DESETHYLAMIODARONE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H25I2NO3
Molecular Weight	617.2593
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCc1c(c2ccccc2o1)C(=O)c3cc(c(c(c3)I)OCCNCC)I

InChI

InChIKey=VXOKDLACQICQFA-UHFFFAOYSA-N

InChI=1S/C23H25I2NO3/c1-3-5-9-20-21(16-8-6-7-10-19(16)29-20)22(27)15-13-17(24)23(18(25)14-15)28-12-11-26-4-2/h6-8,10,13-14,26H,3-5,9,11-12H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C23H25I2NO3
Molecular Weight	617.2593
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Amiodarone N-deethylation in human liver microsomes: involvement of cytochrome P450 3A enzymes (first report).	1993	8445979
Desethylamiodarone is a noncompetitive inhibitor of the binding of thyroid hormone to the thyroid hormone beta 1-receptor protein.	1994 Apr	8137729
Desethylamiodarone is a competitive inhibitor of the binding of thyroid hormone to the thyroid hormone alpha 1-receptor protein.	1995 Jul	7589780
Effects of triiodothyronine and amiodarone on the promoter of the human LDL receptor gene.	1998 Aug 19	9712728
Amiodarone induces apoptosis of human and rat alveolar epithelial cells in vitro.	2000 May	10781436
Desethylamiodarone interferes with the binding of co-activator GRIP-1 to the beta 1-thyroid hormone receptor.	2000 Sep 22	11007966
Inhibitory effects of CYP3A4 substrates and their metabolites on P-glycoprotein-mediated transport.	2001 Feb	11231118
Desethylamiodarone antagonizes the effect of thyroid hormone at the molecular level.	2001 Jul	11415853
Dronerarone acts as a selective inhibitor of 3,5,3'-triiodothyronine binding to thyroid hormone receptor-alpha1: in vitro and in vivo evidence.	2003 Feb	12538616
Amiodarone and N-desethylamiodarone enhance endothelial nitric oxide production in human endothelial cells.	2006 Jan	16479044
Amiodarone analog-dependent effects on CYP2C9-mediated metabolism and kinetic profiles.	2006 Oct	16815961
Amiodarone induces angiotensinogen gene expression in lung alveolar epithelial cells through activation protein-1.	2007 Jan	17214612
The effect of beta-naphthoflavone on the metabolism of amiodarone by hepatic and extra-hepatic microsomes.	2010 Jun 2	20362646
Mechanisms of amiodarone and desethylamiodarone cytotoxicity in nontransformed human peripheral lung epithelial cells.	2011 Feb	21078785
Stimulation of human monocytic THP-1 cells by metabolic activation of hepatotoxic drugs.	2012	22785256
Cytotoxic interaction between amiodarone and desethylamiodarone in human peripheral lung epithelial cells.	2013 Aug 25	23707191

Substance Class	Chemical Created by `admin` on `Sat Jun 26 01:14:02 UTC 2021` Edited by `admin` on `Sat Jun 26 01:14:02 UTC 2021`
Record UNII	M31FU99E3Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DESETHYLAMIODARONE

Common Name

English

AMIODARONE RELATED COMPOUND D [USP-RS]

Common Name

English

N-DEETHYLAMIODARONE

Common Name

English

(2-BUTYLBENZOFURAN-3-YL)(4-(2-(ETHYLAMINO)ETHOXY)-3,5-DIIODOPHENYL)METHANONE

Systematic Name

English

AMIODARONE RELATED COMPOUND D

Common Name

English

LB 33020

Code

English

DEETHYLAMIODARONE

Common Name

English

AMIODARONE HYDROCHLORIDE IMPURITY B [EP]

Common Name

English

AMIODARONE METABOLITE M7

Common Name

English

N-MONODESETHYLAMIODARONE

Common Name

English

DESETHYLAMINODARONE

Common Name

English

LB-33020

Code

English

N-DESETHYLAMIODARONE

Common Name

English

METHANONE, (2-BUTYL-3-BENZOFURANYL)(4-(2-(ETHYLAMINO)ETHOXY)-3,5-DIIODOPHENYL)-

Systematic Name

English

DESETHYLAMINODARONE [WHO-DD]

Common Name

English

DAMI

Common Name

English

Code System Code Type Description

MESH

C036116