Structure via PubChem · Public domain (PubChem)
پمولین
Sign in to saveAlso known as Cylert, phenylisohydantoin, pheniminooxazolidinone, phenylpseudohydantoin, 2-imino-5-phenyl-4-oxazolidinone, 2-imino-4-keto-5-phenyltetrahydrooxazole, 2-Amino-5-phenyl-4(5H)-oxazolone, 5-phenylisohydantion
Pemoline, formerly sold under the brand name Cylert among others, is a stimulant medication which was used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. It has since been discontinued in most countries due to rare but serious liver toxicity. The medication was taken by mouth.
Key facts
- Drug.Verifiedfields
- changed
- Drug.class
- Stimulant; Dopamine reuptake inhibitor; Dopamine releasing agent
- Drug.verifiedrevid
- 461086403
- Drug.IUPAC_name
- (RS)-2-amino-5-phenyl-1,3-oxazol-4(5H)-one
- Drug.image
- Pemoline structure 2.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 175px
- Drug.image2
- File:Pemoline ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 175px
- Drug.chirality
- Racemic mixture
- Drug.tradename
- Cylert, others
- Drug.pregnancy_US
- B
- Drug.legal_AU
- S4
- Drug.legal_BR
- B1
- Drug.legal_CA
- Schedule IV
- Drug.legal_DE
- Rx-only/Anlage III
- Drug.legal_US
- Schedule IV
via Wikipedia infobox
Chemical data
- Formula
- C9H8N2O2
- Molecular weight
- 176.17 g/mol
- IUPAC name
- 2-imino-5-phenyl-1,3-oxazolidin-4-one
- SMILES
- C1=CC=C(C=C1)C2C(=O)NC(=N)O2
- InChIKey
- NRNCYVBFPDDJNE-UHFFFAOYSA-N
- XLogP
- 1.2
- Polar surface area
- 62.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1975
- Admin. routes
- oral
- Indications
- attention deficit hyperactivity disorder, cocaine dependence
via ChEMBL · EBI
Research
570 papers- Pemoline hepatotoxicity in children.The Journal of pediatrics · 1998
- Pemoline-associated fulminant liver failure: testing the evidence for causation.Clinical pharmacology and therapeutics · 1995
- Pemoline-associated hepatic failure: a critical analysis of the literature.Pediatric neurology · 1997
- Pemoline in ADHD.Journal of the American Academy of Child and Adolescent Psychiatry · 1997
- Pemoline induced acute choreoathetosis: case report and review of the literature.Journal of toxicology. Clinical toxicology · 1997
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 176.059
- Has use
- medication
Show 8 more facts
- chemical formula
- C₉H₈N₂O₂
- medical condition treated
- attention deficit hyperactivity disorder
- canonical SMILES
- C1=CC=C(C=C1)C2C(=O)N=C(O2)N
- World Health Organisation international non-proprietary name
- pemoline
- defined daily dose
- 40
- subject has role
- stimulant
- Commons category
- Pemoline
- found in taxon
- Delphinium delavayi
via Wikidata · CC0