verapamil indications/contra

Stem definitionDrug idCAS RN
calcium channel blockers, verapamil derivatives 2815 52-53-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • verapamil
  • RS-Verapamil
  • (+/-)-Verapamil
  • verapamil hydrochloride
  • verapamil HCl
A calcium channel blocker that is a class IV anti-arrhythmia agent.
  • Molecular weight: 454.61
  • Formula: C27H38N2O4
  • CLOGP: 4.47
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 0
  • TPSA: 63.95
  • ALOGS: -5.06
  • ROTB: 13

Drug dosage:

DoseUnitRoute
0.24 g O
0.24 g P

Approvals:

DateAgencyCompanyOrphan
Aug. 12, 1981 FDA

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Completed suicide 5431.62 47.93 1197 2871 29917 3351874
Toxicity to various agents 1472.55 47.93 474 3594 46580 3335211
Bradycardia 1244.24 47.93 331 3737 16338 3365453
Hypotension 1219.05 47.93 417 3651 49097 3332694
Overdose 910.41 47.93 306 3762 33672 3348119
Intentional overdose 853.60 47.93 242 3826 14983 3366808
Death 672.43 47.93 383 3685 151941 3229850
Cardiogenic shock 590.47 47.93 137 3931 3729 3378062
Cardiac arrest 544.36 47.93 198 3870 27121 3354670
Drug interaction 532.93 47.93 226 3842 46586 3335205
Atrioventricular block complete 506.02 47.93 111 3957 2321 3379470
Metabolic acidosis 488.00 47.93 139 3929 8639 3373152
Suicide attempt 403.19 47.93 138 3930 15709 3366082
Poisoning 390.48 47.93 104 3964 5008 3376783
Shock 359.05 47.93 104 3964 6833 3374958
Medication error 284.58 47.93 99 3969 11772 3370019
Drug hypersensitivity 266.97 47.93 129 3939 35551 3346240
Acute kidney injury 262.51 47.93 142 3926 49541 3332250
Nodal rhythm 249.28 47.93 49 4019 578 3381213
Hyperkalaemia 243.21 47.93 87 3981 11207 3370584
Respiratory arrest 231.38 47.93 84 3984 11284 3370507
Atrioventricular block first degree 223.41 47.93 53 4015 1575 3380216
Cardio-respiratory arrest 213.27 47.93 86 3982 15354 3366437
Atrioventricular block 208.42 47.93 53 4015 2111 3379680
Acute respiratory distress syndrome 196.17 47.93 63 4005 5831 3375960
Dizziness 194.08 47.93 137 3931 76375 3305416
Atrial fibrillation 183.10 47.93 88 3980 23853 3357938
Poisoning deliberate 170.15 47.93 39 4029 992 3380799
Intentional product misuse 169.31 47.93 69 3999 12632 3369159
Heart rate decreased 165.76 47.93 54 4014 5224 3376567

Pharmacologic Action:

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SourceCodeDescription
ATC C08DA01 CARDIOVASCULAR SYSTEM
CALCIUM CHANNEL BLOCKERS
SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
Phenylalkylamine derivatives
ATC C08DA51 CARDIOVASCULAR SYSTEM
CALCIUM CHANNEL BLOCKERS
SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
Phenylalkylamine derivatives
ATC C09BB10 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ACE INHIBITORS, COMBINATIONS
ACE inhibitors and calcium channel blockers
FDA MoA N0000000069 Calcium Channel Antagonists
FDA EPC N0000175566 Calcium Channel Blocker
FDA MoA N0000182141 Cytochrome P450 3A4 Inhibitors
FDA MoA N0000190114 Cytochrome P450 3A Inhibitors
FDA MoA N0000185503 P-Glycoprotein Inhibitors
MeSH PA D000889 Anti-Arrhythmia Agents
MeSH PA D002121 Calcium Channel Blockers
MeSH PA D002317 Cardiovascular Agents
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D014665 Vasodilator Agents
CHEBI has role CHEBI:38070 anti-arrhythmia drug
CHEBI has role CHEBI:35620 vasodilator agent
CHEBI has role CHEBI:35674 antihypertensive agent

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Atrial fibrillation indication 49436004 DOID:0060224
Paroxysmal supraventricular tachycardia indication 67198005
Prinzmetal angina indication 87343002
Angina pectoris indication 194828000
Acute coronary syndrome indication 394659003
Cardioversion of Atrial Fibrillation indication
Prevention of Paroxysmal Supraventricular Tachycardia indication
Hyperkalemia contraindication 14140009
Ventricular tachycardia contraindication 25569003
Complete atrioventricular block contraindication 27885002
Acute cerebrovascular insufficiency contraindication 29322000
Sick sinus syndrome contraindication 36083008 DOID:13884
Immunosuppression contraindication 38013005
Angioedema contraindication 41291007 DOID:1558
Low cardiac output syndrome contraindication 44088000
Low blood pressure contraindication 45007003
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Lown-Ganong-Levine syndrome contraindication 55475008 DOID:13087
Aortic valve stenosis contraindication 60573004 DOID:1712
Wolff-Parkinson-White pattern contraindication 74390002 DOID:384
Duchenne muscular dystrophy contraindication 76670001 DOID:11723
Transplantation contraindication 77465005
Chronic idiopathic constipation contraindication 82934008
Hereditary angioneurotic edema contraindication 82966003 DOID:14735
Left heart failure contraindication 85232009
Cardiogenic shock contraindication 89138009
Hyponatremia contraindication 89627008
Kidney disease contraindication 90708001 DOID:2527
Myasthenia gravis contraindication 91637004 DOID:437
Disorder of connective tissue contraindication 105969002 DOID:65
Liver function tests abnormal contraindication 166603001
Second degree atrioventricular block contraindication 195042002
Hypertrophic cardiomyopathy contraindication 233873004 DOID:11984
Disease of liver contraindication 235856003 DOID:409
Pregnancy, function contraindication 289908002
Renal artery stenosis contraindication 302233006
Neutropenic disorder contraindication 303011007 DOID:1227
Bone marrow depression contraindication 307762000
Hemodialysis with High-Flux Membrane contraindication
First Degree Atrioventricular Heart Block contraindication
Neuromuscular Transmission Deficiency contraindication
Diastolic heart failure off-label use 418304008 DOID:9775
Cluster Headache Prevention off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.91 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Voltage-dependent L-type calcium channel subunit alpha-1S Ion channel BLOCKER UNKNOWN IUPHAR
Voltage-dependent L-type calcium channel subunit alpha-1C Ion channel BLOCKER IC50 6 WOMBAT-PK CHEMBL
5-hydroxytryptamine receptor 2A GPCR Ki 6.85 PDSP
Alpha-2A adrenergic receptor GPCR Ki 6.66 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 6.90 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 5.76 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 6.98 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 6.81 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 7.20 DRUG MATRIX
Histamine H2 receptor GPCR Ki 5.59 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 6.07 DRUG MATRIX
Potassium voltage-gated channel subfamily C member 2 Ion channel EC50 4.90 WOMBAT-PK
Aldehyde oxidase Enzyme IC50 5.46 WOMBAT-PK
Solute carrier family 22 member 2 Transporter IC50 4.07 WOMBAT-PK
Potassium voltage-gated channel subfamily A member 7 Ion channel Kd 4.80 WOMBAT-PK
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Ion channel IC50 4.35 WOMBAT-PK
Potassium voltage-gated channel subfamily A member 10 Ion channel BLOCKER IC50 4.30 IUPHAR
Voltage-dependent T-type calcium channel subunit alpha-1H Ion channel BLOCKER Ki 4.49 WOMBAT-PK
Carbonic anhydrase 1 Enzyme WOMBAT-PK
Sodium channel protein type 5 subunit alpha Ion channel WOMBAT-PK
G protein-activated inward rectifier potassium channel 2 Ion channel WOMBAT-PK
Equilibrative nucleoside transporter 4 Transporter INHIBITOR Ki 4.73 IUPHAR
Multidrug resistance protein 1 Transporter Ki 6.52 CHEMBL
Solute carrier family 22 member 1 Transporter IC50 5.17 CHEMBL
Multidrug resistance-associated protein 1 Transporter Ki 4.88 CHEMBL
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 8 CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 5.48 CHEMBL
Potassium voltage-gated channel subfamily A member 3 Ion channel IC50 5.10 CHEMBL
ATP-binding cassette sub-family G member 2 Transporter EC50 4.43 CHEMBL
Cytochrome P450 3A4 Enzyme INHIBITOR Ki 6.22 IUPHAR
Two pore calcium channel protein 2 Unclassified BLOCKER IC50 5 IUPHAR
Two pore calcium channel protein 1 Unclassified BLOCKER IC50 4.64 IUPHAR
Alpha-1B adrenergic receptor GPCR Ki 6.03 DRUG MATRIX
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 5.76 DRUG MATRIX
Voltage-dependent L-type calcium channel subunit alpha-1C Ion channel IC50 6 CHEMBL
Voltage-dependent L-type calcium channel subunit alpha-1S Ion channel Ki 7.24 CHEMBL
Translocator protein Membrane receptor IC50 8.85 CHEMBL
Chloroquine resistance transporter Unclassified IC50 4.52 CHEMBL
Voltage-gated L-type calcium channel Ion channel IC50 8.43 CHEMBL
Voltage-dependent L-type calcium channel subunit alpha-1C Ion channel IC50 7.41 CHEMBL
Muscarinic acetylcholine receptor M2 GPCR EC50 4.51 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 5.52 CHEMBL
Alpha-1A adrenergic receptor GPCR IC50 5.68 CHEMBL
Potassium voltage-gated channel subfamily C member 2 Unclassified BLOCKER EC50 4.90 IUPHAR

External reference:

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IDSource
2406 IUPHAR_LIGAND_ID
4019969 VUID
N0000148054 NUI
C0042523 UMLSCUI
D00619 KEGG_DRUG
CHEMBL6966 ChEMBL_ID
DB00661 DRUGBANK_ID
4019969 VANDF
N0000007093 NDFRT
N0000148054 NDFRT
11170 RXNORM
372754009 SNOMEDCT_US
47898004 SNOMEDCT_US
d00048 MMSL
004515 NDDF
CHEMBL1280 ChEMBL_ID
2520 PUBCHEM_CID
CJ0O37KU29 UNII
2122 INN_ID
152-11-4 SECONDARY_CAS_RN
D014700 MESH_DESCRIPTOR_UI
CHEBI:9948 CHEBI
4YH PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
CALAN HUMAN PRESCRIPTION DRUG LABEL 1 0025-1851 TABLET, FILM COATED 80 mg ORAL NDA 13 sections
CALAN HUMAN PRESCRIPTION DRUG LABEL 1 0025-1861 TABLET, FILM COATED 120 mg ORAL NDA 13 sections
CALAN SR HUMAN PRESCRIPTION DRUG LABEL 1 0025-1891 TABLET, FILM COATED, EXTENDED RELEASE 240 mg ORAL NDA 12 sections
CALAN SR HUMAN PRESCRIPTION DRUG LABEL 1 0025-1901 TABLET, FILM COATED, EXTENDED RELEASE 120 mg ORAL NDA 12 sections
CALAN SR HUMAN PRESCRIPTION DRUG LABEL 1 0025-1911 TABLET, FILM COATED, EXTENDED RELEASE 180 mg ORAL NDA 12 sections
Tarka HUMAN PRESCRIPTION DRUG LABEL 2 0074-3287 TABLET, FILM COATED, EXTENDED RELEASE 180 mg ORAL NDA 13 sections
Tarka HUMAN PRESCRIPTION DRUG LABEL 2 0074-3288 TABLET, FILM COATED, EXTENDED RELEASE 240 mg ORAL NDA 13 sections
Tarka HUMAN PRESCRIPTION DRUG LABEL 2 0074-3289 TABLET, FILM COATED, EXTENDED RELEASE 240 mg ORAL NDA 13 sections
Tarka HUMAN PRESCRIPTION DRUG LABEL 2 0074-3290 TABLET, FILM COATED, EXTENDED RELEASE 240 mg ORAL NDA 13 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0093-3043 TABLET, FILM COATED, EXTENDED RELEASE 120 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0093-3044 TABLET, FILM COATED, EXTENDED RELEASE 180 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0093-3045 TABLET, FILM COATED, EXTENDED RELEASE 240 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-0512 TABLET, FILM COATED 80 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-0772 TABLET, FILM COATED 120 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-1411 TABLET, FILM COATED, EXTENDED RELEASE 240 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-2120 TABLET, FILM COATED, EXTENDED RELEASE 120 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-2180 TABLET, FILM COATED, EXTENDED RELEASE 180 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-6201 CAPSULE, EXTENDED RELEASE 100 mg ORAL ANDA 16 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-6202 CAPSULE, EXTENDED RELEASE 200 mg ORAL ANDA 16 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-6203 CAPSULE, EXTENDED RELEASE 300 mg ORAL ANDA 16 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-6320 CAPSULE, EXTENDED RELEASE 120 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-6380 CAPSULE, EXTENDED RELEASE 180 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0378-6440 CAPSULE, EXTENDED RELEASE 240 mg ORAL ANDA 11 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0409-1144 INJECTION, SOLUTION 2.50 mg INTRAVENOUS ANDA 12 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0409-4011 INJECTION, SOLUTION 2.50 mg INTRAVENOUS ANDA 12 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0409-9633 INJECTION, SOLUTION 2.50 mg INTRAVENOUS ANDA 12 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-0343 TABLET, FILM COATED 80 mg ORAL ANDA 12 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-0345 TABLET, FILM COATED 120 mg ORAL ANDA 12 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-0404 TABLET, FILM COATED 40 mg ORAL ANDA 12 sections
Verapamil Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-2880 CAPSULE, DELAYED RELEASE PELLETS 120 mg ORAL NDA 12 sections