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Details

Stereochemistry ACHIRAL
Molecular Formula C21H25N3O
Molecular Weight 335.4427
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMBASILIDE

SMILES

[H][C@]12CN(CC3=CC=CC=C3)C[C@]([H])(CN(C1)C(=O)C4=CC=C(N)C=C4)C2

InChI

InChIKey=DLNAKYFPFYUBDR-HDICACEKSA-N
InChI=1S/C21H25N3O/c22-20-8-6-19(7-9-20)21(25)24-14-17-10-18(15-24)13-23(12-17)11-16-4-2-1-3-5-16/h1-9,17-18H,10-15,22H2/t17-,18+

HIDE SMILES / InChI

Molecular Formula C21H25N3O
Molecular Weight 335.4427
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Ambasilide, a class III antiarrhythmic, has been shown to block multiple cardiac channels in a variety of animals including humans. Ambasilide is a potassium channel antagonist. Ambasilide has multichannel blocking properties including beta-adrenergic antagonism.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of the class III antiarrhythmic drug ambasilide on outward currents in human atrial myocytes.
1996 Jan
Clinical potential of emerging antiarrhythmic agents.
1999 Apr
Analysis of the electrophysiological effects of ambasilide, a new antiarrhythmic agent, in canine isolated ventricular muscle and purkinje fibers.
2000 Feb
Effects of ambasilide in isolated perfused guinea pig heart: use dependence.
2005
Patents

Sample Use Guides

Cats: ambasilide, 5 mg/kg intravenous (i.v.) bolus plus 5 mg.kg-1.hr-1 i.v. infusion
Route of Administration: Intravenous
In Vitro Use Guide
Curator's Comment: The aim of the study was to determine the in vitro rate-dependent cellular electrophysiological effects of ambasilide (10 and 20 uM/L), a new investigational antiarrhythmic agent, in canine isolated ventricular muscle and Purkinje fibers by applying the standard microelectrode technique. At the cycle length (CL) of 1000 ms, ambasilide significantly prolonged the action potential duration measured at 90% repolarization (APD(90)) in both ventricular muscle and Purkinje fibers.
Ambasilide (10 uM/L) produced a more marked prolongation of APD(90) at lower stimulation frequencies in Purkinje fibers (at CL of 2000 ms = 56.0 +/- 16.1%, n = 6, versus CL of 400 ms = 15.1 +/- 3.7%, n = 6; p < 0.05), but, in 20 microM/l, this effect was considerably diminished (15.2 +/- 3.6%, n = 6, versus 7.3 +/- 5.1%, n = 6, p < 0.05).
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:19:05 GMT 2023
Edited
by admin
on Fri Dec 15 16:19:05 GMT 2023
Record UNII
012LYD6KXM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMBASILIDE
INN  
INN  
Official Name English
ambasilide [INN]
Common Name English
3-(P-AMINOBENZOYL)-7-BENZYL-3,7-DIAZABICYCLO(3.3.1)NONANE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
Code System Code Type Description
PUBCHEM
10449626
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID0057839
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
NCI_THESAURUS
C72573
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107656
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
SMS_ID
100000087648
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
MESH
C075113
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
EVMPD
SUB05393MIG
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
INN
6265
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
FDA UNII
012LYD6KXM
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
CAS
83991-25-7
Created by admin on Fri Dec 15 16:19:05 GMT 2023 , Edited by admin on Fri Dec 15 16:19:05 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY