# Phenacemide
> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Phenacemide
> Markdown URL: https://mediated.wiki/source/Phenacemide.md
> Source: https://en.wikipedia.org/wiki/Phenacemide
> Source revision: 1332211845
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{{short description|Anticonvulsant}}
{{cs1 config|name-list-style=vanc}}
{{Drugbox
| Watchedfields = changed
| verifiedrevid = 464199698
| IUPAC_name = ''N''-Carbamoyl-2-phenyl-acetamide
| image = Phenacemide.svg
| image_class = skin-invert-image
| width = 175
| tradename = Phenurone
| Drugs.com = {{drugs.com|CONS|phenacemide}}
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_UK =
| legal_US =
| legal_status =
| routes_of_administration =
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life = 22–25 hours
| excretion =
| IUPHAR_ligand = 7265
| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number = 63-98-9
| ATC_prefix = N03
| ATC_suffix = AX07
| ATC_supplemental =
| PubChem = 4753
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01121
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4589
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = PAI7J52V09
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00504
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 918
| C=9 | H=10 | N=2 | O=2
| smiles = O=C(NC(=O)N)Cc1ccccc1
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C9H10N2O2/c10-9(13)11-8(12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H3,10,11,12,13)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XPFRXWCVYUEORT-UHFFFAOYSA-N
}}
'''Phenacemide''' ([INN](/source/International_Nonproprietary_Name), [BAN](/source/British_Approved_Name)) (brand name '''Phenurone'''), also known as '''phenylacetylurea''', is an [anticonvulsant](/source/anticonvulsant) of the [ureide](/source/ureide) (acetylurea) class.[{{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–}}] It is a [congener](/source/congener_(chemistry)) and ring-opened [analogue](/source/structural_analog) of [phenytoin](/source/phenytoin) (a [hydantoin](/source/hydantoin)),[{{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–}}][{{cite book | vauthors = Saxena AK, Saxena M | chapter = Developments in anticonvulsants | title = Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des recherches pharmaceutiques | journal = Progress in Drug Research. Fortschritte der Arzneimittelforschung. Progres 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 }}] and is structurally related to the [barbiturate](/source/barbiturate)s and to other [hydantoin](/source/hydantoin)s.[{{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–}}] Phenacemide was introduced in 1949 for the treatment of [epilepsy](/source/epilepsy), but was eventually withdrawn due to [toxicity](/source/toxicity).