Structure via PubChem · Public domain (PubChem)
phenacemide
Sign in to saveAlso known as phenylacetylurea
Phenacemide (INN, BAN) (brand name Phenurone), also known as phenylacetylurea, is an anticonvulsant of the ureide (acetylurea) class. It is a congener and ring-opened analogue of phenytoin (a hydantoin), and is structurally related to the barbiturates and to other hydantoins. Phenacemide was introduced in 1949 for the treatment of epilepsy, but was eventually withdrawn due to toxicity.
Chemical data
- Formula
- C9H10N2O2
- Molecular weight
- 178.19 g/mol
- IUPAC name
- N-carbamoyl-2-phenylacetamide
- SMILES
- C1=CC=C(C=C1)CC(=O)NC(=O)N
- InChIKey
- XPFRXWCVYUEORT-UHFFFAOYSA-N
- XLogP
- 0.9
- Polar surface area
- 72.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1951
- Admin. routes
- oral
- Indications
- epilepsy
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 178.074
- Has use
- medication
Show 4 more facts
- chemical formula
- C₉H₁₀N₂O₂
- canonical SMILES
- C1=CC=C(C=C1)CC(=O)NC(=O)N
- defined daily dose
- 1.5
- Commons category
- Phenacemide
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- See also
- References
- Further reading
- External links
Phenacemide (INN, BAN) (brand name Phenurone), also known as phenylacetylurea, is an anticonvulsant of the ureide (acetylurea) class. It is a congener and ring-opened analogue of phenytoin (a hydantoin), and is structurally related to the barbiturates and to other hydantoins. Phenacemide was introduced in 1949 for the treatment of epilepsy, but was eventually withdrawn due to toxicity.
== See also == Pheneturide
Excerpted from Wikipedia’s “phenacemide” article, available under the CC BY-SA 4.0 licence.