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    Amiodarone hydrochloride

    Available from stock

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      Amiodarone hydrochloride

      SKU
      A0797

      Category: Building Blocks, Intermediates, Reagents

      Synonyms
      Cordarone, Pacerone, Nexterone, 2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone hydrochloride, SKF 33134A, L 3428-Labaz, NSC 85442
      19774-82-4
      CAS-Number
      C25H29I2NO3 · HCl
      Molecular Formula
      681.77
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (TLC)
      Appearance
      White to off-white powder
      Identity
      1H-NMR

      Properties

      Solvents
      Soluble in DMF (10 mg/ml), DMSO (10 mg/ml), ethanol (5 mg/ml) or chloroform.
      Melting Point
      154-158°C

      Documentation

      Safety Data Sheet (SDS)
      CDX A0797 SDS_Vs1.1.pdf
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H315,H319,H335,H351,H361fd,H362,H410
      Precautionary statements
      P260 - P263 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313
      GHS Symbol
      GHS07+GHS08+GHS09
      Signal word
      Warning
      RIDADR
      UN3077
      Transportation
      Packing Group III
      Description
      Amiodarone hydrochloride is a non-selective ion channel blocker (potassium, sodium and calcium channels). Amiodarone is a class III antiarrhythmic agent, in that it prolongs both cardiac action potential and refractoriness by blocking potassium currents. It inhibits the voltage-gated potassium channel hERG, also known as KCNH2. In addition, amiodarone binds with high affinity to the ?-1 opioid receptor, 3-?-hydroxysteroid ?8?7 isomerase, and C-8 sterol isomerase and inhibits human thyroid hormone receptors ? and ?. It also inhibits the cytochrome P450 (CYP) isoforms CYP2C8 and CYP3A4 in vitro at low micromolar concentrations. Amiodarone induces cell proliferation and myofibroblast differentiation via ERK1/2 and p38 MAPK signaling in fibroblasts. Recently, this K+ efflux inhibitor has been used to block the colocalisation of miniNLRP3 and ASC in red blood cells (RBCs), in a new process involving miniNLRP3 and RBC lysis, called spectosis.
      Smiles
      IC1=C(OCCN(CC)CC)C(I)=CC(C(C2=C(CCCC)OC3=C2C=CC=C3)=O)=C1.Cl
      InChi Key
      ITPDYQOUSLNIHG-UHFFFAOYSA-N
      References
      (1) R.A. Haworth, et al., Circ. Res. 65, 1157 (1989) , (2) T.J. Campbell & K.M. Williams, Br. J. Clin. Pharmacol. 46, 307 (1998) , (3) D.S. Holmes, et al., J. Cardiovasc. Electrophysiol. 11, 1152 (2000) , (4) B. Carlsson, et al., J. Med. Chem. 45, 623 (2002) , (5) T.M. Polasek, et al., J. Pharmacol. Exp. Ther. 311, 996 (2004) , (6) C. Laggner, et al., J. Med. Chem. 48, 4754 (2005) , (7) N. Sinha & S. Sen, Eur. J. Med. Chem. 46, 618 (2011) , (8) J. Weng, et al., Biomed. Pharmacother. 115, 108889 (2019) , (9) H. Liang, et al., Curr. Mol. Med. 25, 69 (2025) , (10) Y. Chen, et al., Cell 188, 3013 (2025)
      InChi
      InChI=1S/C25H29I2NO3.ClH/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,4-7,11,13-14H2,1-3H3,1H

      Amiodarone hydrochloride is a non-selective ion channel blocker (potassium, sodium and calcium channels). Amiodarone is a class III antiarrhythmic agent, in that it prolongs both cardiac action potential and refractoriness by blocking potassium currents. It inhibits the voltage-gated potassium channel hERG, also known as KCNH2. In addition, amiodarone binds with high affinity to the ?-1 opioid receptor, 3-?-hydroxysteroid ?8?7 isomerase, and C-8 sterol isomerase and inhibits human thyroid hormone receptors ? and ?. It also inhibits the cytochrome P450 (CYP) isoforms CYP2C8 and CYP3A4 in vitro at low micromolar concentrations. Amiodarone induces cell proliferation and myofibroblast differentiation via ERK1/2 and p38 MAPK signaling in fibroblasts. Recently, this K+ efflux inhibitor has been used to block the colocalisation of miniNLRP3 and ASC in red blood cells (RBCs), in a new process involving miniNLRP3 and RBC lysis, called spectosis.

      SKU: A0797 Category: Building Blocks, Intermediates, Reagents
      • Additional information

      Additional information

      Synonyms

      Cordarone, Pacerone, Nexterone, 2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone hydrochloride, SKF 33134A, L 3428-Labaz, NSC 85442

      Purity

      ≥98% (TLC)

      Appearance

      White to off-white powder

      CAS-Number

      19774-82-4

      Molecular Formula

      C25H29I2NO3 · HCl

      Molecular Weight

      681.77

      Identity

      1H-NMR

      Solvents

      Soluble in DMF (10 mg/ml), DMSO (10 mg/ml), ethanol (5 mg/ml) or chloroform.

      Melting Point

      154-158°C

      Smiles

      IC1=C(OCCN(CC)CC)C(I)=CC(C(C2=C(CCCC)OC3=C2C=CC=C3)=O)=C1.Cl

      InChi Key

      ITPDYQOUSLNIHG-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H315,H319,H335,H351,H361fd,H362,H410

      Precautionary statements

      P260 – P263 – P273 – P302 + P352 – P305 + P351 + P338 – P308 + P313

      GHS Symbol

      GHS07+GHS08+GHS09

      Signal word

      Warning

      RIDADR

      UN3077

      Transportation

      Packing Group III

      References

      (1) R.A. Haworth, et al., Circ. Res. 65, 1157 (1989), (2) T.J. Campbell & K.M. Williams, Br. J. Clin. Pharmacol. 46, 307 (1998), (3) D.S. Holmes, et al., J. Cardiovasc. Electrophysiol. 11, 1152 (2000), (4) B. Carlsson, et al., J. Med. Chem. 45, 623 (2002), (5) T.M. Polasek, et al., J. Pharmacol. Exp. Ther. 311, 996 (2004), (6) C. Laggner, et al., J. Med. Chem. 48, 4754 (2005), (7) N. Sinha & S. Sen, Eur. J. Med. Chem. 46, 618 (2011), (8) J. Weng, et al., Biomed. Pharmacother. 115, 108889 (2019), (9) H. Liang, et al., Curr. Mol. Med. 25, 69 (2025), (10) Y. Chen, et al., Cell 188, 3013 (2025)

      InChi

      InChI=1S/C25H29I2NO3.ClH/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,4-7,11,13-14H2,1-3H3,1H

      Quantity

      1 g, 5 g, Bulk

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