Amlodipine besylate


Entry
D00615                      Drug                                   
Name
Amlodipine besylate (USP);
Amlodipine besilate (JP18);
Norvasc (TN)
Product
NORLIQVA (CMP Pharma), NORVASC (Pfizer Laboratories Div Pfizer)
  Generic
AMLODIPINE BESYLATE (A-S Medication Solutions), AMLODIPINE BESYLATE (A-S Medication Solutions), AMLODIPINE BESYLATE (A-S Medication Solutions), AMLODIPINE BESYLATE (A-S Medication Solutions), AMLODIPINE BESYLATE (A-S Medication Solutions), AMLODIPINE BESYLATE (A-S Medication Solutions), AMLODIPINE BESYLATE (A-S Medication Solutions), AMLODIPINE BESYLATE (ACI Healthcare USA), AMLODIPINE BESYLATE (American Health Packaging), AMLODIPINE BESYLATE (Amneal Pharmaceuticals LLC), AMLODIPINE BESYLATE (Aphena Pharma Solutions - Tennessee), AMLODIPINE BESYLATE (Aphena Pharma Solutions - Tennessee), AMLODIPINE BESYLATE (Aphena Pharma Solutions - Tennessee), AMLODIPINE BESYLATE (Aphena Pharma Solutions - Tennessee), AMLODIPINE BESYLATE (Aphena Pharma Solutions - Tennessee), AMLODIPINE BESYLATE (Aphena Pharma Solutions - Tennessee), AMLODIPINE BESYLATE (Aphena Pharma Solutions - Tennessee), AMLODIPINE BESYLATE (Ascend Laboratories), AMLODIPINE BESYLATE (Aurobindo Pharma Limited), AMLODIPINE BESYLATE (BIOMES PHARMACEUTICALS LLC), AMLODIPINE BESYLATE (Bi-Coastal Pharma International LLC), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Bryant Ranch Prepack), AMLODIPINE BESYLATE (Cardinal Health), AMLODIPINE BESYLATE (China Resources Saike Pharmaceutical), AMLODIPINE BESYLATE (Cipla USA), AMLODIPINE BESYLATE (Cipla USA), AMLODIPINE BESYLATE (Clinical Solutions Wholesale), AMLODIPINE BESYLATE (Contract Pharmacy Services- PA), AMLODIPINE BESYLATE (Contract Pharmacy Services-PA), AMLODIPINE BESYLATE (DIRECT RX), AMLODIPINE BESYLATE (DIRECT RX), AMLODIPINE BESYLATE (DIRECT RX), AMLODIPINE BESYLATE (DOH CENTRAL PHARMACY), AMLODIPINE BESYLATE (Denton Pharma), AMLODIPINE BESYLATE (Denton Pharma), AMLODIPINE BESYLATE (Denton Pharma), AMLODIPINE BESYLATE (Denton Pharma), AMLODIPINE BESYLATE (Denton Pharma), AMLODIPINE BESYLATE (Denton Pharma), AMLODIPINE BESYLATE (Direct Rx), AMLODIPINE BESYLATE (DirectRX), AMLODIPINE BESYLATE (Direct_Rx), AMLODIPINE BESYLATE (Direct_Rx), AMLODIPINE BESYLATE (Epic Pharma), AMLODIPINE BESYLATE (Exelan Pharmaceuticals), AMLODIPINE BESYLATE (Exelan Pharmaceuticals), AMLODIPINE BESYLATE (Greenstone LLC), AMLODIPINE BESYLATE (Hikma Pharmaceuticals USA), AMLODIPINE BESYLATE (Lake Erie Medical DBA Quality Care Products LLC), AMLODIPINE BESYLATE (Legacy Pharmaceutical Packaging), AMLODIPINE BESYLATE (Legacy Pharmaceutical Packaging), AMLODIPINE BESYLATE (Lupin Pharmaceuticals), AMLODIPINE BESYLATE (Major Pharmaceuticals), AMLODIPINE BESYLATE (NCS HealthCare of KY), AMLODIPINE BESYLATE (NCS HealthCare of KY), AMLODIPINE BESYLATE (Northwind Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (NuCare Pharmaceuticals), AMLODIPINE BESYLATE (Oxford Pharmaceuticals), AMLODIPINE BESYLATE (PD-Rx Pharmaceuticals), AMLODIPINE BESYLATE (PD-Rx Pharmaceuticals), AMLODIPINE BESYLATE (PD-Rx Pharmaceuticals), AMLODIPINE BESYLATE (PD-Rx Pharmaceuticals), AMLODIPINE BESYLATE (PD-Rx Pharmaceuticals), AMLODIPINE BESYLATE (POLYGEN PHARMACEUTICALS), AMLODIPINE BESYLATE (Preferred Pharmaceuticals), AMLODIPINE BESYLATE (Preferred Pharmaceuticals), AMLODIPINE BESYLATE (Preferred Pharmaceuticals), AMLODIPINE BESYLATE (Preferred Pharmaceuticals), AMLODIPINE BESYLATE (Preferred Pharmaceuticals), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (Proficient Rx LP), AMLODIPINE BESYLATE (QPharma), AMLODIPINE BESYLATE (Quality Care Products), AMLODIPINE BESYLATE (REMEDYREPACK), AMLODIPINE BESYLATE (REMEDYREPACK), AMLODIPINE BESYLATE (REMEDYREPACK), AMLODIPINE BESYLATE (REMEDYREPACK), AMLODIPINE BESYLATE (REMEDYREPACK), AMLODIPINE BESYLATE (REMEDYREPACK), AMLODIPINE BESYLATE (RPK Pharmaceuticals), AMLODIPINE BESYLATE (RPK Pharmaceuticals), AMLODIPINE BESYLATE (RPK Pharmaceuticals), AMLODIPINE BESYLATE (RPK Pharmaceuticals), AMLODIPINE BESYLATE (RPK Pharmaceuticals), AMLODIPINE BESYLATE (RedPharm Drug), AMLODIPINE BESYLATE (RedPharm Drug), AMLODIPINE BESYLATE (RedPharm Drug), AMLODIPINE BESYLATE (St. Mary's Medical Park Pharmacy), AMLODIPINE BESYLATE (St. Mary's Medical Park Pharmacy), AMLODIPINE BESYLATE (St. Mary's Medical Park Pharmacy), AMLODIPINE BESYLATE (St. Mary's Medical Park Pharmacy), AMLODIPINE BESYLATE (Torrent Pharmaceuticals Limited), AMLODIPINE BESYLATE (Unichem Pharmaceuticals (USA)), AMLODIPINE BESYLATE (Unichem Pharmaceuticals (USA)), AMLODIPINE BESYLATE (Upsher-Smith Laboratories), AMLODIPINE BESYLATE (Zydus Lifesciences Limited), AMLODIPINE BESYLATE (Zydus Pharmaceuticals (USA))
Formula
C20H25ClN2O5. C6H6O3S
Exact mass
566.149
Mol weight
567.0509
Structure
Class
Cardiovascular agent
 DG01575  Calcium channel blocker
  DG01496  Calcium channel L type blocker
 DG03231  Antihypertensive
  DG01928  Dihydropyridine calcium channel blocker
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Therapeutic category: 2171
ATC code: C08CA01
Chemical structure group: DG00322
Product (DG00322): D00615<JP/US> D11881<US>
Product (mixture): D07569<JP> D08488<JP/US> D09743<JP/US> D09745<JP/US> D10243<JP> D10285<US> D10286<US> D10288<US> D10524<JP> D10805<JP> D11069<US> D11581<US>
Efficacy
Antihypertensive, Vasodilator, Calcium channel blocker
  Disease
Hypertension [DS:H01633]
Chronic stable angina [DS:H01632]
Vasospastic angina [DS:H01632]
Comment
Dihydropyridine derivative
Target
CACNA1-L [HSA:775 776 778 779] [KO:K04850 K04851 K04853 K04857]
  Pathway
hsa04020  Calcium signaling pathway
hsa04260  Cardiac muscle contraction
hsa04261  Adrenergic signaling in cardiomyocytes
hsa04270  Vascular smooth muscle contraction
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
Structure map
map07036  Calcium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C08 CALCIUM CHANNEL BLOCKERS
   C08C SELECTIVE CALCIUM CHANNEL BLOCKERS WITH MAINLY VASCULAR EFFECTS
    C08CA Dihydropyridine derivatives
     C08CA01 Amlodipine
      D00615  Amlodipine besylate (USP) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Calcium Channel Blocking Agents, Dihydropyridines
   Amlodipine
    D00615  Amlodipine besylate (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   217  Vasodilators
    2171  Coronary dilators
     D00615  Amlodipine besylate (USP); Amlodipine besilate (JP18)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00322  Amlodipine
     D00615  Amlodipine besylate
  DG03231  Antihypertensive
   DG01928  Dihydropyridine calcium channel blocker
    DG00322  Amlodipine
     D00615  Amlodipine besylate
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00322  Amlodipine
     D00615  Amlodipine besylate
Drug classes [BR:br08332]
 Cardiovascular agent
  DG01928  Dihydropyridine calcium channel blocker
   D00615  Amlodipine besylate
  DG03231  Antihypertensive
   D00615  Amlodipine besylate
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Calcium channels
    CACNA1-L
     D00615  Amlodipine besylate (USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00615  Amlodipine besylate
  D00615  Amlodipine besylate tablets
  D00615  Amlodipine besilate orally disintegrating tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00615
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00322  Amlodipine
  DG03231  Antihypertensive
   DG01928  Dihydropyridine calcium channel blocker
    DG00322  Amlodipine
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00322  Amlodipine
Other DBs
CAS: 111470-99-6
PubChem: 7847681
ChEBI: 2669
LigandBox: D00615
NIKKAJI: J417.608A
KCF data

ATOM        38
            1   C8y C    29.5695  -18.6304
            2   C8x C    28.3142  -19.3278
            3   C8x C    30.7550  -19.3278
            4   S4a S    29.5698  -17.2357
            5   C8x C    28.3142  -20.6528
            6   C8x C    30.7550  -20.6528
            7   O1d O    29.5698  -15.8409
            8   O1d O    28.1750  -17.2357
            9   O1d O    30.9645  -17.2357
            10  C8x C    29.5695  -21.3502
            11  C1y C    19.3368  -16.0762
            12  C2y C    20.5198  -15.3803
            13  C2y C    18.1539  -15.3803
            14  C8y C    19.3368  -18.4421
            15  C2y C    20.5198  -13.9886
            16  C7a C    21.7028  -16.0762
            17  C2y C    18.1539  -13.9886
            18  C7a C    16.9709  -16.0066
            19  C8y C    20.5198  -19.1380
            20  C8x C    18.1539  -19.1380
            21  N1x N    19.3368  -13.2927
            22  C1b C    21.7028  -13.2927
            23  O7a O    22.8858  -15.3803
            24  O6a O    21.7028  -17.3983
            25  C1a C    16.9709  -13.2927
            26  O7a O    15.7879  -15.3803
            27  O6a O    16.9709  -17.3983
            28  C8x C    20.5198  -20.4601
            29  X   Cl   21.7028  -18.4421
            30  C8x C    18.1539  -20.4601
            31  O2a O    22.8858  -13.9886
            32  C1b C    24.0687  -16.0762
            33  C1a C    14.6049  -16.0066
            34  C8x C    19.3368  -21.1560
            35  C1b C    24.0687  -13.2927
            36  C1a C    25.2517  -15.3803
            37  C1b C    25.2517  -13.9886
            38  N1a N    26.4347  -13.2927
BOND        39
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     3   6 1
            6     4   7 1
            7     4   8 2
            8     4   9 2
            9     5  10 1
            10    6  10 2
            11   11  12 1
            12   11  13 1
            13   11  14 1
            14   12  15 2
            15   12  16 1
            16   13  17 2
            17   13  18 1
            18   14  19 1
            19   14  20 2
            20   15  21 1
            21   15  22 1
            22   16  23 1
            23   16  24 2
            24   17  25 1
            25   18  26 1
            26   18  27 2
            27   19  28 2
            28   19  29 1
            29   20  30 1
            30   22  31 1
            31   23  32 1
            32   26  33 1
            33   28  34 1
            34   31  35 1
            35   32  36 1
            36   35  37 1
            37   37  38 1
            38   17  21 1
            39   30  34 2