Alphenal

Alphenal
Clinical data
Trade names	Alphenal, Efrodal, Prophenal, Sanudorm
Other names	5-Phenyl-5-allylbarbituric acid
Routes of; administration	By mouth
Drug class	Barbiturate
ATC code	none;
Legal status
Legal status	CA: Schedule IV; US: Schedule III;
Identifiers
	IUPAC name 5-phenyl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione;
CAS Number	115-43-5 ;
PubChem CID	8274;
ChemSpider	7975 ;
UNII	7T7L08Q9JI;
CompTox Dashboard (EPA)	DTXSID60150919 ;
ECHA InfoCard	100.003.718
Chemical and physical data
Formula	C13H12N2O3
Molar mass	244.250 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1NC(=O)NC(=O)C1(c2ccccc2)C\C=C;
	InChI InChI=1S/C13H12N2O3/c1-2-8-13(9-6-4-3-5-7-9)10(16)14-12(18)15-11(13)17/h2-7H,1,8H2,(H2,14,15,16,17,18) ; Key:WOIGZSBYKGQJGL-UHFFFAOYSA-N ;
	(verify)

Alphenal, also known as 5-allyl-5-phenylbarbituric acid, is a barbiturate derivative developed in the 1920s.^[1] It has primarily anticonvulsant properties and was used occasionally for the treatment of epilepsy or convulsions, although not as commonly as better known barbiturates such as phenobarbital.^[2]^[3]^[4]^[5]

LD₅₀: Mouse (Oral): 280 mg/kg

References

^ DE 526854, "Verfahren zur Darstellung von C,C-disubstituierten Barbitursaeuren", issued 11 June 1931, assigned to Hoffmann La Roche
^ Carissimi M (1962). "Nuovi Barbiturici Alogenati Farmaco". Ediozione Scientifica. 17 (6): 390–413.
^ Martin JR, Godel T, Hunkeler W, Jenck F, Moreau JL, Sleight AJ, Widmer U (December 2000). "Psychopharmacological Agents". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.1619250313011820.a01. ISBN 0471238961.
^ Brandenberger H, Maes RA (1997). Analytical Toxicology: For Clinical, Forensic, and Pharmaceutical Chemists. Walter de Gruyter. p. 348. ISBN 978-3-11-010731-9. Retrieved 19 May 2012.
^ García PC, Cruz SV, Mirón CE (28 January 2005). Fundamentos de síntesis de fármacos. Edicions Universitat Barcelona. p. 161. ISBN 978-84-475-2876-9. Retrieved 19 May 2012.

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[1] DE 526854, "Verfahren zur Darstellung von C,C-disubstituierten Barbitursaeuren", issued 11 June 1931, assigned to Hoffmann La Roche

[2] Carissimi M (1962). "Nuovi Barbiturici Alogenati Farmaco". Ediozione Scientifica. 17 (6): 390–413.

[MartinGodel2000-3] Martin JR, Godel T, Hunkeler W, Jenck F, Moreau JL, Sleight AJ, Widmer U (December 2000). "Psychopharmacological Agents". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.1619250313011820.a01. ISBN 0471238961.

[BrandenbergerMaes1997-4] Brandenberger H, Maes RA (1997). Analytical Toxicology: For Clinical, Forensic, and Pharmaceutical Chemists. Walter de Gruyter. p. 348. ISBN 978-3-11-010731-9. Retrieved 19 May 2012.

[GarcíaCruz2005-5] García PC, Cruz SV, Mirón CE (28 January 2005). Fundamentos de síntesis de fármacos. Edicions Universitat Barcelona. p. 161. ISBN 978-84-475-2876-9. Retrieved 19 May 2012.

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