ChemicalBook > CAS DataBase List > METHSUXIMIDE

METHSUXIMIDE

Product Name
METHSUXIMIDE
CAS No.
77-41-8
Chemical Name
METHSUXIMIDE
Synonyms
PM 396;Celontin;Petinutin;Mesuximide;Mesuximidum;Methsuximid;Metsuccimide;METHSUXIMIDE;RSYYMethsuximide;Methsuximide (500 mg)
CBNumber
CB2695398
Molecular Formula
C12H13NO2
Formula Weight
203.24
MOL File
77-41-8.mol
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METHSUXIMIDE Property

Melting point:
52-53°
Boiling point:
bp0.1 121-122°
Density 
1.1255 (rough estimate)
refractive index 
1.5440 (estimate)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
Water Solubility 
2.8g/L(25 ºC)
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Safety

HS Code 
2925190100
Hazardous Substances Data
77-41-8(Hazardous Substances Data)
Toxicity
LD50 orally in mice: 0.9 g/kg (Marshall, Vallance)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1422001
Product name
Methsuximide
Packaging
500mg
Price
$181.2
Updated
2024/03/01
Cayman Chemical
Product number
19058
Product name
Methsuximide
Purity
≥98%
Packaging
10mg
Price
$39
Updated
2024/03/01
Cayman Chemical
Product number
19058
Product name
Methsuximide
Purity
≥98%
Packaging
25mg
Price
$92
Updated
2024/03/01
Cayman Chemical
Product number
19058
Product name
Methsuximide
Purity
≥98%
Packaging
50mg
Price
$153
Updated
2024/03/01
Cayman Chemical
Product number
19058
Product name
Methsuximide
Purity
≥98%
Packaging
100mg
Price
$249
Updated
2024/03/01
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METHSUXIMIDE Chemical Properties,Usage,Production

Description

Methsuximide is a succinimide that is converted to N-desmethylmethosuximide, a channel blocker that targets low threshold calcium currents. Methsuximide is a substrate of cytochrome P450 (CYP) isoform 2C19 that, in turn, inhibits CYP2C19-mediated metabolism of biguanides. Methsuximide has been shown to have anticonvulsant properties in clinical trials.

Chemical Properties

Light Yellow Oil

Originator

Celontin,Parke Davis,US,1957

Uses

A calcium channel succinimide antiepileptic drug. Anticonvulsant.

Definition

ChEBI: Methsuximide is an organic molecular entity.

Manufacturing Process

100 g of α-phenyl-α-methylsuccinic acid and 110 g of 40% aqueous methyl amine are heated together at 200 to 250°C until no more distillate is obtained. Upon vacuum distillation of the residue, the N-methyl-α-phenyl-αmethylsuccinimide, of BP 121° to 122°C at 0.1 mm is obtained. After recrystallization from aqueous ethanol, this compound melts at 52° to 53°C.

brand name

Celontin (Parke-Davis).

Therapeutic Function

Anticonvulsant

Clinical Use

Although methsuximide is less commonly used, it may be indicated for the control of absence seizures refractory to other drugs. Although it does not precipitate tonic-clonic convulsions, it often is combined with phenytoin or phenobarbital when absence seizures coexist with tonic-clonic symptoms. Much of the efficacy of methsuximide is attributed to its desmethyl metabolite. The half-life of methsuximide is between 2.6 and 4.0 hours, but the half-life for N-desmethylsuximide is 25 hours, causing it to accumulate substantially. Concentrations of greater than 40 g/mL may be associated with toxicity. Methsuximide is considered to be more toxic than ethosuximide.

References

[1] nicholls, p. j., and orton, t.c. the physiological disposition of 14c-methsuximide in the rat. br.j.pharmacol. 45(1), 48-59 (1972).
[2] chen g, weston j k, bratton a c. anticonvulsant activity and toxicity of phensuximide, methsuximide and ethosuximide[j]. epilepsia, 1963, 4(1‐4): 66-76.
[3] sigler m, strassburg h m, boenigk h e. effective and safe but forgotten: methsuximide in intractable epilepsies in childhood[j]. seizure, 2001, 10(2): 120-124.
[4] wright j d, helsby n a, ward s a. the role of s‐mephenytoin hydroxylase (cyp2c19) in the metabolism of the antimalarial biguanides[j]. british journal of clinical pharmacology, 1995, 39(4): 441-444.
[5] guengerich f p. human cytochrome p450 enzymes[m]//cytochrome p450. springer us, 1995: 473-535.

METHSUXIMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from METHSUXIMIDE manufacturers

Dideu Industries Group Limited
Product
METHSUXIMIDE 77-41-8
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-07-22
Career Henan Chemical Co
Product
METHSUXIMIDE 77-41-8
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
10kg
Release date
2018-12-18

77-41-8, METHSUXIMIDERelated Search:


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