Phenacemide

Phenacemide (INN, BAN) (brand name Phenurone), also known as phenylacetylurea, is an anticonvulsant of the ureide (acetylurea) class.[1] It is a congener and ring-opened analogue of phenytoin (a hydantoin),[2][3] and is structurally related to the barbiturates and to other hydantoins.[4] Phenacemide was introduced in 1949 for the treatment of epilepsy, but was eventually withdrawn due to toxicity.[2][3]

Phenacemide

Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	N03AX07 (WHO)
Pharmacokinetic data
Elimination half-life	22–25 hours
Identifiers
IUPAC name N-Carbamoyl-2-phenyl-acetamide
CAS Number	63-98-9^Y
PubChem CID	4753
IUPHAR/BPS	7265
DrugBank	DB01121^Y
ChemSpider	4589^Y
UNII	PAI7J52V09
KEGG	D00504^Y
ChEMBL	ChEMBL918^Y
CompTox Dashboard (EPA)	DTXSID6023442
ECHA InfoCard	100.000.519
Chemical and physical data
Formula	C9H10N2O2
Molar mass	178.191 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C(NC(=O)N)Cc1ccccc1
InChI InChI=1S/C9H10N2O2/c10-9(13)11-8(12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H3,10,11,12,13)^Y Key:XPFRXWCVYUEORT-UHFFFAOYSA-N^Y
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See also

• Pheneturide

References

1. C.R. Ganellin; David J. Triggle (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1578–. ISBN 978-0-412-46630-4.
2. Conceptual Pharmacology. Universities Press. 2010. pp. 236–. ISBN 978-81-7371-679-9.
3. deStevens, G.; Zingel, V.; Leschke, C.; Hoeprich, P.D.; Schultz, R.M.; Mehrotra, P.K.; Batra, S.; Bhaduri, A.P.; Saxena, A.K.; Saxena, M., eds. (11 November 2013). Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des Recherches Pharmaceutiques. Basel: Birkhäuser. pp. 217–. ISBN 978-3-0348-7161-7. Retrieved 3 September 2016.
4. S. S. Kadam (1 July 2007). PRINCIPLES OF MEDICINAL CHEMISTRY Vol. - II. Pragati Books Pvt. Ltd. pp. 147–. ISBN 978-81-85790-03-9.

External links

• DDB 34078

• MedlinePlus DrugInfo uspdi-202454
• Coker S (1986). "The use of phenacemide for intractable partial complex epilepsy in children". Pediatr Neurol. 2 (4): 230–2. doi:10.1016/0887-8994(86)90053-6. PMID 3508693.
• Coker S, Holmes E, Egel R (1987). "Phenacemide therapy of complex partial epilepsy in children: determination of plasma drug concentrations". Neurology. 37 (12): 1861–6. doi:10.1212/wnl.37.12.1861. PMID 3683877.