| Identification | Back Directory | [Name]
CYCLOBARBITAL | [CAS]
52-31-3 | [Synonyms]
Adorm
Irifan
Namuron
Palinum
Hexemal
Amnosed
Cavonyl
Rapidal
Pralumin
Hypnoval
Fanodorm
Sonaform
Sonoform
Phanodorm
Phanodorn
Philodorm
Praelumin
Fanodormo
Cyklodorm
Cyclodorm
Pro-Sonil
Cyclohexal
Cyclobarbitol
Cyclobarbiton
CYCLOBARBITAL
ETHYLHEXABITAL
Cyclobarbitone
Tetrahydrophenobarbital
CYCLOBARBITAL USP/EP/BP
5-(1-Cyclohexen-1-yl)-5-ethyl-
cyclohexenyl-ethylbarbituricacid
Cyclohexenyl-ethyl barbituric acid
5-ethyl-5-cyclohexenylbarbituricacid
5-Ethyl-5-cyclohexenylbarbituric acid
5-(1-cyclohexenyl)-5-ethylbarbituricacid
5-(cyclohex-1-enyl)-5-ethylbarturic acid
5-(1-Cyclohexenyl)-5-ethylbarbituric acid
5-cyclohexen-1-yl-5-ethyl-barbituric acid
5-(1-cyclohexen-1-yl)-5-ethyl-barbituricaci
5-(1-CYCLOHEXEN-1-YL)-5-ETHYLBARBITURIC ACID
Barbituric acid, 5-(1-cyclohexen-1-yl)-5-ethyl-
5-cyclohexen-1-yl-5-ethyl-1,3-diazinane-2,4,6-trione
5-(1-Cyclohexen-1-yl)-5-ethylbarbituric Acid
Ethylhexabital
5-(1-Cyclohexen-1-yl)-5-ethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-cyclohexen-1-yl)-5-ethyl- | [EINECS(EC#)]
200-138-3 | [Molecular Formula]
C12H16N2O3 | [MDL Number]
MFCD00059173 | [MOL File]
52-31-3.mol | [Molecular Weight]
236.27 |
| Chemical Properties | Back Directory | [Melting point ]
171-174° | [Boiling point ]
378.73°C (rough estimate) | [density ]
1.1623 (rough estimate) | [refractive index ]
1.5460 (estimate) | [pka]
8.03±0.10(Predicted) | [Water Solubility ]
8.27g/L(25 ºC) |
| Hazard Information | Back Directory | [Uses]
It has been used as an anesthetic and sedative.
Controlled substance (depressant). | [Brand name]
Phanodorn (Sterling Winthrop). | [Originator]
Cyclobarbital,Bayer | [Definition]
ChEBI: Cyclobarbital is a member of barbiturates. | [Manufacturing Process]
772.0 g of δ-1,2-cyclohexenylcyanacetic acid ethyl ester are introduced into astirred and ice cooled solution of 92.0 g of sodium in 1500 ml of absolutealcohol. The sodium δ-1,2-cyclohexenylcyanacetic acid ester formed is thengradually treated without ice cooling with 750.0 g of ethyl iodide. The reactionmixture become warm, sodium iodide separates out and the whole is neutralafter a short time. The sodium iodide is filtered off, the filtrate freed fromalcohol by distillation, the residues taken up in water, siphoned off, dried overcalcium chloride and distilled in vacuum, yields δ-1,2-cyclohexenylethylcyanacetic acid ethyl ester, boil point 125°C. 72.0 g ofsodium are dissolved in 1086.0 g of absolute alcohol and boiled for 3.75 hwith 285.0 g of guanidine sulfate, then 221.0 g of δ-1,2-cyclohexenylethylcyanacetic acid ester are added and boiling is continued for afurther 12 h. The residue remaining after distilling off the alcohol is boiledwith 10 times its weight of dilute sulfuric acid and then δ-1,2-cyclohexenylethylbarbituric acid which separates out is recrystallized from hotwater, melting point 170°C | [Therapeutic Function]
Hypnotic |
| Safety Data | Back Directory | [RIDADR ]
3249 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [Safety Profile]
Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: pulmonary consolidation. Used as a central nervous system depressant, hypnotic, and sedative. When heated to decomposition it emits toxic fumes of NOx. See also BARBITURATES. | [Toxicity]
LD50 in mice, rats (mg/kg): 350, 290 i.p. (Hofrichter) |
|