Name | ethosuximide |
Synonyms | C.I. 366 ethosuximide 3-Ethyl-3-Methyl- EthosuxiMide, USP Ethosuximide (500 mg) Ethosuximide solution α-Methyl-α-ethylsuccinimide α-Ethyl-α-methylsuccinimide 2-ethyl-2-methylsuccinimide 3-ethyl-3-methyl-pyrrolidine-2,5-quinone Succinimide, 2-ethyl-2-methyl- (6CI, 7CI, 8CI) |
CAS | 77-67-8 |
EINECS | 201-048-7 |
InChI | InChI=1/C7H11NO2/c1-3-7(2)4-5(9)8-6(7)10/h3-4H2,1-2H3,(H,8,9,10) |
Molecular Formula | C7H11NO2 |
Molar Mass | 141.17 |
Density | 1.1522 (rough estimate) |
Melting Point | 51 °C |
Boling Point | 150 °C / 12mmHg |
Water Solubility | 190g/L(25 ºC) |
Solubility | ethanol: 100mg/mL |
Appearance | neat |
Color | White to Off-White |
Merck | 14,3748 |
pKa | pKa 9.5 (Uncertain) |
Storage Condition | 2-8°C |
Refractive Index | 1.5026 (estimate) |
MDL | MFCD00072123 |
Physical and Chemical Properties | White waxy solid. Melting Point 64-65 °c (45-46 °c). Soluble in water, very soluble in ethanol, chloroform. There is hygroscopicity, almost odorless, slightly bitter taste. |
In vitro study | Ethosuximide(ETH) can promote the proliferation of hippocampal-derived neural stem cells and the formation of neurospheres in vitro experiments. Low concentrations of ETH induced proliferation of neural stem cells, while high concentrations of ETH were cytotoxic. ETH also activates the PI3K/Akt signaling pathway in adult hippocampal neural stem cells in vitro. Blockade of the PI3K/Akt pathway will inhibit the hippocampal neural stem cell differentiation induced by ETH. |
In vivo study | The antiepileptic drug ethosuximide rescues the short lifespan and defects of chemosensory induction in the dnj-14 null mutant of Caenorhabditis elegans. It also improves dyskinesia and short lifespan in worms that express human-derived Tau mutants that cause frontotemporal dementia. Ethosuximide acts to prolong life by inhibiting specific chemosensory neurons. It promotes neuroregeneration, reduces neurodegeneration, and alters cognitive impairment in rats with a phenotype similar to Alzheimer's disease. |
Risk Codes | R22 - Harmful if swallowed R39/23/24/25 - R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
Safety Description | S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. S7 - Keep container tightly closed. |
WGK Germany | 3 |
RTECS | WN2800000 |
HS Code | 2925190100 |
Toxicity | LD50 in mice (g/kg): 1.65 i.p.; 1.75 orally (Najer) |
This product is 3-methyl-3-ethyl-2, 5-pyrrolidinedione. The content of C7H11NO2 shall not be less than 98.0% calculated as anhydrous.
The melting point of this product (General rule 0612 third method) is 43~4 7 1 (liquid paraffin as the temperature transfer liquid).
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 7.084 ml | 35.418 ml | 70.837 ml |
5 mM | 1.417 ml | 7.084 ml | 14.167 ml |
10 mM | 0.708 ml | 3.542 ml | 7.084 ml |
5 mM | 0.142 ml | 0.708 ml | 1.417 ml |
take 0.10g of this product, Add 10ml of water to dissolve it, and determine it according to law (General rule 0631). The pH value should be 3.0~4.5.
take this product 0.5g, inspection according to law (General Principles 0806 The first law), should comply with the provisions.
take this product, according to the moisture determination method (General 0832 first method 1), the water content shall not exceed 1.0%.
not more than 0.1% (General rule 0841).
take this product about 0.2g, precision weighing, add dimethyl formamide 30ml to dissolve, add 2 drops of Azo violet indicator solution, in the nitrogen flow, with sodium methoxide titration solution (0.1 mol/L) titration to a blue color of the solution, and the results of the titration were corrected by a blank test. Each 1ml of sodium methoxide titration solution (0.1 mol/L) corresponds to 14.12 mg of C7H11N02.
antiepileptic drugs.
sealed storage.
biological activity | Ethosuximide is a succinimide antispasmodic agent, mainly used for absence seizures. Is a calcium channel blocker. |
Use | is a relatively new class of antiepileptic drugs, mainly used for petit mal epilepsy. Small toxicity, good effect, for the preferred drug of small seizures, the application is more common. Ethylsuccinate can aggravate Grand Mal, so for patients with mixed Grand Mal, this product cannot be used alone, and must be combined with phenytoin or phenytoin. The oral LD50 of rats was 1820mg/kg. |
production method | from 2-ethyl-2-methylbutanedioic acid (C7H12O4,[631-31-2]) obtained by cyclization with ammonia. Aqueous ammonia (20%) was added to 2-ethyl-2-methylbutanedioic acid to a pH of 10 or more. Heat to 200-220 °c and react for 20min. After cooling to below 50 °c, chloroform was added. After filtration, the filter cake was washed with chloroform, the combined wash and filtrate were discarded, and the chloroform layer was separated. After the chloroform was recovered, it was distilled under reduced pressure, and a fraction of 150-160 ° C. (2.13kPa) was collected to obtain ethylsuccinate. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |