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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H31NO3
Molecular Weight 381.5078
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TERIKALANT

SMILES

COC1=C(OC)C=C(C=C1)C2CCN(CC[C@H]3CCOC4=C3C=CC=C4)CC2

InChI

InChIKey=UIZPEXQHMIZQPQ-IBGZPJMESA-N
InChI=1S/C24H31NO3/c1-26-23-8-7-20(17-24(23)27-2)18-9-13-25(14-10-18)15-11-19-12-16-28-22-6-4-3-5-21(19)22/h3-8,17-19H,9-16H2,1-2H3/t19-/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H31NO3
Molecular Weight 381.5078
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Terikalant is a benzopyran derivative patented by Rhone-Poulenc Sante as an antiarrhythmic agent. In normal cardiac tissues studied in vitro, Terikalant dose-dependently prolonged the atrial and ventricular action potential but affected neither the upstroke of the action potential nor the diastolic potential. Patch-clamp experiments demonstrated that the prolongation of the action potential induced by Terikalant is due to a specific blockade of the inward rectifier K+ current. In vivo, i.v. administration to anesthetized dogs of low doses of Terikalant consistently induced bradycardia and prolonged the atrial, nodal, and ventricular refractory periods, but did not affect the conduction velocity.

Approval Year

PubMed

PubMed

TitleDatePubMed
RP 58866 and its active enantiomer RP 62719 (terikalant): blockers of the inward rectifier K+ current acting as pure class III antiarrhythmic agents.
1992
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:06:11 GMT 2023
Edited
by admin
on Sat Dec 16 17:06:11 GMT 2023
Record UNII
G8ZMP77RGJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TERIKALANT
INN  
INN  
Official Name English
terikalant [INN]
Common Name English
RP-58866
Code English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
NCI_THESAURUS C93038
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
Code System Code Type Description
PUBCHEM
65941
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
SMS_ID
100000082690
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
INN
6678
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
NCI_THESAURUS
C75136
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
MESH
C063899
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
ChEMBL
CHEMBL96153
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
FDA UNII
G8ZMP77RGJ
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID70923752
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
CAS
121277-96-1
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
EVMPD
SUB10924MIG
Created by admin on Sat Dec 16 17:06:11 GMT 2023 , Edited by admin on Sat Dec 16 17:06:11 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY