KEGG   DRUG: Amiodarone hydrochloride
Entry
D00636                      Drug                                   
Name
Amiodarone hydrochloride (JP18/USP);
Ancaron (TN);
Cordarone (TN);
Nexterone (TN)
Product
NEXTERONE (AMIODARONE HCI) (HF Acquisition Co LLC), NEXTERONE (Baxter Healthcare Company)
  Generic
AMIODARONE HCI (HF Acquisition Co LLC), AMIODARONE HYDROCHLORIDE (A-S Medication Solutions), AMIODARONE HYDROCHLORIDE (A-S Medication Solutions), AMIODARONE HYDROCHLORIDE (A-S Medication Solutions), AMIODARONE HYDROCHLORIDE (Advagen Pharma Limited), AMIODARONE HYDROCHLORIDE (American Health Packaging), AMIODARONE HYDROCHLORIDE (AuroMedics Pharma LLC), AMIODARONE HYDROCHLORIDE (Aurobindo Pharma Limited), AMIODARONE HYDROCHLORIDE (AvKARE), AMIODARONE HYDROCHLORIDE (AvPAK), AMIODARONE HYDROCHLORIDE (Bryant Ranch Prepack), AMIODARONE HYDROCHLORIDE (Bryant Ranch Prepack), AMIODARONE HYDROCHLORIDE (Bryant Ranch Prepack), AMIODARONE HYDROCHLORIDE (Cardinal Health 107), AMIODARONE HYDROCHLORIDE (Cardinal Health 107), AMIODARONE HYDROCHLORIDE (Chartwell RX), AMIODARONE HYDROCHLORIDE (Dr. Reddy's Labratories), AMIODARONE HYDROCHLORIDE (Fresenius Kabi USA), AMIODARONE HYDROCHLORIDE (Gland Pharma Limited), AMIODARONE HYDROCHLORIDE (Golden State Medical Supply), AMIODARONE HYDROCHLORIDE (HF Acquisition Co LLC), AMIODARONE HYDROCHLORIDE (HF Acquisition Co LLC), AMIODARONE HYDROCHLORIDE (Hainan Poly Pharm.), AMIODARONE HYDROCHLORIDE (Henry Schein), AMIODARONE HYDROCHLORIDE (Hikma Pharmaceuticals USA), AMIODARONE HYDROCHLORIDE (Major Pharmaceuticals), AMIODARONE HYDROCHLORIDE (Mayne Pharma Commercial LLC), AMIODARONE HYDROCHLORIDE (McKesson Corporation dba SKY Packaging), AMIODARONE HYDROCHLORIDE (Medical Purchasing Solutions), AMIODARONE HYDROCHLORIDE (Medical Purchasing Solutions), AMIODARONE HYDROCHLORIDE (Medical Purchasing Solutions), AMIODARONE HYDROCHLORIDE (Medical Purchasing Solutions), AMIODARONE HYDROCHLORIDE (Mylan Institutional LLC), AMIODARONE HYDROCHLORIDE (Mylan Institutional LLC), AMIODARONE HYDROCHLORIDE (NCS HealthCare of KY), AMIODARONE HYDROCHLORIDE (NCS HealthCare of KY), AMIODARONE HYDROCHLORIDE (REMEDYREPACK), AMIODARONE HYDROCHLORIDE (REMEDYREPACK), AMIODARONE HYDROCHLORIDE (REMEDYREPACK), AMIODARONE HYDROCHLORIDE (Slate Run Pharmaceuticals), AMIODARONE HYDROCHLORIDE (Taro Pharmaceuticals U.S.A.), AMIODARONE HYDROCHLORIDE (Unichem Pharmaceuticals (USA)), AMIODARONE HYDROCHLORIDE (Zhejiang Poly Pharm.), AMIODARONE HYDROCHLORIDE (Zydus Lifesciences Limited), AMIODARONE HYDROCHLORIDE (Zydus Pharmaceuticals USA), PACERONE (Aphena Pharma Solutions - Tennessee), PACERONE (Bryant Ranch Prepack), PACERONE (Upsher-Smith Laboratories)
Formula
C25H29I2NO3. HCl
Exact mass
681.0004
Mol weight
681.77
Structure
Simcomp
Class
Cardiovascular agent
 DG01456  Adrenergic receptor agonist
  DG01455  beta-Adrenergic receptor agonist
   DG01451  beta1-Adrenergic receptor agonist
 DG01653  Antiarrhythmics
  DG01648  Class III antiarrhythmic agent
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Therapeutic category: 2129
ATC code: C01BD01
Chemical structure group: DG00204
Product (DG00204): D00636<JP/US>
Efficacy
Antiarrhythmic, Potassium channel blocker
Target
KCND3 [HSA:3752] [KO:K04893]
KCNH2 [HSA:3757] [KO:K04905]
KCNQ1 [HSA:3784] [KO:K04926]
KCNJ3 [HSA:3760] [KO:K04997]
KCNJ5 [HSA:3762] [KO:K04999]
KCNJ8 [HSA:3764] [KO:K05001]
KCNJ11 [HSA:3767] [KO:K05004]
KCNJ12 [HSA:3768] [KO:K05005]
ADRA1 [HSA:148 147 146] [KO:K04135 K04136 K04137]
ADRB1 [HSA:153] [KO:K04141]
SCN1A [HSA:6323] [KO:K04833]
SCN2A [HSA:6326] [KO:K04834]
SCN3A [HSA:6328] [KO:K04836]
SCN4A [HSA:6329] [KO:K04837]
SCN5A [HSA:6331] [KO:K04838]
SCN8A [HSA:6334] [KO:K04840]
SCN9A [HSA:6335] [KO:K04841]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]
  Pathway
hsa04020  Calcium signaling pathway
hsa04022  cGMP-PKG signaling pathway
hsa04024  cAMP signaling pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
hsa04270  Vascular smooth muscle contraction
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
Structure map
map07037  Antiarrhythmic drugs
map07231  Sodium channel blocking drugs
map07232  Potassium channel blocking and opening drugs
Other map
map05320  Autoimmune thyroid disease
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C01 CARDIAC THERAPY
   C01B ANTIARRHYTHMICS, CLASS I AND III
    C01BD Antiarrhythmics, class III
     C01BD01 Amiodarone
      D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Antiarrhythmics
   Vaughn Williams-Class III
    Amiodarone
     D00636  Amiodarone hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   212  Antiarrhythmic agents
    2129  Others
     D00636  Amiodarone hydrochloride (JP18/USP)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01456  Adrenergic receptor agonist
   DG01455  beta-Adrenergic receptor agonist
    DG01451  beta1-Adrenergic receptor agonist
     DG00204  Amiodarone
      D00636  Amiodarone hydrochloride
  DG01653  Antiarrhythmics
   DG01648  Class III antiarrhythmic agent
    DG00204  Amiodarone
     D00636  Amiodarone hydrochloride
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00204  Amiodarone
     D00636  Amiodarone hydrochloride
Drug classes [BR:br08332]
 Cardiovascular agent
  DG01653  Antiarrhythmics
   D00636  Amiodarone hydrochloride
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRA1
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    ADRB1
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN2A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN3A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN4A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN5A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN8A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN9A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN10A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    SCN11A
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
   Potassium channels
    KCND3
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    KCNH2
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    KCNQ1
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
   Inward rectifier channels (Kir)
    KCNJ3
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    KCNJ5
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    KCNJ8
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    KCNJ11
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
    KCNJ12
     D00636  Amiodarone hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00636  Amiodarone hydrochloride
  D00636  Amiodarone hydrochloride tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00636
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01456  Adrenergic receptor agonist
   DG01455  beta-Adrenergic receptor agonist
    DG01451  beta1-Adrenergic receptor agonist
     DG00204  Amiodarone
  DG01653  Antiarrhythmics
   DG01648  Class III antiarrhythmic agent
    DG00204  Amiodarone
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00204  Amiodarone
Other DBs
CAS: 19774-82-4
PubChem: 7847702
ChEBI: 2664
LigandBox: D00636
NIKKAJI: J231.357J
LinkDB
KCF data

ATOM        32
            1   X   Cl   30.8700  -29.7500
            2   C8x C    16.7300  -27.2300
            3   C8x C    16.7300  -28.6300
            4   C8x C    17.9424  -29.3300
            5   C8y C    19.1549  -28.6300
            6   C8y C    19.1549  -27.2300
            7   C8x C    17.9424  -26.5300
            8   O2x O    20.4864  -29.0626
            9   C8y C    21.3093  -27.9300
            10  C8y C    20.4864  -26.7974
            11  C5a C    20.4864  -25.3974
            12  C8y C    21.7108  -24.6902
            13  O5a O    19.2971  -24.7108
            14  C8x C    22.9237  -25.3902
            15  C8y C    24.1360  -24.6900
            16  C8y C    24.1357  -23.2900
            17  C8y C    22.9229  -22.5900
            18  C8x C    21.7105  -23.2902
            19  O2a O    25.3499  -22.5887
            20  X   I    25.3678  -25.4007
            21  X   I    22.9222  -21.2104
            22  C1b C    26.5641  -23.2894
            23  C1b C    27.7419  -22.6091
            24  N1c N    28.9383  -23.2997
            25  C1b C    30.1249  -22.6143
            26  C1b C    28.9387  -24.7097
            27  C1a C    30.1297  -25.3972
            28  C1a C    31.3168  -23.3024
            29  C1b C    22.6800  -27.9300
            30  C1b C    23.3800  -29.1424
            31  C1b C    24.7798  -29.1424
            32  C1a C    25.4703  -30.3380
BOND        33
            1     2   3 2
            2     3   4 1
            3     4   5 2
            4     5   6 1
            5     6   7 2
            6     2   7 1
            7     5   8 1
            8     8   9 1
            9     9  10 2
            10    6  10 1
            11   10  11 1
            12   11  12 1
            13   11  13 2
            14   12  14 2
            15   14  15 1
            16   15  16 2
            17   16  17 1
            18   17  18 2
            19   12  18 1
            20   16  19 1
            21   15  20 1
            22   17  21 1
            23   19  22 1
            24   22  23 1
            25   23  24 1
            26   24  25 1
            27   24  26 1
            28   26  27 1
            29   25  28 1
            30    9  29 1
            31   29  30 1
            32   30  31 1
            33   31  32 1

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