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

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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

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Safety

Risk Statements: 22
HS Code: 2933210000
Hazardous Substances Data: 86-35-1(Hazardous Substances Data)

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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..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 24022
Product name: Ethotoin
Purity: ≥95%
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 24022
Product name: Ethotoin
Purity: ≥95%
Packaging: 10mg
Price: $109
Updated: 2024/03/01

Cayman Chemical

Product number: 24022
Product name: Ethotoin
Purity: ≥95%
Packaging: 25mg
Price: $225
Updated: 2024/03/01

TRC

Product number: E890535
Product name: Ethotoin
Packaging: 50mg
Price: $180
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0009008
Product name: ETHOTOIN
Purity: 95.00%
Packaging: 100MG
Price: $305.55
Updated: 2021/12/16

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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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ETHOTOIN Suppliers

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86-35-1, ETHOTOIN Related Search:

ETHOTOIN 5-Phenylhydantoin Hydantoin Ropitoin (+/-)-N-3-Benzylnirvanol [4-(4-METHOXY-PHENYL)-4-METHYL-2,5-DIOXO-IMIDAZOLIDIN-1-YL]-ACETIC ACID 5,5-DIPHENYLHYDANTOIN-3-BUTYRIC ACID (2,5-DIOXO-3',4'-DIHYDRO-1H,2'H-SPIRO[IMIDAZOLIDINE-4,1'-NAPHTHALEN]-1-YL)ACETIC ACID 1-(4-(2-Hydroxyethyl)-1-piperazine-2-propanolo)-3-ethyl-5,5-diphenylhy dantoin 2HCl hydrate [4-(4-FLUOROPHENYL)-4-METHYL-2,5-DIOXOIMIDAZOLIDIN-1-YL]ACETIC ACID (4-[4-(2-AMINO-2-OXOETHOXY)PHENYL]-4-METHYL-2,5-DIOXOIMIDAZOLIDIN-1-YL)ACETIC ACID 2,4-Imidazolidinedione, 5,5-diphenyl-3-ethyl-1-(2-hydroxy-3-(1-piperid inyl)propyl)-, monohydrochloride [4-METHYL-4-(2-NAPHTHYL)-2,5-DIOXOIMIDAZOLIDIN-1-YL]ACETIC ACID [4-METHYL-4-(4-METHYLPHENYL)-2,5-DIOXOIMIDAZOLIDIN-1-YL]ACETIC ACID (4-ETHYL-2,5-DIOXO-4-PHENYLIMIDAZOLIDIN-1-YL)ACETIC ACID (4-METHYL-2,5-DIOXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-ACETIC ACID (2',5'-DIOXO-2,3-DIHYDRO-1'H-SPIRO[CHROMENE-4,4'-IMIDAZOLIDIN]-1'-YL)ACETIC ACID (2,5-DIOXO-2',3'-DIHYDRO-1H-SPIRO[IMIDAZOLIDINE-4,1'-INDEN]-1-YL)ACETIC ACID

1-Ethyl-2,5-dioxo-4-phenylimidazolidine

2,4-Imidazolidinedione, 3-ethyl-5-phenyl-

3-Ethyl-5-phenyl-2,4-imidazolidinedione

3-ethyl-5-phenyl-hydantoi

3-Ethyl-5-Phenylhydantoin

3-Ethyl-5-phenylimidazolidin-2,4-dione

AC-695

Accenon

Hydantoin, 3-ethyl-5-phenyl-

Peganone

Pegoanone

ETHOTOIN (200 MG)

Etbotoin

Hydantoin, 3-ethyl-5-phenyl- (6CI, 7CI, 8CI)

3-ethyl-5-phenyl-imidazolidine-2,4-dione

3-ethyl-5-phenylimidazolidine-2,4-dione

ETHOTOIN

ETHOTOIN USP/EP/BP

Ethotoin ((±)-Ethotoin)

Ethotoin (1264501)

86-35-1