Ethosuximide - CAS 77-67-8
Catalog number:
77-67-8
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C7H11NO2
Molecular Weight:
141.17
COA:
Inquire
Targets:
Calcium Channel
Description:
Ethosuximide is a Calcium channel antagonist originated by Pfizer. It can be used for the treatment of Absence epilepsy and absence seizures. It may be used by itself or with other antiseizure medications such as valproic acid.
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Purity:
>95%
Appearance:
White to Off-White Low Melting Solid
Synonyms:
3-Ethyl-3-methyl-2,5-pyrrolidinedione; 2-Ethyl-2-methylsuccinimide; Atysmal; Capitus; Emeside; Etosuximid; H 940; Mesentol; NSC 64013; Simatin; Succimal; Succimitin; Suxilep; Suximal;
Solubility:
Chloroform, Ethyl Aceatae, Methanol
Storage:
-20℃ Freezer
MSDS:
Inquire
Application:
Absence epilepsy;absence seizures
Quality Standard:
USP
Shelf Life:
2 month in rt, long time
Quantity:
Milligrams-Grams
InChIKey:
HAPOVYFOVVWLRS-UHFFFAOYSA-N
InChI:
InChI=1S/C7H11NO2/c1-3-7(2)4-5(9)8-6(7)10/h3-4H2,1-2H3,(H,8,9,10)
Canonical SMILES:
CCC1(CC(=O)NC1=O)C
Current Developer:
Originator Pfizer
1.Synthesis and anticonvulsant activities of novel 2-(cyclopentylmethylene)hydrazinyl-1,3-thiazoles in mouse models of seizures.
Łączkowski KZ1, Sałat K2, Misiura K1, Podkowa A2, Malikowska N2. J Enzyme Inhib Med Chem. 2016 Apr 6:1-7. [Epub ahead of print]
Synthesis, characterization and investigation of in vivo anticonvulsant activities of 13 novel cyclopentanecarbaldehyde-based 2,4-disubstituted 1,3-thiazoles are presented. Their structures were determined using 1H and 13C NMR, FAB(+)-MS, HRMS and elemental analyses. The results of anticonvulsant screening reveal that seven intraperitoneally administered compounds: 3a, 3b, 3d, 3e, 3f, 3k and 3m containing F-, Cl-, Br-, CF3-, CH3- and adamantyl substituents demonstrated significant anticonvulsant activity in the pentylenetetrazole model with median effective doses (ED50) ≤ 20 mg/kg, respectively, which was approximately seven-fold lower than that reported for the reference drug, ethosuximide. Noteworthy, none of these compounds impaired animals' motor skills in the rotarod test.
2.Synthesis and evaluation of anticonvulsant properties of new N-Mannich bases derived from 3-(1-phenylethyl)- and 3-benzyl-pyrrolidine-2,5-dione.
Rybka S1, Obniska J2, Rapacz A3, Furgała A3, Filipek B3, Żmudzki P2. Bioorg Med Chem Lett. 2016 May 1;26(9):2147-51. doi: 10.1016/j.bmcl.2016.03.075. Epub 2016 Mar 21.
Two series of new derivatives of pyrrolidine-2,5-dione were synthesized and evaluated for their anticonvulsant properties. Initial screening for their anticonvulsant properties was performed in mice after intraperitoneal administration, using the maximal electroshock (MES), subcutaneous pentylenetetrazole (scPTZ) and 6-Hz seizure tests. Quantitative pharmacological research revealed that the highest level of protection was demonstrated by compound N-[{4-methylpiperazin-1-yl}-methyl]-3-(1-phenylethyl)-pyrrolidine-2,5-dione monohydrochloride (22) which was effective both in the scPTZ test (ED50=39mg/kg) and in the 6-Hz test (ED50=36mg/kg). This molecule showed higher potency than reference antiepileptic drugs such as ethosuximide, lacosamide and valproic acid. With the aim of explaining the possible mechanism of action of the selected molecule, its influence on sodium and calcium channels as well as NMDA and GABAA receptors binding properties were evaluated in vitro.
3.The effects of antiepileptic drugs on the growth of glioblastoma cell lines.
Lee CY1, Lai HY1, Chiu A1, Chan SH1, Hsiao LP1, Lee ST2. J Neurooncol. 2016 Jan 13. [Epub ahead of print]
To determine the effects of antiepileptic drug compounds on glioblastoma cellular growth, we exposed glioblastoma cell lines to select antiepileptic drugs. The effects of selected antiepileptic drugs on glioblastoma cells were measured by MTT assay. For compounds showing significant inhibition, cell cycle analysis was performed. Statistical analysis was performed using SPSS. The antiepileptic compounds selected for screening included carbamazepine, ethosuximide, gabapentin, lamotrigine, levetiracetam, magnesium sulfate, oxcarbazepine, phenytoin, primidone, tiagabine, topiramate, valproic acid, and vigabatrin. Dexamethasone and temozolomide were used as a negative and positive control respectively. Our results showed temozolomide and oxcarbazepine significantly inhibited glioblastoma cell growth and reached IC50 at therapeutic concentrations. The other antiepileptic drugs screened were unable to reach IC50 at therapeutic concentrations. The metabolites of oxcarbazepine were also unable to reach IC50.
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CAS 77-67-8 Ethosuximide

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