WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 317180
CAS#: 1951-25-3
Description: Amiodarone is categorized as a class III antiarrhythmic agent, and prolongs phase 3 of the cardiac action potential, the repolarization phase where there is normally decreased calcium permeability and increased potassium permeability. It has numerous other effects however, including actions that are similar to those of antiarrhythmic classes Ia, II, and IV. Amiodarone shows beta blocker-like and calcium channel blocker-like actions on the SA and AV nodes, increases the refractory period via sodium- and potassium-channel effects, and slows intra-cardiac conduction of the cardiac action potential, via sodium-channel effects.Amiodarone chemically resembles thyroxine (thyroid hormone), and its binding to the nuclear thyroid receptor might contribute to some of its pharmacologic and toxic actions.
MedKoo Cat#: 317180
Name: Amiodarone
CAS#: 1951-25-3
Chemical Formula: C25H29I2NO3
Exact Mass: 645.02368
Molecular Weight: 645.31
Elemental Analysis: C, 46.53; H, 4.53; I, 39.33; N, 2.17; O, 7.44
Related CAS #: 1951-25-3 (free) 19774-82-4 (HCl)
Synonym: Amiodarone; Cordarone; Amiodarona; Amiodaronum; Aratac; Nexterone
IUPAC/Chemical Name: (2-butyl-1-benzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]methanone
InChi Key: IYIKLHRQXLHMJQ-UHFFFAOYSA-N
InChi Code: InChI=1S/C25H29I2NO3/c1-4-7-11-22-23(18-10-8-9-12-21(18)31-22)24(29)17-15-19(26)25(20(27)16-17)30-14-13-28(5-2)6-3/h8-10,12,15-16H,4-7,11,13-14H2,1-3H3
SMILES Code: CCCCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C(=C3)I)OCCN(CC)CC)I
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 645.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Lee HC, Lo HC, Lo DM, Su MY, Hu JR, Wu CC, Chang SN, Dai MS, Tsai CT, Tsai HJ. Amiodarone Induces Overexpression of Similar to Versican b to Repress the EGFR/Gsk3b/Snail Signaling Axis during Cardiac Valve Formation of Zebrafish Embryos. PLoS One. 2015 Dec 9;10(12):e0144751. doi: 10.1371/journal.pone.0144751. eCollection 2015. PubMed PMID: 26650936.
2: Claro JC, Candia R, Rada G, Baraona F, Larrondo F, Letelier LM. Amiodarone versus other pharmacological interventions for prevention of sudden cardiac death. Cochrane Database Syst Rev. 2015 Dec 8;12:CD008093. [Epub ahead of print] Review. PubMed PMID: 26646017.
3: Theodoraki A, Vanderpump MP. Thyrotoxicosis associated with the use of amiodarone: the utility of ultrasound in patient management. Clin Endocrinol (Oxf). 2015 Dec 7. doi: 10.1111/cen.12988. [Epub ahead of print] PubMed PMID: 26642425.
4: Aboul-Fotouh GI, Zickri MB, Metwally HG, Ibrahim IR, Kamar SS, Sakr W. Therapeutic Effect of Adipose Derived Stem Cells versus Atorvastatin on Amiodarone Induced Lung Injury in Male Rat. Int J Stem Cells. 2015 Nov;8(2):170-80. doi: 10.15283/ijsc.2015.8.2.170. PubMed PMID: 26634065; PubMed Central PMCID: PMC4651281.
5: Elikowski W, Małek M, Skowroński M, Wróblewski D, Skrzywanek P, Zawilska K. [Hemoptysis during concomitant treatment with rivaroxaban and amiodarone in a patient with a history of pulmonary disease]. Pol Merkur Lekarski. 2015 Oct;39(232):227-30. Polish. PubMed PMID: 26608490.
6: Kaderli RM, Fahrner R, Christ ER, Stettler C, Fuhrer J, Martinelli M, Vogt A, Seiler CA. Total Thyroidectomy for Amiodarone-induced Thyrotoxicosis in the Hyperthyroid State. Exp Clin Endocrinol Diabetes. 2015 Nov 17. [Epub ahead of print] PubMed PMID: 26575117.
7: Rusinova R, Koeppe RE 2nd, Andersen OS. A general mechanism for drug promiscuity: Studies with amiodarone and other antiarrhythmics. J Gen Physiol. 2015 Dec;146(6):463-75. doi: 10.1085/jgp.201511470. Epub 2015 Nov 16. PubMed PMID: 26573624; PubMed Central PMCID: PMC4664825.
8: Witkowski M, Mochmann HC, Rauch U, Knie W, Landmesser U, Skurk C. Acute Thrombotic Occlusion of the Left Brachial Artery After Intra-Arterial Administration of Amiodarone. Crit Care Med. 2015 Nov 13. [Epub ahead of print] PubMed PMID: 26571183.
9: Abuzaid A, Saad M, Ayan M, Kabach A, Mahfood Haddad T, Smer A, Arouni A. Corrigendum to "Acute Amiodarone Pulmonary Toxicity after Drug Holiday: A Case Report and Review of the Literature". Case Rep Cardiol. 2015;2015:182154. doi: 10.1155/2015/182154. Epub 2015 Oct 19. PubMed PMID: 26558115; PubMed Central PMCID: PMC4629011.
10: Adelborg K, Ebbehøj E, Nielsen JC, Grove EL. [Treatment with amiodarone]. Ugeskr Laeger. 2015 Jun 8;177(24):1168-71. Danish. PubMed PMID: 26554056.
Related:
1951-25-3 (Amiodarone free)
19774-82-4 (Amiodarone HCl).
