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Ethosuximide

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Identification
Molecular formula
C7H11NO2
CAS number
77-67-8
IUPAC name
3-ethyl-3-methyl-pyrrolidine-2,5-dione
State
State

Ethosuximide is a solid at room temperature. It appears as a crystalline powder with no odor.

Melting point (Celsius)
45.00
Melting point (Kelvin)
318.15
Boiling point (Celsius)
167.00
Boiling point (Kelvin)
440.15
General information
Molecular weight
141.17g/mol
Molar mass
141.1670g/mol
Density
1.2580g/cm3
Appearence

Ethosuximide is typically found as a white crystalline powder. It can also appear as a colorless or almost colorless liquid when melted. It is known for being odorless.

Comment on solubility

Solubility of 3-ethyl-3-methyl-pyrrolidine-2,5-dione (C7H11NO2)

The solubility of 3-ethyl-3-methyl-pyrrolidine-2,5-dione is influenced by various factors including its molecular structure, polarity, and the presence of functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of nitrogen and oxygen within the compound introduces polar characteristics, which often enhances solubility in polar solvents.
  • Solvent Interaction: This compound likely exhibits greater solubility in water and alcohols, where polar interactions can occur.
  • Temperature Effect: Elevating the temperature may increase the solubility of this compound in various solvents, as higher temperatures generally promote solvation.
  • Hydrogen Bonding: The ability of the compound to participate in hydrogen bonding can also play a significant role in its solubility profile.

As a general observation, compounds similar to 3-ethyl-3-methyl-pyrrolidine-2,5-dione may exhibit decent solubility in organic solvents as well. However, the precise solubility values should be determined experimentally.

Interesting facts

Interesting Facts about 3-Ethyl-3-methyl-pyrrolidine-2,5-dione

3-Ethyl-3-methyl-pyrrolidine-2,5-dione, often simply referred to in the scientific community as a derivative of pyrrolidine, has garnered interest for its unique structural characteristics and potential applications. Here are some intriguing aspects of this compound:

Chemical Structure and Properties

  • The compound features a pyrrolidine ring, which is a five-membered cyclic amine structure.
  • It contains two carbonyl groups (diones), which play a vital role in its reactivity and interaction with other chemicals.
  • Its ethyl and methyl substituents contribute to the compound's branching and overall molecular complexity, influencing its physical and chemical properties.

Biological Relevance

  • The structural motif found in this compound is common in various biologically active molecules, making it a subject of interest for medicinal chemistry.
  • Research suggests that derivatives of pyrrolidine can exhibit a range of biological activities, including potential antimicrobial and anti-inflammatory properties.

Synthesis

The synthetic pathways for creating 3-ethyl-3-methyl-pyrrolidine-2,5-dione reflect the versatility of organic synthetic methods. Scientists often utilize:

  • Michael addition reactions to form the backbone of the pyrrolidine structure, followed by functional group modifications.
  • Reductive amination techniques to introduce the required amine functionalities.

Applications

  • This compound might find its way into the field of pharmaceuticals, particularly in the development of new drugs.
  • Its unique structure also presents opportunities for specialized chemical derivatives that could be useful in materials science.

In summary, 3-ethyl-3-methyl-pyrrolidine-2,5-dione is a compound of great interest in the realm of chemistry and biochemistry. Its intricate balance of structure and function highlights the beauty of organic chemistry and paves the way for further exploration and discovery in this exciting field.

Synonyms
ethosuximide
77-67-8
Zarontin
Etosuximida
Ethosuxide
Pyknolepsinum
2-Ethyl-2-methylsuccinimide
Ethosuccimide
Ethosuccinimide
Atysmal
Suxilep
Suxinutin
Etosuximid
Mesentol
Pentinimid
Peptinimid
Petinimid
Petnidan
Succimal
Succimitin
Thetamid
Zaraondan
Zarondan
Zartalin
Asamid
Capitus
Emeside
Ethymal
Etomal
Pemalin
Ronton
Simatin
Suximal
Zarodan
Pemal
Suxin
3-Ethyl-3-methylpyrrolidine-2,5-dione
Aethosuximide
Piknolepsin
Thilopemal
Epileo Petit MAL
Zarondan-Saft
Ethosuximidum
3-Ethyl-3-methyl-2,5-pyrrolidinedione
Simatin(E)
3-Methyl-3-ethylsuccinimide
Aethosuccimidum
Etosuximide
2-Methyl-2-ethylsuccinimide
CI-366
2,5-Pyrrolidinedione, 3-ethyl-3-methyl-
3-Ethyl-3-methylsuccinimide
Etosuccimide
PM-671
Succinimide, 2-ethyl-2-methyl-
CN-10,395
PM 671
alpha-Ethyl-alpha-methylsuccinimide
alpha-Methyl-alpha-ethylsuccinimide
3-Methyl-3-ethylpyrrolidine-2,5-dione
N-Ethyl methylsuccinimide
gamma-Methyl-gamma-ethyl-succinimide
C.I. 366
H 940
H-490
Ethosuximidum [INN-Latin]
Etosuximida [INN-Spanish]
CN-10395
(+-)-2-Ethyl-2-methylsuccinimide
NSC-64013
Cl 366
HSDB 1119
UNII-5SEH9X1D1D
gamma-ethyl-gamma-methyl-succinimide
EINECS 201-048-7
5SEH9X1D1D
CI 366
NSC 64013
BRN 0117054
CHEBI:4887
DTXSID7023019
NSC64013
MFCD00072123
3-Ethyl-3-methylpyrroline-2,5-dione
CHEMBL696
.alpha.-Ethyl-.alpha.-methylsuccinimide
3-ethyl-3-methyl-pyrrolidine-2,5-dione
DTXCID203019
Ethosuccimid
5-21-09-00595 (Beilstein Handbook Reference)
(+/-)-2-ethyl-2-methylsuccinimide
Ethylmethylsuccimide
.gamma.-Methyl-.gamma.-ethylsuccinimide
Ethosuximide [USAN:USP:INN:BAN:JAN]
Etosuccimide [DCIT]
Aethosuximide [German]
Ethosuximidum (INN-Latin)
Etosuximida (INN-Spanish)
ETHOSUXIMIDE (MART.)
ETHOSUXIMIDE [MART.]
ETHOSUXIMIDE (USP-RS)
ETHOSUXIMIDE [USP-RS]
ETHOSUXIMIDE (EP MONOGRAPH)
ETHOSUXIMIDE [EP MONOGRAPH]
ETHOSUXIMIDE (USP MONOGRAPH)
ETHOSUXIMIDE [USP MONOGRAPH]
Pyknole.psi.num
Piknole.psi.n
Ethosuximide (USAN:USP:INN:BAN:JAN)
Zarontin (TN)
SR-01000075863
Ethosuximid
CAS-77-67-8
NCGC00016320-01
Prestwick_611
Spectrum_001385
Ethosuximide (Standard)
Prestwick0_000165
Prestwick1_000165
Prestwick2_000165
Prestwick3_000165
Spectrum2_001483
Spectrum3_000944
Spectrum4_001051
Spectrum5_001073
ETHOSUXIMIDE [MI]
E0746
(.+/-.)-Ethosuximide
ETHOSUXIMIDE [INN]
ETHOSUXIMIDE [JAN]
2, 3-ethyl-3-methyl-
E 7138
ETHOSUXIMIDE [HSDB]
ETHOSUXIMIDE [USAN]
ETHOSUXIMIDE [VANDF]
NCIOpen2_000014
Lopac0_000532
SCHEMBL34212
BSPBio_000029
KBioGR_001342
KBioSS_001865
DivK1c_000218
ETHOSUXIMIDE [WHO-DD]
ETHOSUXIMIDE [WHO-IP]
SPECTRUM1502196
2,5-Pyrrolidinedione, 3-ethyl-3-methyl-, (+-)-
SPBio_001465
SPBio_001950
BPBio1_000033
GTPL7182
WLN: T5VMVTJ D2 D1
SCHEMBL20541518
Ethosuximide (JP18/USP/INN)
Ethosuximide, analytical standard
HMS500K20
HY-B1378R
KBio1_000218
KBio2_001865
KBio2_004433
KBio2_007001
KBio3_002008
N03AD01
NINDS_000218
ETHOSUXIMIDE [ORANGE BOOK]
HMS1568B11
HMS1921L14
HMS2092D20
HMS2095B11
HMS3261L05
HMS3712B11
HMS3885D12
Pharmakon1600-01502196
HY-B1378
Ethosuximide 1.0 mg/ml in Methanol
Tox21_110370
Tox21_500532
(2RS)-2-Ethyl-2-methylsuccinimide
BDBM50240424
CCG-39217
ETHOSUXIMIDUM [WHO-IP LATIN]
NSC758192
s4626
AKOS005261742
Tox21_110370_1
CS-7976
DB00593
FE22867
LP00532
NSC-758192
SDCCGSBI-0050515.P004
.alpha.-Methyl-.alpha.-ethylsuccinimide
IDI1_000218
NCGC00015418-02
NCGC00015418-03
NCGC00015418-04
NCGC00015418-05
NCGC00015418-06
NCGC00015418-08
NCGC00015418-09
NCGC00015418-15
NCGC00093923-01
NCGC00093923-02
NCGC00093923-03
NCGC00093923-04
NCGC00261217-01
3-Ethyl-3-methyl-2, 5-pyrrolidinedione
AS-16859
DA-63296
SBI-0050515.P003
2, 5-Pyrrolidinedione, 3-ethyl-3-methyl-
AB00052288
EU-0100532
NS00010826
C07505
D00539
D70258
EN300-123801
AB00052288_04
zarontin3-Ethyl-3-methyl-pyrrolidine-2,5-dione
Q421567
SR-01000075863-1
SR-01000075863-3
SR-01000075863-5
3-Ethyl-3-methyl-pyrrolidine-2,5-dione(Ethosuximide)
BRD-A99633051-001-04-7
BRD-A99633051-001-05-4
BRD-A99633051-001-07-0
BRD-A99633051-001-08-8
3-Ethyl-3-methyl-pyrrolidine-2,5-dione (ethosuximide)
Z384975088
3-ethyl-5-hydroxy-3-methyl-3,4-dihydro-2H-pyrrol-2-one
4-ethyl-5-hydroxy-4-methyl-3,4-dihydro-2H-pyrrol-2-one
2,5-PYRROLIDINEDIONE, 3-ETHYL-3-METHYL-, (+/-)-
Ethosuximide, European Pharmacopoeia (EP) Reference Standard
Ethosuximide, United States Pharmacopeia (USP) Reference Standard
201-048-7