Entry

D00619                      Drug

Name

Verapamil hydrochloride (JP18/USP);
Calan (TN);
Covera-hs (TN);
Vasolan (TN);
Verelan (TN)

Product

VERAPAMIL HCI (HF Acquisition Co LLC), VERAPAMIL HYDROCHLORIDE (Actavis Pharma), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (EXELA PHARMA SCIENCES), VERAPAMIL HYDROCHLORIDE (EXELA PHARMA SCIENCES), VERELAN (Lannett Company), VERAPAMIL HYDROCHLORIDE (Lannett Company), VERELAN PM (Lannett Company), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), CALAN SR (Pfizer Laboratories Div Pfizer)

Generic

VERAPAMIL HCI (HF Acquisition Co LLC), VERAPAMIL HCI (HF Acquisition Co LLC), VERAPAMIL HCL (Direct_Rx), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (Actavis Pharma), VERAPAMIL HYDROCHLORIDE (American Health Packaging), VERAPAMIL HYDROCHLORIDE (Amneal Pharmaceuticals LLC), VERAPAMIL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), VERAPAMIL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), VERAPAMIL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), VERAPAMIL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), VERAPAMIL HYDROCHLORIDE (Armas Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Armas Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (AuroMedics Pharma LLC), VERAPAMIL HYDROCHLORIDE (AvKARE), VERAPAMIL HYDROCHLORIDE (Baxter Healthcare Corporation), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Cadila Healthcare Limited), VERAPAMIL HYDROCHLORIDE (Cadila Pharmaceuticals Limited), VERAPAMIL HYDROCHLORIDE (Caplin Steriles Limited), VERAPAMIL HYDROCHLORIDE (DIRECT RX), VERAPAMIL HYDROCHLORIDE (Denton Pharma), VERAPAMIL HYDROCHLORIDE (Denton Pharma), VERAPAMIL HYDROCHLORIDE (Denton Pharma), VERAPAMIL HYDROCHLORIDE (General Injectables & Vaccines), VERAPAMIL HYDROCHLORIDE (General Injectables & Vaccines), VERAPAMIL HYDROCHLORIDE (General Injectables and Vaccines), VERAPAMIL HYDROCHLORIDE (Gland Pharma Limited), VERAPAMIL HYDROCHLORIDE (Glenmark Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (HF Acquisition Co LLC), VERAPAMIL HYDROCHLORIDE (HF Acquisition Co LLC), VERAPAMIL HYDROCHLORIDE (HF Acquisition Co. LLC), VERAPAMIL HYDROCHLORIDE (Henry Schein), VERAPAMIL HYDROCHLORIDE (Henry Schein), VERAPAMIL HYDROCHLORIDE (Henry Schein), VERAPAMIL HYDROCHLORIDE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Hospira), VERAPAMIL HYDROCHLORIDE (Hospira), VERAPAMIL HYDROCHLORIDE (Lifestar Pharma LLC), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Micro Labs Limited), VERAPAMIL HYDROCHLORIDE (Mylan Institutional), VERAPAMIL HYDROCHLORIDE (Mylan Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Nivagen Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (PD-Rx Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (PD-Rx Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Preferred Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Preferred Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (REMEDYREPACK), VERAPAMIL HYDROCHLORIDE (REMEDYREPACK), VERAPAMIL HYDROCHLORIDE (REMEDYREPACK), VERAPAMIL HYDROCHLORIDE (REMEDYREPACK), VERAPAMIL HYDROCHLORIDE (RPK Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (RPK Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (RPK Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (RedPharm Drug), VERAPAMIL HYDROCHLORIDE (RedPharm Drug), VERAPAMIL HYDROCHLORIDE (Sagent Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Somerset Therapeutics), VERAPAMIL HYDROCHLORIDE (Zydus Pharmaceuticals (USA))

Formula

C27H38N2O4. HCl

Exact mass

490.2598

Mol weight

491.0626

Structure

Simcomp

Class

Cardiovascular agent
DG01575  Calcium channel blocker
  DG01496  Calcium channel L type blocker
DG01653  Antiarrhythmics
  DG01807  Phenylalkylamine derivative
Metabolizing enzyme substrate
DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Transporter substrate
DG01665  ABCB1 substrate
Transporter inhibitor
DG01622  ABCB1 inhibitor

Remark

Therapeutic category:

2129 2171

ATC code:

C08DA01

Chemical structure group:

DG00329

Product (DG00329):

D00619<JP/US>

Product (mixture):

D10282<US>

Efficacy

Antiarrhythmic, Vasodilator, Calcium channel blocker

Disease

Hypertension [DS:H01633]
Angina [DS:H01632]
Atrial flutter [DS:H00731]

Comment

Phenylalkylamine derivative

Target

CACNA1-L [HSA:775 776 778 779] [KO:K04850 K04851 K04853 K04857]

Pathway

hsa04010

MAPK signaling pathway

hsa04020

Calcium signaling pathway

hsa04260

Cardiac muscle contraction

hsa04270

Vascular smooth muscle contraction

Metabolism

Enzyme: CYP3A4 [HSA:1576]
Transporter: ABCB1 [HSA:5243]

Interaction

Transporter inhibition: ABCB1 [HSA:5243]

Structure map

map07036

Calcium channel blocking drugs

map07037

Antiarrhythmic drugs

map07048

Antimigraines

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
C CARDIOVASCULAR SYSTEM
  C08 CALCIUM CHANNEL BLOCKERS
   C08D SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
    C08DA Phenylalkylamine derivatives
     C08DA01 Verapamil
      D00619  Verapamil hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
Cardiovascular Agents
  Antiarrhythmics
   Vaughn Williams-Class IV
    Verapamil
     D00619  Verapamil hydrochloride (JP18/USP)
  Calcium Channel Blocking Agents, Nondihydropyridines
   Verapamil
    D00619  Verapamil hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
2  Agents affecting individual organs
  21  Cardiovascular agents
   212  Antiarrhythmic agents
    2129  Others
     D00619  Verapamil hydrochloride (JP18/USP)
   217  Vasodilators
    2171  Coronary dilators
     D00619  Verapamil hydrochloride (JP18/USP)
Drug groups [BR:br08330]
Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00329  Verapamil
     D00619  Verapamil hydrochloride
  DG01653  Antiarrhythmics
   DG01807  Phenylalkylamine derivative
    DG00329  Verapamil
     D00619  Verapamil hydrochloride
Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00329  Verapamil
     D00619  Verapamil hydrochloride
Transporter substrate
  DG01665  ABCB1 substrate
   DG00329  Verapamil
    D00619  Verapamil hydrochloride
Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00329  Verapamil
    D00619  Verapamil hydrochloride
Drug classes [BR:br08332]
Cardiovascular agent
  DG01653  Antiarrhythmics
   D00619  Verapamil hydrochloride
Target-based classification of drugs [BR:br08310]
Ion channels
  Voltage-gated ion channels
   Calcium channels
    CACNA1-L
     D00619  Verapamil hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
Chemicals
  D00619  Verapamil hydrochloride
  D00619  Verapamil hydrochloride tablets
  D00619  Verapamil hydrochloride injection
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00619
Drug transporters
  D00619
Drug groups [BR:br08330]
Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00329  Verapamil
  DG01653  Antiarrhythmics
   DG01807  Phenylalkylamine derivative
    DG00329  Verapamil
Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00329  Verapamil
Transporter substrate
  DG01665  ABCB1 substrate
   DG00329  Verapamil
Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00329  Verapamil

Other DBs

CAS:

152-11-4

PubChem:

7847685

ChEBI:

53188

LigandBox:

D00619

NIKKAJI:

J345.194A

KCF data

ATOM        34
            1   C1d C    21.2610  -18.3478
            2   C8y C    20.0604  -19.0472
            3   C1b C    22.4731  -19.0413
            4   C1c C    21.3019  -16.9957
            5   C8x C    18.8483  -18.3478
            6   C8x C    20.0604  -20.4457
            7   C1b C    23.6853  -18.3419
            8   C1a C    22.5142  -16.2848
            9   C1a C    20.0955  -16.2964
            10  C8y C    17.6362  -19.0472
            11  C8x C    18.8483  -21.1509
            12  C1b C    24.8917  -19.0296
            13  C8y C    17.6362  -20.4457
            14  O2a O    16.4183  -18.3478
            15  N1c N    26.1038  -18.3361
            16  O2a O    16.4183  -21.1509
            17  C1a C    15.2061  -19.0472
            18  C1b C    27.3159  -19.0239
            19  C1a C    26.1038  -16.8851
            20  C1a C    15.2061  -20.4515
            21  C1b C    28.5280  -18.3302
            22  C8y C    29.7284  -19.0180
            23  C8x C    30.9407  -18.3185
            24  C8x C    29.7345  -20.4107
            25  C8y C    32.1471  -19.0122
            26  C8x C    30.9464  -21.1101
            27  C8y C    32.1529  -20.4049
            28  O2a O    33.3592  -18.3070
            29  O2a O    33.3708  -21.1042
            30  C1a C    34.5772  -19.0005
            31  C1a C    34.5828  -20.3991
            32  C3b C    21.2610  -19.7452
            33  N3a N    21.2610  -21.1427
            34  X   Cl   31.2200  -23.3100
BOND        34
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 1
            9     5  10 1
            10    6  11 2
            11    7  12 1
            12   10  13 2
            13   10  14 1
            14   12  15 1
            15   13  16 1
            16   14  17 1
            17   15  18 1
            18   15  19 1
            19   16  20 1
            20   18  21 1
            21   21  22 1
            22   22  23 1
            23   22  24 2
            24   23  25 2
            25   24  26 1
            26   25  27 1
            27   25  28 1
            28   27  29 1
            29   28  30 1
            30   29  31 1
            31   11  13 1
            32   26  27 2
            33    1  32 1
            34   32  33 3