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

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

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
Effects of the class III antiarrhythmic drug ambasilide on outward currents in human atrial myocytes.	1996 Jan	8717164

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).

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

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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