ETHOTOIN
- Product Name
- ETHOTOIN
- CAS No.
- 86-35-1
- Chemical Name
- ETHOTOIN
- Synonyms
- Peganone;AC-695;Accenon;Etbotoin;ETHOTOIN;Pegoanone;ETHOTOIN (200 MG);ETHOTOIN USP/EP/BP;Ethotoin (1264501);Ethotoin ((±)-Ethotoin)
- CBNumber
- CB0500515
- Molecular Formula
- C11H12N2O2
- Formula Weight
- 204.23
- MOL File
- 86-35-1.mol
ETHOTOIN Property
- Melting point:
- 94°C
- Boiling point:
- 342.72°C (rough estimate)
- Density
- 1.1754 (rough estimate)
- refractive index
- 1.5200 (estimate)
- storage temp.
- Refrigerator
- solubility
- Dichloromethane (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 8.01±0.70(Predicted)
- color
- White to Off-White
Safety
- Risk Statements
- 22
- HS Code
- 2933210000
- Hazardous Substances Data
- 86-35-1(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P330Rinse mouth.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 24022
- Product name
- Ethotoin
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $62
- Updated
- 2024/03/01
- Product number
- 24022
- Product name
- Ethotoin
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $109
- Updated
- 2024/03/01
- Product number
- 24022
- Product name
- Ethotoin
- Purity
- ≥95%
- Packaging
- 25mg
- Price
- $225
- Updated
- 2024/03/01
- Product number
- E890535
- Product name
- Ethotoin
- Packaging
- 50mg
- Price
- $180
- Updated
- 2021/12/16
- Product number
- API0009008
- Product name
- ETHOTOIN
- Purity
- 95.00%
- Packaging
- 100MG
- Price
- $305.55
- Updated
- 2021/12/16
ETHOTOIN Chemical Properties,Usage,Production
Originator
Peganone,Abbott,US,1957
Uses
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.
Uses
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).
brand name
Peganone (Ovation.
Therapeutic Function
Anticonvulsant
Synthesis
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].
Metabolism
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.
Purification Methods
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 Preparation Products And Raw materials
Raw materials
Preparation Products
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