PHENSUXIMIDE

US Previously Marketed

Details

Stereochemistry	RACEMIC
Molecular Formula	C11H11NO2
Molecular Weight	189.2105
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C(=O)CC(C1=O)C2=CC=CC=C2

InChI

InChIKey=WLWFNJKHKGIJNW-UHFFFAOYSA-N

InChI=1S/C11H11NO2/c1-12-10(13)7-9(11(12)14)8-5-3-2-4-6-8/h2-6,9H,7H2,1H3

HIDE SMILES / InChI

Molecular Formula	C11H11NO2
Molecular Weight	189.2105
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.drugbank.ca/drugs/DB00832
Curator's Comment: description was created based on several sources, including: http://www.druglib.com/activeingredient/phensuximide/

Phensuximide is an anticonvulsant in the succinimide class. For the treatment of epilepsy. Phensuximide suppresses the paroxysmal three cycle per second spike and wave EEG pattern associated with lapses of consciousness in absence (petit mal) seizures. The frequency of attacks is reduced by depression of nerve transmission in the motor cortex. Phensuximide's mechanism of action not understood, but may act in inhibitory neuronal systems that are important in the generation of the three per second rhythm. It's effects may be related to its ability to inhibit depolarization-induced accumulation of cyclic AMP and cyclic GMP in brain tissue.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Epilepsy 121 Sources: http://www.ncbi.nlm.nih.gov/pubmed/13244795	Primary		Approved 8429	MILONTIN Approved Use Phensuximide is an anticonvulsant. Used for the treatment of epilepsy Launch Date 1952

T_1/2

Value	Dose	Co-administered	Analyte	Population
7.8 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/116142/	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:		PHENSUXIMIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP2C19 1478

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
CYP2C19 1553	inhibitor 3277 Sources: https://www.jbc.org/article/S0021-9258(20)52333-8/pdf#page=5 Page: 5.0	yes

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY575268	https://www.001chemical.com/chem/86-34-0
AA Blocks	AA00GT3C	https://www.aablocks.com/goods/Goods/detail?id=AA00GT3C
AHH Chemical co.,ltd	MR-1003273	http://www.ahhchemical.com/product/MR-1003273.html
Accela ChemBio Inc	SY251116	http://www.accelachem.com/cn/search.html?keyword=SY251116&attname=GoodsCode
Achemica	ACMC-20m1g5	http://www.achemica.com/prodinfo/?id=183482
Achemica	ACMC-20m1g6	http://www.achemica.com/prodinfo/?id=183483
Alfa Chemistry	AP86340	https://reagents.alfa-chemistry.com/product/phensuximide-cas-86-34-0-17438.html
Aurora Fine Chemicals LLC	A17.942.455	http://online.aurorafinechemicals.com/info?ID=A17.942.455
BLD Pharm	BD147518	http://www.bldpharm.com/products/86-34-0.html
Chem Scene	CS-0013738	http://www.chemscene.com/86-34-0.html
ChemMol	30105025	http://www.chemmol.com/chemmol/30105025.html
ChemMol	99169229	http://www.chemmol.com/chemmol/99169229.html
Chemspace	CSSB00000045295	https://chem-space.com/CSSB00000045295
Clearsynth	CS-T-39333	https://www.clearsynth.com/en/CST39333.html
DC Chemicals	DC31807	http://www.dcchemicals.com//product_show-Phensuximide.html
LGC Standards	LGCFOR1678.00	https://www.lgcstandards.com/US/en/p/LGCFOR1678.00
LGC Standards	MM1678.00	https://www.lgcstandards.com/US/en/p/MM1678.00
Lab Network	LN01289837	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01289837
MedChem Express	HY-B1730	https://www.medchemexpress.com/phensuximide.html
Molcore	MC575268	https://www.molcore.com/product/86-34-0
OChem	30686	http://www.ocheminc.com/index.php?act=psearch&pid=086P340
Sigma-Aldrich	PH000124_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/ph000124
Smolecule	S539461	http://www.smolecule.com/products/s539461
THE BioTek	bt-279505	https://www.thebiotek.com/product/inhibitors/bt-279505
eNovation Chemicals	D674586	https://enovationchem.com/ProductDetails.asp?ProductID=D674586
eNovation Chemicals	D919859	https://www.enovationchem.com/ProductDetails.asp?ProductID=D919859

PubMed

Title	Date	PubMed

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:28:28 GMT 2023` Edited by `admin` on `Fri Dec 15 15:28:28 GMT 2023`
Record UNII	6WVL9C355G
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PHENSUXIMIDE

Official Name

English

SUCCITIMAL

Common Name

English

MILONTON

Common Name

English

PHENSUXIMIDE [ORANGE BOOK]

Common Name

English

SUCCINIMIDE, N-METHYL-2-PHENYL-

Systematic Name

English

PHENSUXIMIDE [VANDF]

Common Name

English

1-METHYL-3-PHENYLSUCCINIMIDE

Common Name

English

(±)-N-METHYL-2-PHENYLSUCCINIMIDE

Systematic Name

English

N-METHYL-3-PHENYLSUCCINIMIDE

Systematic Name

English

PHENSUXIMIDE [USP IMPURITY]

Common Name

English

MILONTIN

Brand Name

English

NSC-760079

Code

English

1-METHYL-3-PHENYL-2,5-PYRROLIDINEDIONE

Systematic Name

English

Phensuximide [WHO-DD]

Common Name

English

2,5-PYRROLIDINEDIONE, 1-METHYL-3-PHENYL-

Systematic Name

English

PHENSUXIMIDE [USP-RS]

Common Name

English

(±)-PHENSUXIMIDE

Common Name

English

PHENSUXIMID

Common Name

English

2,5-PYRROLIDINEDIONE, 1-METHYL-3-PHENYL-, (±)-

Systematic Name

English

LIFENE

Common Name

English

PHENSUXIMIDE [MART.]

Common Name

English

RACEMIC PHENSUXIMIDE

Common Name

English

N-METHYL-.ALPHA.-PHENYLSUCCINIMIDE

Common Name

English

MIRONTIN

Common Name

English

EPIMID

Brand Name

English

N-METHYL-3-PHENYLPYRROLIDINEDIONE

Common Name

English

N-Methyl-2-phenylsuccinimide

Systematic Name

English

RS-PHENSUXIMIDE

Systematic Name

English

PHENSUXIMIDE [MI]

Common Name

English

PM-334

Code

English

phensuximide [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C264