

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ceftazidime, amoxicillin/clavulanic acid, piperacillin, chloramphenicol, and sulfathiazole have been reported to be effective against the bacteria in vitro. B...

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List of compounds with carbon number 9

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malonanilic acid 15580-32-2 C9H9NO3 salacetamide 487-48-9 C9H9N3O2S2 sulfathiazole 72-14-0 C9H10 indane 496-11-7 C9H10NO3PS cyanophos 2636-26-2 C9H10N2O2...

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Cocrystal

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known to have different polymorphic forms. Such a case is in the drug sulfathiazole, a common oral and topical antimicrobial, which has over a hundred different...

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Yuri Gabel

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studying sulfanilamides. Following the introduction of a new drug, sulfathiazole, which replaced sulfadiazine, Gabel synthesised this in his laboratory...

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Industry of the South Humber Bank

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chemicals and pharmaceuticals. Initial production was antibacterial agent Sulfathiazole (branded as Cibazol). The plant became part of Ciba Chemicals in 1962...

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