U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C30H33N3O3
Molecular Weight 483.6013
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROPITOIN

SMILES

COC1=CC=C(C=C1)C2(NC(=O)N(CCCN3CCC(CC3)C4=CC=CC=C4)C2=O)C5=CC=CC=C5

InChI

InChIKey=QAKVGHCHHKKDBQ-UHFFFAOYSA-N
InChI=1S/C30H33N3O3/c1-36-27-15-13-26(14-16-27)30(25-11-6-3-7-12-25)28(34)33(29(35)31-30)20-8-19-32-21-17-24(18-22-32)23-9-4-2-5-10-23/h2-7,9-16,24H,8,17-22H2,1H3,(H,31,35)

HIDE SMILES / InChI

Molecular Formula C30H33N3O3
Molecular Weight 483.6013
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Ropitoin (TR2985) is a diphenylhydantoin derivative. It is an antiarrhythmic compound that causes a depression of the maximum upstroke velocity (used as a measure of cardiac function: an indirect index of the magnitude of the sodium current). Its effect was shown in several cardiac tissues and in guinea pig muscles and dog Purkinje fibers (myocardial cells). Ropitoin is believed to bind to the same receptor site in the sodium channel as mexiletine and quinidine. In an animal study, ropitoin was shown to be ineffective in preventing reentrant ventricular tachycardia (when the electric signal fails to die out after normal activation) or ventricular fibrillation. No information on the current use of this compound is available.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antiarrhythmic vs. antifibrillatory activity of the basic diphenylhydantoin derivative 3-[3-(4-phenyl-1-piperidyl)propyl]-5-(4-methoxyphenyl)-5-phenylhydantoin hydrochloride.
1986 Mar
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:58:47 GMT 2023
Edited
by admin
on Fri Dec 15 18:58:47 GMT 2023
Record UNII
417FG5371N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROPITOIN
INN  
INN  
Official Name English
2,4-IMIDAZOLIDINEDIONE, 5-(4-METHOXYPHENYL)-5-PHENYL-3-(3-(4-PHENYL-1-PIPERIDINYL)PROPYL)-
Systematic Name English
5-(P-METHOXYPHENYL)-5-PHENYL-3-(3-(4-PHENYLPIPERIDINO)PROPYL)HYDANTOIN
Common Name English
ropitoin [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
Code System Code Type Description
SMS_ID
100000084359
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
CAS
56079-81-3
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
EVMPD
SUB10381MIG
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110713
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
INN
4544
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
PUBCHEM
41738
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
FDA UNII
417FG5371N
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID50866532
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
NCI_THESAURUS
C152251
Created by admin on Fri Dec 15 18:58:47 GMT 2023 , Edited by admin on Fri Dec 15 18:58:47 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY