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2-ethyl-2-methylsuccinimide

ethosuximide

CAS: 77-67-8

Molecular Formula: C7H11NO2

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2-ethyl-2-methylsuccinimide - Names and Identifiers

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)

2-ethyl-2-methylsuccinimide - Physico-chemical Properties

Molecular FormulaC7H11NO2
Molar Mass141.17
Density1.1522 (rough estimate)
Melting Point51 °C
Boling Point150 °C / 12mmHg
Water Solubility190g/L(25 ºC)
Solubility ethanol: 100mg/mL
Appearanceneat
ColorWhite to Off-White
Merck14,3748
pKapKa 9.5 (Uncertain)
Storage Condition2-8°C
Refractive Index1.5026 (estimate)
MDLMFCD00072123
Physical and Chemical PropertiesWhite 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 studyEthosuximide(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 studyThe 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.

2-ethyl-2-methylsuccinimide - Risk and Safety

Risk CodesR22 - Harmful if swallowed
R39/23/24/25 -
R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
R11 - Highly Flammable
Safety DescriptionS36 - 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 Germany3
RTECSWN2800000
HS Code2925190100
ToxicityLD50 in mice (g/kg): 1.65 i.p.; 1.75 orally (Najer)

2-ethyl-2-methylsuccinimide - Standard

Authoritative Data Verified Data

This product is 3-methyl-3-ethyl-2, 5-pyrrolidinedione. The content of C7H11NO2 shall not be less than 98.0% calculated as anhydrous.

Last Update:2024-01-02 23:10:35

2-ethyl-2-methylsuccinimide - Trait

Authoritative Data Verified Data
  • This product is a white to yellowish waxy solid; Almost odorless; With hygroscopicity.
  • This product is easily soluble in ethanol or chloroform, and soluble in water.

melting point

The melting point of this product (General rule 0612 third method) is 43~4 7 1 (liquid paraffin as the temperature transfer liquid).

Last Update:2022-01-01 11:29:09

2-ethyl-2-methylsuccinimide - Preparation solution concentration reference

 1mg5mg10mg
1 mM7.084 ml35.418 ml70.837 ml
5 mM1.417 ml7.084 ml14.167 ml
10 mM0.708 ml3.542 ml7.084 ml
5 mM0.142 ml0.708 ml1.417 ml
Last Update:2024-01-02 23:10:35

2-ethyl-2-methylsuccinimide - Differential diagnosis

Authoritative Data Verified Data
  1. take about 20mg of this product, add sodium hydroxide solution for 2ND, and boil slightly. Its vapor can turn the wet red litmus test paper into blue.
  2. take this product about 0. lg, plus resorcinol about 0. 2g of sulfuric acid and 2 drops, heated at about 140 ° C. For 5 minutes, water 5ml was added, and 20% sodium hydroxide solution was added dropwise to make it Alkaline. Several drops of this solution were taken and 5ml of water was dropped to show yellow-green fluorescence.
  3. The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 4) (if not, it can be measured after treatment with anhydrous ethanol).
Last Update:2022-01-01 11:29:09

2-ethyl-2-methylsuccinimide - Exam

Authoritative Data Verified Data

acidity

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.


cyanide

take this product 0.5g, inspection according to law (General Principles 0806 The first law), should comply with the provisions.


moisture

take this product, according to the moisture determination method (General 0832 first method 1), the water content shall not exceed 1.0%.


ignition residue

not more than 0.1% (General rule 0841).

Last Update:2022-01-01 11:29:10

2-ethyl-2-methylsuccinimide - Content determination

Authoritative Data Verified Data

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.

Last Update:2022-01-01 11:29:10

2-ethyl-2-methylsuccinimide - Category

Authoritative Data Verified Data

antiepileptic drugs.

Last Update:2022-01-01 11:29:11

2-ethyl-2-methylsuccinimide - Storage

Authoritative Data Verified Data

sealed storage.

Last Update:2022-01-01 11:29:11

2-ethyl-2-methylsuccinimide - Reference Information

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)
Last Update:2024-04-09 20:52:54
2-ethyl-2-methylsuccinimide
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