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	C₁₁H₁₁N O₂
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

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.

Barbiturates	Barbexaclone • Metharbital • Methylphenobarbital • Pentobarbital • Phenobarbital^# • Primidone

Benzodiazepines	Clobazam • Clonazepam • Clorazepate • Diazepam^# • Flutoprazepam • Lorazepam • Midazolam • Nimetazepam • Nitrazepam • Temazepam

Other GABA agents

Aromatic allylic alcohols	Stiripentol

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

Phenyltriazine (Lamotrigine), Oxazolidinediones (Ethadione • Paramethadione • Trimethadione), Ureas (Phenacemide • Pheneturide), Monosaccharide (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

anat(n/s/m/p/4/e/b/d/c/a/f/l/g)/phys/devp

noco(m/d/e/h/v/s)/cong/tumr, sysi/epon, injr

proc, drug(N1A/2AB/C/3/4/7A/B/C/D)