Ethotoin

Bezeichnung:Ethotoin

CAS-Nr86-35-1

Englisch Name:ETHOTOIN

CBNumberCB0500515

SummenformelC11H12N2O2

Molgewicht204.23

MOL-Datei86-35-1.mol

Synonyma

Ethotoin

Ethotoin physikalisch-chemischer Eigenschaften

Schmelzpunkt	94°C
Siedepunkt	342.72°C (rough estimate)
Dichte	1.1754 (rough estimate)
Brechungsindex	1.5200 (estimate)
storage temp.	Refrigerator
Löslichkeit	Dichloromethane (Slightly), DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	8.01±0.70(Predicted)
Farbe	White to Off-White

Sicherheit

R-Sätze:	22
HS Code	2933210000
Giftige Stoffe Daten	86-35-1(Hazardous Substances Data)

Gefahreninformationscode (GHS)

ETHOTOIN Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
Originator
Peganone,Abbott,US,1957
Verwenden
Ethotoin is less active and less toxic than phenytoin. It is used for the same indications as is phenytoin, i.e. for control of major and complex epileptic attacks.
Verwenden
Ethotoin is a hydantoin based anticonvulsant drug used in the treatment of epilepsy.
Definition
ChEBI: An imidazolidine-2,4-dione that is hydantoin substituted by ethyl and phenyl at positions 3 and 5, respectively. An antiepileptic, it is less toxic than phenytoin but also less effective.
Manufacturing Process
Benzaldehyde cyanohydrin is reacted with urea to displace the hydroxyl group of the cyanohydrin. That intermediate is treated with HCl to convert the urea nitrogen to a nitrile. The resultant imine is hydrolyzed to the phenylhydantoin. Alkylation with ethyl iodide gives ethotoin, as described by A. Pinner in Chem. Ber. 21, 2325 (1888).
Trademarks
Peganone (Ovation.
Therapeutic Function
Anticonvulsant
Synthese
Ethotoin, 3-ethyl-5-phenylimidazolidine-2,4-dione (9.1.5), is synthesized in basically the same manner as described above, which in this case involves the reaction of benzaldehyde oxynitrile (9.1.2), with urea or ammonium hydrocarbonate, which forms the intermediate urea derivative (9.1.3) which on acidic conditions (9.1.3) cyclizes to 5-phenylhydantoin (9.1.4). Alkylation of this product using ethyliodide leads to the formation of ethotoin (9.1.5) [3,4].
Stoffwechsel
Ethotoin differs from phenytoin in that one phenyl substituent at position 5 has been replaced by hydrogen, and the N-H at position 3 is replaced by an ethyl group. It may be indicated for treatment of tonic-clonic and complex partial (psychomotor) seizures. Because it is considered to be less toxic but also less effective and more sedating than phenytoin, ethotoin usually is reserved for use as an add-on drug. Ethotoin does not share phenytoin's profile of antiarrhythmic action. The metabolism of ethotoin, like phenytoin, is saturable and nonlinear. Its administration is contraindicated in patients with hepatic abnormalities and hematologic disorders.
läuterung methode
It is an anticonvulsant and is used in epilepsy. [Dudley et al. J Heterocycl Chem 10 173 1973, Pinner Chem Ber 21 2320 1888, Beilstein 25 III/IV 963, 27 II 860.]

ETHOTOIN Upstream-Materialien And Downstream Produkte

Ethotoin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

86-35-1, ETHOTOIN Verwandte Suche:

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