Alphenal |
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| Trade names | Alphenal, Efrodal, Prophenal, Sanudorm |
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| Other names | 5-Phenyl-5-allylbarbituric acid |
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Routes of administration | By mouth |
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| Drug class | Barbiturate |
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5-phenyl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
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| ECHA InfoCard | 100.003.718 |
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| Formula | C13H12N2O3 |
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| Molar mass | 244.250 g·mol−1 |
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| 3D model (JSmol) | |
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O=C1NC(=O)NC(=O)C1(c2ccccc2)C\C=C
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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) YKey:WOIGZSBYKGQJGL-UHFFFAOYSA-N Y
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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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| Alcohols | |
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| Barbiturates | |
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| Benzodiazepines | |
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| Carbamates | |
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| Flavonoids | |
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| Imidazoles | |
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| Kava constituents |
- 10-Methoxyyangonin
- 11-Methoxyyangonin
- 11-Hydroxyyangonin
- Desmethoxyyangonin
- 11-Methoxy-12-hydroxydehydrokavain
- 7,8-Dihydroyangonin
- Kavain
- 5-Hydroxykavain
- 5,6-Dihydroyangonin
- 7,8-Dihydrokavain
- 5,6,7,8-Tetrahydroyangonin
- 5,6-Dehydromethysticin
- Methysticin
- 7,8-Dihydromethysticin
- Yangonin
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| Monoureides | |
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| Neuroactive steroids | |
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| Nonbenzodiazepines |
- Others: Adipiplon
- CGS-8216
- CGS-9896
- CGS-13767
- CGS-20625
- CL-218,872
- CP-615,003
- CTP-354
- ELB-139
- GBLD-345
- Imepitoin
- JM-1232
- L-838,417
- Lirequinil (Ro41-3696)
- NS-2664
- NS-2710
- NS-11394
- Pipequaline
- ROD-188
- RWJ-51204
- SB-205,384
- SX-3228
- TGSC01AA
- TP-003
- TPA-023
- TP-13
- U-89843A
- U-90042
- Viqualine
- Y-23684
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| Phenols | |
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| Piperidinediones | |
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| Pyrazolopyridines | |
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| Quinazolinones | |
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| Volatiles/gases | |
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| Others/unsorted |
- 3-Hydroxybutanal
- α-EMTBL
- AA-29504
- Alogabat
- Avermectins (e.g., ivermectin)
- Bromide compounds (e.g., lithium bromide, potassium bromide, sodium bromide)
- Carbamazepine
- Chloralose
- Chlormezanone
- Clomethiazole
- Darigabat
- DEABL
- Deuterated etifoxine
- Dihydroergolines (e.g., dihydroergocryptine, dihydroergosine, dihydroergotamine, ergoloid (dihydroergotoxine))
- DS2
- Efavirenz
- Etazepine
- Etifoxine
- Fenamates (e.g., flufenamic acid, mefenamic acid, niflumic acid, tolfenamic acid)
- Fluoxetine
- Flupirtine
- Hopantenic acid
- KRM-II-81
- Lanthanum
- Lavender oil
- Lignans (e.g., 4-O-methylhonokiol, honokiol, magnolol, obovatol)
- Loreclezole
- Menthyl isovalerate (validolum)
- Monastrol
- Nicotinic acid
- Nicotinamide
- Org 25,435
- Phenytoin
- Propanidid
- Retigabine (ezogabine)
- Safranal
- Seproxetine
- Stiripentol
- Sulfonylalkanes (e.g., sulfonmethane (sulfonal), tetronal, trional)
- Terpenoids (e.g., borneol)
- Topiramate
- Valerian constituents (e.g., isovaleric acid, isovaleramide, valerenic acid, valerenol)
- Unsorted benzodiazepine site positive modulators: α-Pinene
- MRK-409 (MK-0343)
- TCS-1105
- TCS-1205
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See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators |