Phenacemide

Summary

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and to other hydantoins.[4] Phenacemide was introduced in 1949 for the treatment of epilepsy, but was eventually withdrawn due to toxicity.[2][3]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
Trade namesPhenurone
AHFS/Drugs.comMicromedex Detailed Consumer Information
ATC code
Pharmacokinetic data
Elimination half-life22–25 hours
Identifiers
  • N-Carbamoyl-2-phenyl-acetamide
CAS Number
  • 63-98-9 checkY
PubChem CID
  • 4753
IUPHAR/BPS
  • 7265
DrugBank
  • DB01121 checkY
ChemSpider
  • 4589 checkY
UNII
  • PAI7J52V09
KEGG
  • D00504 checkY
ChEMBL
  • ChEMBL918 checkY
CompTox Dashboard (EPA)
  • DTXSID6023442 Edit this at Wikidata
ECHA InfoCard100.000.519 Edit this at Wikidata
Chemical and physical data
FormulaC9H10N2O2
Molar mass178.191 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C(NC(=O)N)Cc1ccccc1
  • 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) checkY
  • Key:XPFRXWCVYUEORT-UHFFFAOYSA-N checkY
  (verify)

See also edit

References edit

  1. ^ Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1578–. ISBN 978-0-412-46630-4.
  2. ^ a b Prasad JP (2010). "Central Nervous System". Conceptual Pharmacology. Universities Press. pp. 236–. ISBN 978-81-7371-679-9.
  3. ^ a b Saxena AK, Saxena M (1995). "Developments in anticonvulsants". In deStevens G, Zingel V, Leschke C, Hoeprich P, Schultz R, Mehrotra P, et al. (eds.). Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des recherches pharmaceutiques. Vol. 44. Basel: Birkhäuser. pp. 185–291. doi:10.1007/978-3-0348-7161-7_6. ISBN 978-3-0348-7161-7. PMID 7644666. {{cite book}}: |journal= ignored (help)
  4. ^ Kadam SS, Mahadik KR, Bothara KG (1 July 2007). "Central Nervous System Depresants". Principles of Medicinal Chemistry. Vol. II. Pragati Books Pvt. Ltd. pp. 147–. ISBN 978-81-85790-03-9.

Further reading edit

  • Coker SB (1986). "The use of phenacemide for intractable partial complex epilepsy in children". Pediatric Neurology. 2 (4): 230–232. doi:10.1016/0887-8994(86)90053-6. PMID 3508693.
  • Coker SB, Holmes EW, Egel RT (December 1987). "Phenacemide therapy of complex partial epilepsy in children: determination of plasma drug concentrations". Neurology. 37 (12): 1861–1866. doi:10.1212/wnl.37.12.1861. PMID 3683877. S2CID 219205208.

External links edit