Structure via PubChem · Public domain (PubChem)
sulfisoxazole
Sign in to saveAlso known as Sulfafurazole, Sosol, Sulphafurazole, Sulsoxin, Entusil, Sulfalar, Neazolin, N'-(3,4)dimethylisoxazol-5-yl-sulphanilamide
Sulfafurazole (INN, also known as sulfisoxazole) is a sulfonamide antibacterial with a dimethyl-isoxazole substituent. It possesses antibiotic activity against a wide range of Gram-negative and Gram-positive organisms. It is sometimes given in combination with erythromycin (see erythromycin/sulfafurazole) or phenazopyridine. It is used locally in a 4% solution or ointment.
Chemical data
- Formula
- C11H13N3O3S
- Molecular weight
- 267.31 g/mol
- IUPAC name
- 4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
- SMILES
- CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N
- InChIKey
- NHUHCSRWZMLRLA-UHFFFAOYSA-N
- XLogP
- 1
- Polar surface area
- 107 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1971
- Admin. routes
- oral, parenteral, topical
- Indications
- osteomyelitis, bacterial disease, eye infection
via ChEMBL · EBI
Research
1,512 papers- Sulfisoxazole.Journal of the American Pharmaceutical Association · 1976
- Sulfisoxazole does not inhibit the secretion of small extracellular vesicles.Nature communications · 2021
- Sulfisoxazole Elicits Robust Antitumour Immune Response Along with Immune Checkpoint Therapy by Inhibiting Exosomal PD-L1.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022
- New acrylamide-sulfisoxazole conjugates as dihydropteroate synthase inhibitors.Bioorganic & medicinal chemistry · 2020
- [Sulfisoxazole metabolism].Rivista dell'Istituto sieroterapico italiano · 1954
via PubMed
Wikidata facts
- Subclass of
- sulfonamide
- Mass
- 267.067762
- Has use
- medication
Show 7 more facts
- medical condition treated
- urinary tract infection
- chemical formula
- C₁₁H₁₃N₃O₃S
- canonical SMILES
- CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N
- World Health Organisation international non-proprietary name
- sulfafurazole
- has characteristic
- bitterness
- stylized name
- sulfiSOXAZOLE
- Commons category
- Sulfafurazole
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Sulfafurazole (INN, also known as sulfisoxazole) is a sulfonamide antibacterial with a dimethyl-isoxazole substituent. It possesses antibiotic activity against a wide range of Gram-negative and Gram-positive organisms. It is sometimes given in combination with erythromycin (see erythromycin/sulfafurazole) or phenazopyridine. It is used locally in a 4% solution or ointment.
==References==
Excerpted from Wikipedia’s “sulfisoxazole” article, available under the CC BY-SA 4.0 licence.
Available in 14 languages
via Wikidata sitelinks · CC0