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.
In the Vinony graph
Within Vinony's link graph, sulfisoxazole is referenced by 299 other articles, and connects out to sulfamethazine, antibiotic and neomycin.
It sits within the topics 4-Aminophenyl compounds, Acylsulfonamides and Drugboxes which contain changes to verified fields.
Its subject is documented across 14 Wikipedia language editions.
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