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Phensuximide

Phensuximide structure

CAS No:
86-34-0
Formula:
C11H11NO2
Chemical Name:
Phensuximide
Synonyms:
2,5-Pyrrolidinedione,1-methyl-3-phenyl-;Succinimide,N-methyl-2-phenyl-;1-Methyl-3-phenyl-2,5-pyrrolidinedione;Epimid;Lifene;N-Methyl-2-phenylsuccinimide;N-Methyl-α-phenylsuccinimide;Milontin;Phensuximide;1-Methyl-3-phenylsuccinimide;Succitimal;Mirontin;Phensuximid;Milonton;PM 334;N-Methyl-3-phenylsuccinimide;RS-Phensuximide;(±)-Phensuximide;Racemic phensuximide;N-Methyl-3-phenylpyrrolidinedione;34367-67-4
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Solid

Phensuximide is a member of pyrrolidines.|Phensuximide is a member of the succinimide class with anticonvulsant properties. It suppresses the paroxysmal three cycle per second spike and wave EEG pattern associated with lapses of consciousness in petit mal seizures. The frequency of attacks is reduced by depression of nerve transmission in the motor cortex.

Phensuximide Basic Attributes

Molecular Weight：

189.21

Exact Mass：

189.21

EC Number：

201-664-6

NSC Number：

760079

DSSTox ID：

DTXSID4023460

ATC Code：

N - Nervous system

HScode：

2925190090

Characteristics

PSA：

37.4

XLogP3：

0.7

Appearance：

Solid

Density：

1.1596 (rough estimate)

Melting Point：

72 °C

Boiling Point：

324.47°C (rough estimate)

Refractive Index：

1.5012 (estimate)

Water Solubility：

4.2g/L(25 ºC)

Toxicity：

LD50 orally in mice: 960 mg/kg (Chen, Ensor)

Safety Information

Transport codes：

NONH for all modes of transport

Toxicity

Protein Binding：

21%

Drug Information

Drug Indication：

For the treatment of epilepsy.

Pharmacology：

Phensuximide suppresses the paroxysmal three cycle per second spike and wave EEG pattern associated with lapses of consciousness in absence (petit mal) seizures. The frequency of attacks is reduced by depression of nerve transmission in the motor cortex.

Absorption：

Rapid and complete.

Metabolism/Metabolites：

Hepatic.

Mechanism of Action：

Phensuximide's mechanism of action not understood, but may act in inhibitory neuronal systems that are important in the generation of the three per second rhythm. It's effects may be related to its ability to inhibit depolarization-induced accumulation of cyclic AMP and cyclic GMP in brain tissue.

MeSH Entry Terms：

phensuccimide

Phensuximide Use and Manufacturing

Uses

anticonvulsant

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:189.21
XLogP3:0.8
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:189.078978594
Monoisotopic Mass:189.078978594
Topological Polar Surface Area:37.4
Heavy Atom Count:14
Complexity:256
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes