Phensuximide

Phensuximide

Systematic (IUPAC) name
1-methyl-3-phenyl-pyrrolidine-2,5-dione
Clinical data
MedlinePlus	a682237
Pregnancy cat.	?
Legal status	?
Pharmacokinetic data
Protein binding	21%
Identifiers
CAS number	86-34-0
ATC code	N03AD02
PubChem	CID 6839
DrugBank	APRD00496
ChemSpider	6578 Y
UNII	6WVL9C355G Y
KEGG	D00508 Y
ChEMBL	CHEMBL797 Y
Chemical data
Formula	C11H11NO2
Mol. mass	189.211 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C11H11NO2/c1-12-10(13)7-9(11(12)14)8-5-3-2-4-6-8/h2-6,9H,7H2,1H3 Y Key:WLWFNJKHKGIJNW-UHFFFAOYSA-N Y
Y(what is this?)  (verify)

Phensuximide is an anticonvulsant in the succinimide class.

Chemistry

Phensuximide, 1-methyl-3-phenylpyrrolidine-2,5-dione is synthesized by the reaction of phenylsuccinic acid or its anhydride with methylamine.

• C.A. Miller, L.M. Long, U.S. Patent 2,643,258 (1953).
• Miller, C. A.; Long, L. M. (1951). Journal of the American Chemical Society 73 (10): 4895. doi:10.1021/ja01154a126.  edit

External links

• DDB 31648
• Rankin G, Cressey-Veneziano K, Wang R, Brown P (1986). "Urinary tract effects of phensuximide in the Sprague-Dawley and Fischer 344 rat.". J Appl Toxicol 6 (5): 349–56. doi:10.1002/jat.2550060509. PMID 3772011. 

Other GABA agents

Aromatic allylic alcohols

Stiripentol

Carbonic anhydrase inhibitor

Sulfa drugs

Acetazolamide • Ethoxzolamide • Sultiame • Zonisamide

Channel blockers

Primarily sodium	Hydantoins Ethotoin • Fosphenytoin • Mephenytoin • Phenytoin# Carboxamides Carbamazepine# • Eslicarbazepine acetate • Oxcarbazepine • Oxitriptyline • Rufinamide
Primarily calcium	Succinimides Ethosuximide# • Mesuximide • Phensuximide
Unknown/ungrouped	Phenyltriazines Lamotrigine Oxazolidinediones Ethadione • Paramethadione • Trimethadione Ureas Phenacemide • Pheneturide Monosaccharides Topiramate

Channel openers

Potassium

Retigabine

Indirect GABA agents

Carboxylic acids/ Fatty acid derivatives	GABA transaminase inhibitor: Valproic acid# (Sodium valproate & Valproate semisodium) • Valpromide • Valnoctamide • Valproate pivoxil GABA reuptake inhibitor: Tiagabine
GABA analogs	Gabapentin • Pregabalin • Progabide • Tolgabide • Vigabatrin

Unknown/multiple/
unsorted

Carbamates	Emylcamate • Felbamate • Meprobamate • Carisbamate
Pyrrolidines	Brivaracetam • Levetiracetam • Nefiracetam • Seletracetam
Propionates	Beclamide • Lacosamide
Aldehydes	Paraldehyde
Bromides	Potassium bromide • Sodium bromide

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III