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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 of DESETHYLAMIODARONE

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

PubMed

TitleDatePubMed
Amiodarone N-deethylation in human liver microsomes: involvement of cytochrome P450 3A enzymes (first report).
1993
Desethylamiodarone is a noncompetitive inhibitor of the binding of thyroid hormone to the thyroid hormone beta 1-receptor protein.
1994 Apr
Desethylamiodarone is a competitive inhibitor of the binding of thyroid hormone to the thyroid hormone alpha 1-receptor protein.
1995 Jul
Effects of triiodothyronine and amiodarone on the promoter of the human LDL receptor gene.
1998 Aug 19
Amiodarone induces apoptosis of human and rat alveolar epithelial cells in vitro.
2000 May
Desethylamiodarone interferes with the binding of co-activator GRIP-1 to the beta 1-thyroid hormone receptor.
2000 Sep 22
Inhibitory effects of CYP3A4 substrates and their metabolites on P-glycoprotein-mediated transport.
2001 Feb
Desethylamiodarone antagonizes the effect of thyroid hormone at the molecular level.
2001 Jul
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
Amiodarone and N-desethylamiodarone enhance endothelial nitric oxide production in human endothelial cells.
2006 Jan
Amiodarone analog-dependent effects on CYP2C9-mediated metabolism and kinetic profiles.
2006 Oct
Amiodarone induces angiotensinogen gene expression in lung alveolar epithelial cells through activation protein-1.
2007 Jan
The effect of beta-naphthoflavone on the metabolism of amiodarone by hepatic and extra-hepatic microsomes.
2010 Jun 2
Mechanisms of amiodarone and desethylamiodarone cytotoxicity in nontransformed human peripheral lung epithelial cells.
2011 Feb
Stimulation of human monocytic THP-1 cells by metabolic activation of hepatotoxic drugs.
2012
Cytotoxic interaction between amiodarone and desethylamiodarone in human peripheral lung epithelial cells.
2013 Aug 25
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
  • Download
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
WHO-DD  
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
Created by admin on Sat Jun 26 01:14:03 UTC 2021 , Edited by admin on Sat Jun 26 01:14:03 UTC 2021
PRIMARY
EPA CompTox
83409-32-9
Created by admin on Sat Jun 26 01:14:03 UTC 2021 , Edited by admin on Sat Jun 26 01:14:03 UTC 2021
PRIMARY
CAS
83409-32-9
Created by admin on Sat Jun 26 01:14:03 UTC 2021 , Edited by admin on Sat Jun 26 01:14:03 UTC 2021
PRIMARY
USP_CATALOG
1027346
Created by admin on Sat Jun 26 01:14:03 UTC 2021 , Edited by admin on Sat Jun 26 01:14:03 UTC 2021
PRIMARY USP-RS
FDA UNII
M31FU99E3Y
Created by admin on Sat Jun 26 01:14:03 UTC 2021 , Edited by admin on Sat Jun 26 01:14:03 UTC 2021
PRIMARY
PUBCHEM
104774
Created by admin on Sat Jun 26 01:14:03 UTC 2021 , Edited by admin on Sat Jun 26 01:14:03 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE ACTIVE
MAJOR
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP