Mesuximide

Structural formula
	1: 1 mixture of ( R ) -form (top) and ( S ) -form (bottom)
General
Non-proprietary name	Mesuximide
other names	( RS ) -1,3-dimethyl-3-phenylpyrrolidine-2,5-dione ( IUPAC ) ; (±) -1,3-Dimethyl-3-phenylpyrrolidine-2,5-dione; rac -1,3-dimethyl-3-phenylpyrrolidine-2,5-dione; rac -1,3-dimethyl-3-phenyl-2,5-pyrrolidinedione;
Molecular formula	C 12 H 13 NO 2
External identifiers / databases
EC number	201-026-7
ECHA InfoCard	100,000,934
PubChem	6476
ChemSpider	6231
DrugBank	DB05246
Wikidata	Q906414
Drug information
ATC code	N03 AD03
Drug class	Anti-epileptic
properties
Molar mass	203.2 g · mol -1
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Caution
H and P phrases	H: 302-412
	P: ?
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Mesuximide ( N, 2-dimethyl-2-phenyl-suximide , trade name Petinutin ^® ) is an antispasmodic drug from the group of anticonvulsants that is used for the long-term treatment of certain forms of epilepsy . Chemically, it belongs to the group of the Suximide and is rapidly and almost completely converted to its active metabolite N -desmethylmesuximide.

application areas

Mesuximide is only used as a second line drug in otherwise treatment-resistant epilepsy . It is used as an additional medication in particular for absences and epilepsy with complex focal seizures, but also for Lennox-Gastaut syndrome .

Side effects

Depending on the dose, there is a lack of appetite, nausea, vomiting, hiccups, abdominal pain, fatigue, headache, photophobia, confusion, imbalance, dizziness and, rarely, a temporary reduction in white blood cells . Irrespective of the dose, allergic skin reactions, behavior changes and involuntary movement disorders can occur.

chemistry

The active ingredient is synthesized by a method described in the literature, starting from acetophenone and methyl cyanoacetate . Mesuximide is used as a racemic active ingredient.

Trade names

Mesuximide is commercially available in Germany and Switzerland under the name Petinutin.

Individual evidence

↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of Mesuximide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), which was accessed on February 3, 2020, is reproduced from a self-classification by the distributor .
^ Axel Kleemann , Jürgen Engel, Bernd Kutscher, Dieter Reichert: Pharmaceutical Substances . Syntheses, Patents and Applications of the most relevant APIs. 5th edition. Thieme-Verlag, Stuttgart, New York 2009, ISBN 978-3-13-558405-8 , pp. 860 ( limited preview in Google Book search).

[1] Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of Mesuximide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), which was accessed on February 3, 2020, is reproduced from a self-classification by the distributor .

[Kleemann-2] Axel Kleemann , Jürgen Engel, Bernd Kutscher, Dieter Reichert: Pharmaceutical Substances . Syntheses, Patents and Applications of the most relevant APIs. 5th edition. Thieme-Verlag, Stuttgart, New York 2009, ISBN 978-3-13-558405-8 , pp. 860 ( limited preview in Google Book search).