CHEBI:76259 - oxyphenbutazone hydrate

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ChEBI Name oxyphenbutazone hydrate
ChEBI ID CHEBI:76259
Definition A hydrate obtained by combining oxyphenbutazone with one molar equivalent of water. Commonly used to treat pain, swelling and stiffness associated with arthritis and gout, it was withdrawn from the market 1984 following association with blood dyscrasis and Stevens-Johnson syndrome.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H22N2O4
Net Charge 0
Average Mass 342.38900
Monoisotopic Mass 342.15796
InChI InChI=1S/C19H20N2O3.H2O/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15;/h4-8,10-13,17,22H,2-3,9H2,1H3;1H2
InChIKey CNDQSXOVEQXJOE-UHFFFAOYSA-N
SMILES O.CCCCC1C(=O)N(N(C1=O)c1ccc(O)cc1)c1ccccc1
Roles Classification
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
gout suppressant
A drug that increases uric acid excretion by the kidney (uricosuric drug), decreases uric acid production (antihyperuricemic), or alleviates the pain and inflammation of acute attacks of gout.
antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oxyphenbutazone hydrate (CHEBI:76259) has part oxyphenbutazone (CHEBI:76258)
oxyphenbutazone hydrate (CHEBI:76259) has role antimicrobial agent (CHEBI:33281)
oxyphenbutazone hydrate (CHEBI:76259) has role antineoplastic agent (CHEBI:35610)
oxyphenbutazone hydrate (CHEBI:76259) has role antipyretic (CHEBI:35493)
oxyphenbutazone hydrate (CHEBI:76259) has role gout suppressant (CHEBI:35845)
oxyphenbutazone hydrate (CHEBI:76259) has role non-narcotic analgesic (CHEBI:35481)
oxyphenbutazone hydrate (CHEBI:76259) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
oxyphenbutazone hydrate (CHEBI:76259) is a hydrate (CHEBI:35505)
IUPAC Name
4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione—water (1/1)
Synonyms Sources
4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione hydrate ChEBI
4-Butyl-1-(p-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedione monohydrate ChemIDplus
Oxyphenbutazone ChemIDplus
oxyphenbutazone monohydrate ChEBI
Brand Name Source
Tandearil KEGG COMPOUND
Manual Xrefs Databases
D05319 KEGG DRUG
Oxyphenbutazone Wikipedia
View more database links
Registry Numbers Types Sources
5786228 Reaxys Registry Number Reaxys
7081-38-1 CAS Registry Number ChemIDplus
7081-38-1 CAS Registry Number KEGG DRUG
Last Modified
24 October 2014