CHEBI:8066 - phenindione

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ChEBI Name phenindione
ChEBI ID CHEBI:8066
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000013831540
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Oxycodone, sold under the brand name Roxicodone and OxyContin (which is the extended-release form) among others, is a semi-synthetic opioid used medically for the treatment of moderate to severe pain. It is highly addictive and is a commonly abused drug. It is usually taken by mouth, and is available in immediate-release and controlled-release formulations. Onset of pain relief typically begins within fifteen minutes and lasts for up to six hours with the immediate-release formulation. In the United Kingdom, it is available by injection. Combination products are also available with paracetamol (acetaminophen), ibuprofen, naloxone, naltrexone, and aspirin. Common side effects include euphoria, constipation, nausea, vomiting, loss of appetite, drowsiness, dizziness, itching, dry mouth, and sweating. Side effects may also include addiction and dependence, substance abuse, irritability, depression or mania, delirium, hallucinations, hypoventilation, gastroparesis, bradycardia, and hypotension. Those allergic to codeine may also be allergic to oxycodone. Use of oxycodone in early pregnancy appears relatively safe. Opioid withdrawal may occur if rapidly stopped. Oxycodone acts by activating the μ-opioid receptor. When taken by mouth, it has roughly 1.5 times the effect of the equivalent amount of morphine. Oxycodone was originally produced from the opium poppy opiate alkaloid thebaine in 1916 in Germany. One year later, it was used medically for the first time in Germany in 1917. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2022, it was the 60th most commonly prescribed medication in the United States, with more than 11 million prescriptions. A number of abuse-deterrent formulations are available, such as in combination with naloxone or naltrexone.
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Formula C15H10O2
Net Charge 0
Average Mass 222.23870
Monoisotopic Mass 222.06808
InChI InChI=1S/C15H10O2/c16-14-11-8-4-5-9-12(11)15(17)13(14)10-6-2-1-3-7-10/h1-9,13H
InChIKey NFBAXHOPROOJAW-UHFFFAOYSA-N
SMILES O=C1C(C(=O)c2ccccc12)c1ccccc1
Roles Classification
Application(s): anticoagulant
An agent that prevents blood clotting.
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ChEBI Ontology
Outgoing phenindione (CHEBI:8066) has parent hydride indane (CHEBI:37911)
phenindione (CHEBI:8066) has role anticoagulant (CHEBI:50249)
phenindione (CHEBI:8066) is a β-diketone (CHEBI:67265)
phenindione (CHEBI:8066) is a aromatic ketone (CHEBI:76224)
IUPAC Name
2-phenyl-1H-indene-1,3(2H)-dione
INNs Sources
fenindiona ChemIDplus
phenindione ChemIDplus
phénindione ChEBI
phenindionum ChemIDplus
Synonyms Sources
2-phenyl-1,3(2H)-Indenedione NIST Chemistry WebBook
2-phenyl-1,3-diketohydrindene NIST Chemistry WebBook
2-Phenyl-1,3-indandione KEGG COMPOUND
Phenindione KEGG COMPOUND
PID ChemIDplus
Manual Xrefs Databases
2130 DrugCentral
C07584 KEGG COMPOUND
D08354 KEGG DRUG
DB00498 DrugBank
LSM-5784 LINCS
Phenindione Wikipedia
View more database links
Registry Numbers Types Sources
1911699 Beilstein Registry Number Beilstein
83-12-5 CAS Registry Number ChemIDplus
83-12-5 CAS Registry Number NIST Chemistry WebBook
Last Modified
22 February 2017