AMBASILIDE

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15738585 | https://www.ncbi.nlm.nih.gov/pubmed/11033107 | https://www.ncbi.nlm.nih.gov/pubmed/10566046

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
HERG 92 Target ID: CHEMBL240 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D09758 \| https://www.ncbi.nlm.nih.gov/pubmed/8717164 \| https://www.ncbi.nlm.nih.gov/pubmed/11033107	Inhibitor 8297	3.6 µM [IC50]
Voltage-gated potassium channel subunit Kv7.1 3 Target ID: CHEMBL1866 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D09758	Inhibitor 8297
sodium ion transport 14 Target ID: GO:0006814 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8717164	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Arrhythmia 38 Sources: http://adisinsight.springer.com/drugs/800001764 https://www.ncbi.nlm.nih.gov/pubmed/7923691 https://www.ncbi.nlm.nih.gov/pubmed/8717164	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Clinical potential of emerging antiarrhythmic agents.	1999 Apr	10566046

Patents

Sample Use Guides

In Vivo Use Guide

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

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).

Name

Type

Language

AMBASILIDE

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