ChemicalBook >> CAS DataBase List >>METHSUXIMIDE

METHSUXIMIDE

CAS No.
77-41-8
Chemical Name:
METHSUXIMIDE
Synonyms
PM 396;Celontin;Petinutin;Mesuximide;Methsuximid;Mesuximidum;Metsuccimide;METHSUXIMIDE;RSYYMethsuximide;Methsuximide (500 mg)
CBNumber:
CB2695398
Molecular Formula:
C12H13NO2
Molecular Weight:
203.24
MDL Number:
MFCD00072132
MOL File:
77-41-8.mol
Last updated:2023-06-08 09:02:35

METHSUXIMIDE Properties

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)
FDA UNII 0G76K8X6C0
ATC code N03AD03

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H412
Precautionary statements  P264-P270-P273-P301+P312-P501
HS Code  2925190100
Toxicity LD50 orally in mice: 0.9 g/kg (Marshall, Vallance)
NFPA 704
0
1 0

METHSUXIMIDE price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1422001 Methsuximide 77-41-8 500mg $181.2 2024-03-01 Buy
Cayman Chemical 19058 Methsuximide ≥98% 77-41-8 10mg $39 2024-03-01 Buy
Cayman Chemical 19058 Methsuximide ≥98% 77-41-8 25mg $92 2024-03-01 Buy
Cayman Chemical 19058 Methsuximide ≥98% 77-41-8 50mg $153 2024-03-01 Buy
Cayman Chemical 19058 Methsuximide ≥98% 77-41-8 100mg $249 2024-03-01 Buy
Product number Packaging Price Buy
1422001 500mg $181.2 Buy
19058 10mg $39 Buy
19058 25mg $92 Buy
19058 50mg $153 Buy
19058 100mg $249 Buy

METHSUXIMIDE Chemical Properties,Uses,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.

1497-17-2
74-88-4
77-41-8
Synthesis of METHSUXIMIDE from ALPHA-METHYL-ALPHA-PHENYLSUCCINIMIDE and Iodomethane

METHSUXIMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 73)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29271 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9702 58
changzhou huayang technology co., ltd
+8615250961469 2571773637@qq.com China 9821 58
Nantong HI-FUTURE Biology Co., Ltd.
+undefined18051384581 sales@chemhifuture.com China 3136 58
Hu Bei Jiutian Bio-medical Technology CO.,Ltd
027-88013699 17354350817 Ryan@jiutian-bio.com China 7433 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76

View Lastest Price from METHSUXIMIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
METHSUXIMIDE USP/EP/BP pictures 2021-07-23 METHSUXIMIDE USP/EP/BP
77-41-8
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
METHSUXIMIDE pictures 2019-07-06 METHSUXIMIDE
77-41-8
US $1.00 / kg 1kg 95%-99% 10kg Career Henan Chemical Co
  • METHSUXIMIDE pictures
  • METHSUXIMIDE
    77-41-8
  • US $1.00 / kg
  • 95%-99%
  • Career Henan Chemical Co
2,5-Pyrrolidinedione, 1,3-dimethyl-3-phenyl- alpha-Methyl-alpha-phenyl N-methyl succinimide alpha-methyl-alpha-phenyln-methylsuccinimide alpha-Methylphensuximide Celontin Mesuximide Mesuximidum Methsuximid Metsuccimide n,2-dimethyl-2-phenyl-succinimid N,2-Dimethyl-2-phenylsuccinimide N-Methyl-alpha,alpha-methylphenylsuccinimide N-Methyl-alpha-methyl-alpha-phenylsuccinimide Petinutin PM 396 METHSUXIMIDE 1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione 1,3-dimethyl-3-phenyl-pyrrolidine-2,5-quinone Methsuximide (500 mg) 1,3-Dimethyl-3-phenyl-2,5-dioxopyrrolidine 1,3-Dimethyl-3-phenyl-2,5-pyrrolidinedione 1,3-dimethyl-3-phenyl-5-pyrrolidinedione 1,3-Dimethyl-3-phenyl-pyrrolidin-2,5-dione 1,3-dimethyl-3-phenylsuccinimide METHSUXIMIDE USP/EP/BP Methsuximide (1422001) 13C,2H3]-Methsuximide RSYYMethsuximide 77-41-8 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals CELONTIN