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Structure via PubChem · Public domain (PubChem)
tepoxalin
Sign in to saveAlso known as RWJ 20485, 5-(p-Chlorophenyl)-1-(p-methoxyphenyl)-N-methylpyrazole-3-propionohydroxamic acid, ORF-20485, ORF 20485
Tepoxalin, sold under the brand name Zubrin among others, is a non-steroidal anti-flammatory drug (NSAIDs) generally used in veterinary medicine to reduce swelling in animals with osteoarthritis. In rare circumstances, tepoxalin can also be used in human pharmacology to relieve pain caused by musculoskeletal conditions such as arthritis and hip dysplasia.
Chemical data
- Formula
- C20H20ClN3O3
- Molecular weight
- 385.8 g/mol
- IUPAC name
- 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)pyrazol-3-yl]-N-hydroxy-N-methylpropanamide
- SMILES
- CN(C(=O)CCC1=NN(C(=C1)C2=CC=C(C=C2)Cl)C3=CC=C(C=C3)OC)O
- InChIKey
- XYKWNRUXCOIMFZ-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 67.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
72 papers- Discovering the anti-cancer potential of non-oncology drugs by systematic viability profiling.Nature cancer · 2020
- Tepoxalin increases chemotherapy efficacy in drug-resistant breast cancer cells overexpressing the multidrug transporter gene ABCB1.Translational oncology · 2021
- Tepoxalin inhibits inflammation and microvascular dysfunction induced by abdominal irradiation in rats.Alimentary pharmacology & therapeutics · 2000
- Evaluation of the clinical use of tepoxalin and meloxicam in cats.Journal of feline medicine and surgery · 2013
- Oral administration of tepoxalin in the horse: a PK/PD study.Veterinary journal (London, England : 1997) · 2011
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 385.119
Show 6 more facts
- chemical formula
- C₂₀H₂₀ClN₃O₃
- canonical SMILES
- CN(C(=O)CCC1=NN(C(=C1)C2=CC=C(C=C2)Cl)C3=CC=C(C=C3)OC)O
- World Health Organisation international non-proprietary name
- tepoxalin
- subject has role
- immunosuppressive drug
- medical condition treated
- osteoarthritis
- Commons category
- Tepoxalin
via Wikidata · CC0
~7 min read
Encyclopedic overview
7 sectionsContents
- Approval
- Pharmacology and biochemistry
- Canine and feline uses
- Equine use
- Adverse effects
- Synthesis
- References
Tepoxalin, sold under the brand name Zubrin among others, is a non-steroidal anti-flammatory drug (NSAIDs) generally used in veterinary medicine to reduce swelling in animals with osteoarthritis. In rare circumstances, tepoxalin can also be used in human pharmacology to relieve pain caused by musculoskeletal conditions such as arthritis and hip dysplasia.
In 1997, tepoxalin was patented for veterinary use, replacing isoxazole for treating inflammation. In 2017, the drug was withdrawn from the American market and can no longer be administered in the United States.
Excerpted from Wikipedia’s “tepoxalin” article, available under the CC BY-SA 4.0 licence.