Pheneturide

Pheneturide (INN, BAN) (brand names Benuride, Deturid, Pheneturid, Septotence, Trinuride),[1] also known as phenylethylacetylurea (or ethylphenacemide), is an anticonvulsant of the ureide class.[2][3] Conceptually, it can be formed in the body as a metabolic degradation product from phenobarbital. It is considered to be obsolete[4] and is now seldom used.[5] It is marketed in Europe, including in Poland, Spain and the United Kingdom.[6] Pheneturide has a similar profile of anticonvulsant activity and toxicity relative to phenacemide.[7][8] As such, it is only used in cases of severe epilepsy when other, less-toxic drugs have failed.[8] Pheneturide inhibits the metabolism and thus increases the levels of other anticonvulsants, such as phenytoin.[5][6]

Pheneturide
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • (RS)-N-Carbamoyl-2-phenyl-butanamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.001.817
Chemical and physical data
FormulaC11H14N2O2
Molar mass206.245 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
SMILES
  • O=C(N)NC(=O)C(c1ccccc1)CC
InChI
  • InChI=1S/C11H14N2O2/c1-2-9(10(14)13-11(12)15)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H3,12,13,14,15) Y
  • Key:AJOQSQHYDOFIOX-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

See also

References
  1. Muller (19 June 1998). European Drug Index: European Drug Registrations, Fourth Edition. CRC Press. pp. 998–. ISBN 978-3-7692-2114-5.
  2. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 959–. ISBN 978-1-4757-2085-3.
  3. Byrne B, Rothchild R (1999). "1H NMR studies of drugs with achiral and chiral lanthanide shift reagents: applications to the anticonvulsant pheneturide". Chirality. 11 (7): 529–35. doi:10.1002/(SICI)1520-636X(1999)11:7<529::AID-CHIR3>3.0.CO;2-K. PMID 10423278.
  4. Levy RH (2002). Antiepileptic Drugs. Lippincott Williams & Wilkins. pp. 210–. ISBN 978-0-7817-2321-3.
  5. Denham MJ (6 December 2012). The Treatment of Medical Problems in the Elderly. Springer Science & Business Media. pp. 335–. ISBN 978-94-011-6223-4.
  6. Vida J (19 July 2013). Anticonvulsants. Elsevier. pp. 4, 42. ISBN 978-0-323-14395-0.
  7. deStevens G, Zingel V, Leschke C, Hoeprich PD, Schultz RM, Mehrotra PK, Batra S, Bhaduri AP, Saxena AK, 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.
  8. Lancaster R (22 October 2013). Pharmacology in Clinical Practice. Elsevier. pp. 222–. ISBN 978-1-4831-9294-9.
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