Molecular Identity
Oxazolidin
4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione
PubChem CID: 4641
Oxyphenbutazone is a metabolite of phenylbutazone obtained by hydroxylation at position 4 of one of the phenyl rings. Commonly used (as its hydrate) to treat pain, swelling and stiffness associated with arthritis and gout, it was withdrawn from the market 1984 following association with blood dyscrasis and Stevens-Johnson syndrome. It has a role as an antimicrobial agent, a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an antineoplastic agent, a gout suppressant, a drug metabolite and a xenobiotic metabolite. It is a member of phenols and a member of pyrazolidines. It is functionally related to a phenylbutazone.
2D Structure
Properties
C19H20N2O3
Molecular Formula
324.40
Molecular Weight
g/mol
324.1474
Exact Mass
Da
2.7
XLogP
Drug-like (Lipinski: < 5)
60.9
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
3
H-Bond Acceptors
454
Complexity
SMILES
Canonical SMILES
SMILES: CCCCC1C(=O)N(N(C1=O)C2=CC=C(C=C2)O)C3=CC=CC=C3Isomeric SMILES
SMILES: CCCCC1C(=O)N(N(C1=O)C2=CC=C(C=C2)O)C3=CC=CC=C3Synonyms(20)
oxyphenbutazone129-20-4OxyphenylbutazoneTandearilFlogitoloFlogorilFrabelOxalidNeo-FarmadolCrovarilOxazolidinVisubutinaOxifenylbutazonOxiphenbutazoneButapirone
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Oxazolidin
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