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'''Phenacemide''' ([[International Nonproprietary Name|INN]], [[British Approved Name|BAN]]) (brand name '''Phenurone'''), also known as '''phenylacetylurea''', is an [[anticonvulsant]] of the [[ureide]] (acetylurea) class.<ref name="GanellinTriggle1996">{{cite book|author1=C.R. Ganellin|author2=David J. Triggle|title=Dictionary of Pharmacological Agents|url=https://books.google.com/books?id=A0THacd46ZsC&pg=PA1578|date=21 November 1996|publisher=CRC Press|isbn=978-0-412-46630-4|pages=1578–}}</ref> It is a [[congener (chemistry)|congener]] and ring-opened [[structural analog|analogue]] of [[phenytoin]] (a [[hydantoin]]),<ref name="UniversitiesPress2010">{{cite book|title=Conceptual Pharmacology|url=https://books.google.com/books?id=s0e_FlM8LKYC&pg=PA236|year=2010|publisher=Universities Press|isbn=978-81-7371-679-9|pages=236–}}</ref><ref name="deStevensZingel2013">{{cite book|editor1-last=deStevens|editor1-first=G.|editor2-last=Zingel|editor2-first=V.|editor3-last=Leschke|editor3-first=C.|editor4-last=Hoeprich|editor4-first=P.D.|editor5-last=Schultz|editor5-first=R.M.|editor6-last=Mehrotra|editor6-first=P.K.|editor7-last=Batra|editor7-first=S.|editor8-last=Bhaduri|editor8-first=A.P.|editor9-last=Saxena|editor9-first=A.K.|editor10-last=Saxena|editor10-first=M.|title=Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des Recherches Pharmaceutiques|date=11 November 2013|publisher=Birkhäuser|location=Basel|isbn=978-3-0348-7161-7|pages=217–|url=https://books.google.com/books?id=2mT0BwAAQBAJ&pg=PA217|access-date=3 September 2016}}</ref> and is structurally related to the [[barbiturate]]s and to other [[hydantoin]]s.<ref name="Kadam2007">{{cite book|author= S. S. Kadam|title=PRINCIPLES OF MEDICINAL CHEMISTRY Vol. - II|url=https://books.google.com/books?id=Z7Pb3lJuRksC&pg=PA147|date=1 July 2007|publisher=Pragati Books Pvt. Ltd.|isbn=978-81-85790-03-9|pages=147–}}</ref> Phenacemide was introduced in 1949 for the treatment of [[epilepsy]], but was eventually withdrawn due to [[toxicity]].<ref name="UniversitiesPress2010" /><ref name="deStevensZingel2013" />
'''Phenacemide''' ([[International Nonproprietary Name|INN]], [[British Approved Name|BAN]]) (brand name '''Phenurone'''), also known as '''phenylacetylurea''', is an [[anticonvulsant]] of the [[ureide]] (acetylurea) class.<ref name="GanellinTriggle1996">{{cite book| vauthors = Ganellin CR, Triggle DJ |title=Dictionary of Pharmacological Agents|url=https://books.google.com/books?id=A0THacd46ZsC&pg=PA1578|date=21 November 1996|publisher=CRC Press|isbn=978-0-412-46630-4|pages=1578–}}</ref> It is a [[congener (chemistry)|congener]] and ring-opened [[structural analog|analogue]] of [[phenytoin]] (a [[hydantoin]]),<ref name="UniversitiesPress2010">{{cite book | vauthors = Prasad JP | chapter = Central Nervous System |title=Conceptual Pharmacology| chapter-url= https://books.google.com/books?id=s0e_FlM8LKYC&pg=PA236|year=2010|publisher=Universities Press|isbn=978-81-7371-679-9|pages=236–}}</ref><ref name="deStevensZingel2013">{{cite journal | vauthors = Saxena AK, Saxena M | title = Developments in anticonvulsants | journal = Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des recherches pharmaceutiques | veditors = deStevens G, Zingel V, Leschke C, Hoeprich P, Schultz R, Mehrotra P, Batra S, Bhaduri A, Saxena A, Saxena M | display-editors = 6 | volume = 44 | issue = | pages = 185–291 | date = 1995 | pmid = 7644666 | doi = 10.1007/978-3-0348-7161-7_6 | publisher=Birkhäuser| location=Basel |isbn=978-3-0348-7161-7 }}</ref> and is structurally related to the [[barbiturate]]s and to other [[hydantoin]]s.<ref name="Kadam2007">{{cite book| vauthors = Kadam SS, Mahadik KR, Bothara KG | chapter = Central Nervous System Depresants |title = Principles of Medicinal Chemistry | volume = II |chapter-url=https://books.google.com/books?id=Z7Pb3lJuRksC&pg=PA147|date=1 July 2007|publisher=Pragati Books Pvt. Ltd.|isbn=978-81-85790-03-9|pages=147–}}</ref> Phenacemide was introduced in 1949 for the treatment of [[epilepsy]], but was eventually withdrawn due to [[toxicity]].<ref name="UniversitiesPress2010" /><ref name="deStevensZingel2013" />


==See also==
== See also ==
* [[Pheneturide]]
* [[Pheneturide]]


==References==
== References ==
{{Reflist|2}}
{{Reflist|2}}


== Further reading ==
⚫
==External links==
{{refbegin}}
⚫
* {{cite journal | vauthors = Coker SB | title = The use of phenacemide for intractable partial complex epilepsy in children | journal = Pediatric Neurology | volume = 2 | issue = 4 | pages = 230–232 | year = 1986 | pmid = 3508693 | doi = 10.1016/0887-8994(86)90053-6 }}
⚫
* {{cite journal | vauthors = Coker SB, Holmes EW, Egel RT | title = Phenacemide therapy of complex partial epilepsy in children: determination of plasma drug concentrations | journal = Neurology | volume = 37 | issue = 12 | pages = 1861–1866 | date = December 1987 | pmid = 3683877 | doi = 10.1212/wnl.37.12.1861 | s2cid = 219205208 }}
{{refend}}

⚫
== External links ==
* {{DiseasesDB|34078}}
* {{DiseasesDB|34078}}
* {{MedlinePlusDrugInfo|uspdi|202454}}
* {{MedlinePlusDrugInfo|uspdi|202454}}
⚫
* {{cite journal | author = Coker S | title = The use of phenacemide for intractable partial complex epilepsy in children | journal = Pediatr Neurol | volume = 2 | issue = 4 | pages = 230–2 | year = 1986 | pmid = 3508693 | doi = 10.1016/0887-8994(86)90053-6}}
⚫
* {{cite journal |vauthors=Coker S, Holmes E, Egel R | title = Phenacemide therapy of complex partial epilepsy in children: determination of plasma drug concentrations | journal = Neurology | volume = 37 | issue = 12 | pages = 1861–6 | year = 1987 | pmid = 3683877 | doi=10.1212/wnl.37.12.1861| s2cid = 219205208 }}


{{Anticonvulsants}}
{{Anticonvulsants}}

Revision as of 09:10, 27 December 2023

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
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.519 Edit this at Wikidata
Chemical and physical data
FormulaC9H10N2O2
Molar mass178.191 g·mol−1
3D model (JSmol)
  • 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)

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]

See also

References

  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). deStevens G, Zingel V, Leschke C, Hoeprich P, Schultz R, Mehrotra P, et al. (eds.). "Developments in anticonvulsants". Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des recherches pharmaceutiques. 44. Basel: Birkhäuser: 185–291. doi:10.1007/978-3-0348-7161-7_6. ISBN 978-3-0348-7161-7. PMID 7644666.
  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

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