Desethylamiodarone

For research use only. Not for therapeutic Use.

  • CAT Number: I025927
  • CAS Number: 83409-32-9
  • Molecular Formula: C23H25I2NO3
  • Molecular Weight: 617.26
  • Purity: 98%
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Desethylamiodarone is a metabolite of amiodarone.


Catalog Number I025927
CAS Number 83409-32-9
Synonyms

Desethylamiodarone; LB 33020; LB-33020; LB33020; N-Deethylamiodarone; DAMI; N-Monodesethylamiodarone;

Molecular Formula C23H25I2NO3
Purity 98%
Target Metabolic Enzyme/Protease
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name (2-butylbenzofuran-3-yl)(4-(2-(ethylamino)ethoxy)-3,5-diiodophenyl)methanone
InChI 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
InChIKey VXOKDLACQICQFA-UHFFFAOYSA-N
SMILES O=C(C1=C(CCCC)OC2=CC=CC=C12)C3=CC(I)=C(OCCNCC)C(I)=C3
Reference

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2: Khurana R, Bin Jardan YA, Wilkie J, Brocks DR. Breast milk concentrations of amiodarone, desethylamiodarone, and bisoprolol following short-term drug exposure: two case reports. J Clin Pharmacol. 2014 Jul;54(7):828-31. doi: 10.1002/jcph.272. Epub 2014 Feb 5. PubMed PMID: 24482268.
3: Ghovanloo MR, Abdelsayed M, Ruben PC. Effects of Amiodarone and N-desethylamiodarone on Cardiac Voltage-Gated Sodium Channels. Front Pharmacol. 2016 Mar 1;7:39. doi: 10.3389/fphar.2016.00039. eCollection 2016. PubMed PMID: 26973526; PubMed Central PMCID: PMC4771766.
4: Hong LX, Ying YC, Lei Z, Chen GR. Preparation and determination of desethylamiodarone in dog lung by HPLC-MS. Pharmazie. 2011 Nov;66(11):822-5. PubMed PMID: 22204125.
5: Lu JT, Cai Y, Chen F, Jia WW, Hu ZY, Zhao YS. A Physiologically Based Pharmacokinetic Model of Amiodarone and its Metabolite Desethylamiodarone in Rats: Pooled Analysis of Published Data. Eur J Drug Metab Pharmacokinet. 2016 Dec;41(6):689-703. PubMed PMID: 26254911.
6: Roth FC, Mulder JE, Brien JF, Takahashi T, Massey TE. Cytotoxic interaction between amiodarone and desethylamiodarone in human peripheral lung epithelial cells. Chem Biol Interact. 2013 Aug 25;204(3):135-9. doi: 10.1016/j.cbi.2013.05.006. Epub 2013 May 23. PubMed PMID: 23707191.
7: Rodrigues M, Alves G, Rocha M, Queiroz J, Falcão A. First liquid chromatographic method for the simultaneous determination of amiodarone and desethylamiodarone in human plasma using microextraction by packed sorbent (MEPS) as sample preparation procedure. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Jan 15;913-914:90-7. doi: 10.1016/j.jchromb.2012.11.028. Epub 2012 Dec 7. PubMed PMID: 23286980.
8: Kuhn J, Götting C, Kleesiek K. Simultaneous measurement of amiodarone and desethylamiodarone in human plasma and serum by stable isotope dilution liquid chromatography-tandem mass spectrometry assay. J Pharm Biomed Anal. 2010 Jan 5;51(1):210-6. doi: 10.1016/j.jpba.2009.08.004. Epub 2009 Aug 12. PubMed PMID: 19720490.
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11: Giardina EG, Schneider M, Barr ML. Myocardial amiodarone and desethylamiodarone concentrations in patients undergoing cardiac transplantation. J Am Coll Cardiol. 1990 Oct;16(4):943-7. PubMed PMID: 2212375.
12: Somani P, Bandyopadhyay S, Klaunig JE, Gross SA. Amiodarone- and desethylamiodarone-induced myelinoid inclusion bodies and toxicity in cultured rat hepatocytes. Hepatology. 1990 Jan;11(1):81-92. PubMed PMID: 2153095.
13: Grossmann M, Dobrev D, Himmel HM, Kirch W. Local venous response to N-desethylamiodarone in humans. Clin Pharmacol Ther. 2000 Jan;67(1):22-31. PubMed PMID: 10668850.
14: Plomp TA, Wiersinga WM, van Rossum JM, Maes RA. Pharmacokinetics and body distribution of amiodarone and desethylamiodarone in rats after intravenous administration. In Vivo. 1989 Jan-Feb;3(1):33-47. PubMed PMID: 2519831.
15: Talajic M, DeRoode MR, Nattel S. Comparative electrophysiologic effects of intravenous amiodarone and desethylamiodarone in dogs: evidence for clinically relevant activity of the metabolite. Circulation. 1987 Jan;75(1):265-71. PubMed PMID: 3791608.
16: Beddows SA, Page SR, Taylor AH, McNerney R, Whitley GS, Johnstone AP, Nussey SS. Cytotoxic effects of amiodarone and desethylamiodarone on human thyrocytes. Biochem Pharmacol. 1989 Dec 15;38(24):4397-403. PubMed PMID: 2604742.
17: Barbieri E, Conti F, Zampieri P, Trevi GP, Zardini P, d’Aranno V, Latini R. Amiodarone and desethylamiodarone distribution in the atrium and adipose tissue of patients undergoing short- and long-term treatment with amiodarone. J Am Coll Cardiol. 1986 Jul;8(1):210-3. PubMed PMID: 3711518.
18: Vig PJ, Desaiah D. Modulation of protein kinase C activity by amiodarone and desethylamiodarone. Neurotoxicology. 1991 Fall;12(3):595-601. PubMed PMID: 1745442.
19: Nattel S, Davies M, Quantz M. The antiarrhythmic efficacy of amiodarone and desethylamiodarone, alone and in combination, in dogs with acute myocardial infarction. Circulation. 1988 Jan;77(1):200-8. PubMed PMID: 2446801.
20: Plomp TA, Wiersinga WM, Van Rossum JM, Maes RA. Pharmacokinetics and body distribution of amiodarone and desethylamiodarone in rats after oral administration. In Vivo. 1987 Sep-Oct;1(5):265-79. PubMed PMID: 2979794.

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