nifedipine Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
calcium channel blockers, nifedipine derivatives 1922 21829-25-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • BAY A1040
  • nifedipine
  • nedipin
  • fedipin
A potent vasodilator agent with calcium antagonistic action. It is a useful anti-anginal agent that also lowers blood pressure.
  • Molecular weight: 346.34
  • Formula: C17H18N2O6
  • CLOGP: 3.12
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 1
  • TPSA: 110.45
  • ALOGS: -4.29
  • ROTB: 6

Drug dosage:

DoseUnitRoute
30 mg O
30 mg P

Approvals:

DateAgencyCompanyOrphan
Dec. 31, 1981 FDA PFIZER

FDA Adverse Event Reporting System

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
Premature baby 1159.60 42.12 264 3431 9787 4625510
Hypotension 915.77 42.12 333 3362 67067 4568230
Foetal exposure during pregnancy 913.17 42.12 258 3437 22911 4612386
Completed suicide 851.34 42.12 281 3414 42164 4593133
Drug hypersensitivity 836.49 42.12 313 3382 68087 4567210
Toxicity to various agents 752.20 42.12 294 3401 71746 4563551
Exposure during pregnancy 694.80 42.12 227 3468 32744 4602553
Maternal exposure during pregnancy 656.77 42.12 187 3508 16906 4618391
Premature delivery 618.21 42.12 135 3560 4049 4631248
Low birth weight baby 604.89 42.12 123 3572 2587 4632710
Bradycardia 468.49 42.12 154 3541 22415 4612882
Shock 338.95 42.12 97 3598 8819 4626478
Hypertension 308.63 42.12 142 3553 50656 4584641
Drug interaction 279.26 42.12 143 3552 64365 4570932
Intentional overdose 268.44 42.12 101 3594 21665 4613632
Overdose 265.08 42.12 122 3573 43437 4591860
Cardiac arrest 263.94 42.12 113 3582 33894 4601403
Caesarean section 251.07 42.12 68 3627 5030 4630267
Blood pressure increased 248.87 42.12 104 3591 29356 4605941
Acute kidney injury 247.79 42.12 136 3559 70295 4565002
Drug ineffective 232.50 42.12 188 3507 185873 4449424
Foetal growth restriction 228.87 42.12 55 3640 2511 4632786
Metabolic acidosis 218.26 42.12 75 3620 12365 4622932
Blood pressure inadequately controlled 215.02 42.12 48 3647 1577 4633720
Oedema peripheral 204.57 42.12 101 3594 41871 4593426
Pre-eclampsia 198.61 42.12 45 3650 1582 4633715
Suicide attempt 194.22 42.12 79 3616 20763 4614534
Dizziness 170.64 42.12 122 3573 99749 4535548
Pulmonary oedema 161.08 42.12 63 3632 14923 4620374
Blood pressure decreased 143.56 42.12 61 3634 17839 4617458
Bezoar 137.03 42.12 26 3669 371 4634926
Gingival hypertrophy 133.86 42.12 29 3666 825 4634472
Medication error 131.97 42.12 54 3641 14362 4620935
Premature labour 128.38 42.12 34 3661 2298 4632999
Foetal death 120.67 42.12 33 3662 2519 4632778
Loss of consciousness 119.76 42.12 67 3628 35615 4599682
Orthostatic hypotension 114.83 42.12 40 3655 6834 4628463
Headache 114.00 42.12 105 3590 122268 4513029
Neonatal respiratory distress syndrome 108.43 42.12 28 3667 1713 4633584
Dyspnoea 106.32 42.12 107 3588 138878 4496419
Depressed level of consciousness 106.27 42.12 47 3648 15107 4620190
Multiple organ dysfunction syndrome 105.83 42.12 50 3645 18706 4616591
Bradycardia foetal 104.15 42.12 20 3675 305 4634992
Renal impairment 102.86 42.12 54 3641 25284 4610013
Hypoxia 102.77 42.12 44 3651 13077 4622220
Acute pulmonary oedema 101.04 42.12 29 3666 2640 4632657
Hypoglycaemia 97.52 42.12 47 3648 18362 4616935
Renal failure 95.34 42.12 61 3634 41308 4593989
Respiratory arrest 95.30 42.12 42 3653 13378 4621919
Product residue present 91.07 42.12 26 3669 2321 4632976
Hyperkalaemia 85.59 42.12 41 3654 15796 4619501
Oesophageal obstruction 85.06 42.12 16 3679 217 4635080
Product complaint 81.36 42.12 32 3663 7662 4627635
Foetal exposure timing unspecified 77.96 42.12 15 3680 231 4635066
Tachycardia 76.90 42.12 48 3647 31097 4604200
Palpitations 76.12 42.12 44 3651 24802 4610495
Lactic acidosis 73.99 42.12 34 3661 11922 4623375
Drug intolerance 73.32 42.12 41 3654 21705 4613592
Coma 72.94 42.12 38 3657 17481 4617816
Blood creatinine increased 70.31 42.12 43 3652 26857 4608440
Foetal distress syndrome 69.05 42.12 17 3678 855 4634442
Cardio-respiratory arrest 68.53 42.12 38 3657 19784 4615513
Oedema 67.72 42.12 37 3658 18714 4616583
Sinus bradycardia 67.61 42.12 24 3671 4325 4630972
Off label use 65.00 42.12 80 3615 129033 4506264
Porphyria acute 64.92 42.12 12 3683 147 4635150
Syncope 64.17 42.12 44 3651 33351 4601946
Small for dates baby 63.40 42.12 19 3676 2008 4633289
Heart rate decreased 63.38 42.12 26 3669 6934 4628363
General physical health deterioration 62.69 42.12 41 3654 28737 4606560
Blood pressure systolic increased 60.30 42.12 22 3673 4286 4631011
Poisoning 60.19 42.12 24 3671 5950 4629347
Apgar score low 58.33 42.12 14 3681 632 4634665
Maternal drugs affecting foetus 58.30 42.12 21 3674 3944 4631353
Left ventricular dysfunction 57.73 42.12 19 3676 2726 4632571
Polydactyly 55.74 42.12 13 3682 518 4634779
Proteinuria 54.39 42.12 23 3672 6613 4628684
Chest pain 51.88 42.12 46 3649 50654 4584643
Raynaud's phenomenon 51.59 42.12 15 3680 1427 4633870
Rash 51.03 42.12 65 3630 108323 4526974
Haemolysis 50.60 42.12 17 3678 2598 4632699
Malaise 50.43 42.12 59 3636 90098 4545199
Condition aggravated 50.24 42.12 48 3647 58123 4577174
Death 49.11 42.12 88 3607 198075 4437222
Atrioventricular block complete 47.67 42.12 17 3678 3101 4632196
Acute lung injury 47.62 42.12 11 3684 420 4634877
Oesophageal haemorrhage 47.47 42.12 11 3684 426 4634871
CD30 expression 47.32 42.12 7 3688 17 4635280
HELLP syndrome 47.07 42.12 10 3685 258 4635039
Anuria 47.04 42.12 18 3677 3997 4631300
Heart rate increased 46.79 42.12 29 3666 18513 4616784
Stillbirth 46.65 42.12 15 3680 1999 4633298
Atrioventricular block first degree 46.42 42.12 15 3680 2030 4633267
Product use in unapproved indication 45.47 42.12 32 3663 25241 4610056
Accidental exposure to product by child 45.31 42.12 14 3681 1639 4633658
Cerebrovascular accident 44.74 42.12 39 3656 41961 4593336
Seizure 44.40 42.12 42 3653 50195 4585102
Hepatotoxicity 43.33 42.12 21 3674 8278 4627019
Respiratory depression 42.84 42.12 18 3677 5092 4630205
Asthenia 42.62 42.12 53 3642 86110 4549187
Live birth 42.34 42.12 13 3682 1490 4633807
Haemodynamic instability 42.12 42.12 15 3680 2724 4632573

Pharmacologic Action:

SourceCodeDescription
ATC C07FB03 CARDIOVASCULAR SYSTEM
BETA BLOCKING AGENTS
BETA BLOCKING AGENTS, OTHER COMBINATIONS
Beta blocking agents and calcium channel blockers
ATC C08CA05 CARDIOVASCULAR SYSTEM
CALCIUM CHANNEL BLOCKERS
SELECTIVE CALCIUM CHANNEL BLOCKERS WITH MAINLY VASCULAR EFFECTS
Dihydropyridine derivatives
ATC C08CA55 CARDIOVASCULAR SYSTEM
CALCIUM CHANNEL BLOCKERS
SELECTIVE CALCIUM CHANNEL BLOCKERS WITH MAINLY VASCULAR EFFECTS
Dihydropyridine derivatives
ATC C08GA01 CARDIOVASCULAR SYSTEM
CALCIUM CHANNEL BLOCKERS
CALCIUM CHANNEL BLOCKERS AND DIURETICS
Calcium channel blockers and diuretics
FDA MoA N0000000069 Calcium Channel Antagonists
FDA EPC N0000175421 Dihydropyridine Calcium Channel Blocker
FDA CS M0006414 Dihydropyridines
MeSH PA D002121 Calcium Channel Blockers
MeSH PA D000077264 Calcium-Regulating Hormones and Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D012102 Reproductive Control Agents
CHEBI has role CHEBI:35620 vasodilator agent
CHEBI has role CHEBI:66993 tocolytic agent
MeSH PA D015149 Tocolytic Agents
MeSH PA D014665 Vasodilator Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Prinzmetal angina indication 87343002
Angina pectoris indication 194828000
Premature labor off-label use 6383007
Raynaud's phenomenon off-label use 266261006
Cirrhosis of liver contraindication 19943007 DOID:5082
Myocardial infarction contraindication 22298006 DOID:5844
Stenosis of intestine contraindication 23065003
Low blood pressure contraindication 45007003
Chronic heart failure contraindication 48447003
Chronic idiopathic constipation contraindication 82934008
Left heart failure contraindication 85232009
Cardiogenic shock contraindication 89138009
Kidney disease contraindication 90708001 DOID:557
Gastrointestinal obstruction contraindication 126765001
Disease of liver contraindication 235856003 DOID:409
Pyloric obstruction contraindication 244815007
Peripheral edema contraindication 271809000
Continent ileostomy - stoma contraindication 311414006
Non-Q wave myocardial infarction contraindication 314207007
Acute coronary syndrome contraindication 394659003
Porphyria contraindication 418470004
Severe Aortic Valve Stenosis contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.5 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Voltage-dependent L-type calcium channel subunit alpha-1C Ion channel BLOCKER Kd 9.40 CHEMBL SCIENTIFIC LITERATURE
Voltage-dependent L-type calcium channel subunit alpha-1D Ion channel GATING INHIBITOR IC50 7.70 IUPHAR CHEMBL
Voltage-dependent L-type calcium channel subunit alpha-1F Ion channel GATING INHIBITOR IC50 6 IUPHAR
5-hydroxytryptamine receptor 2C GPCR Ki 5.02 DRUG MATRIX
Adenosine receptor A1 GPCR Ki 5.35 DRUG MATRIX
Cytochrome P450 1A2 Enzyme IC50 6.52 DRUG MATRIX
cAMP-specific 3',5'-cyclic phosphodiesterase 4A Enzyme IC50 4.35 DRUG MATRIX
Thromboxane-A synthase Enzyme IC50 4.73 DRUG MATRIX
C-C chemokine receptor type 2 GPCR Ki 6.07 DRUG MATRIX
Sodium/nucleoside cotransporter 1 Transporter Ki 5.09 DRUG MATRIX
Potassium voltage-gated channel subfamily A member 2 Ion channel Kd 4.70 WOMBAT-PK
Voltage-dependent T-type calcium channel subunit alpha-1H Ion channel Ki 4.67 WOMBAT-PK
Transthyretin Secreted IC50 5.66 WOMBAT-PK
Glycine receptor subunit alpha-1 Ion channel IC50 5.48 CHEMBL
Adenosine receptor A3 GPCR Ki 5.08 CHEMBL
Glutathione reductase, mitochondrial Enzyme Ki 4.76 CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 4.43 CHEMBL
Potassium voltage-gated channel subfamily A member 5 Ion channel IC50 5.21 CHEMBL
Adenosine receptor A2a GPCR Ki 4.65 CHEMBL
Cytochrome P450 3A4 Enzyme IC50 5.26 WOMBAT-PK
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 4.30 WOMBAT-PK
Glycine receptor subunit alpha-3 Ion channel ANTAGONIST IC50 4.50 IUPHAR
Glycine receptor subunit beta Ion channel ANTAGONIST IC50 5.90 IUPHAR
Bile salt export pump Transporter IC50 4.51 CHEMBL
Myosin light chain kinase, smooth muscle Kinase IC50 5.69 CHEMBL
Voltage-dependent L-type calcium channel subunit alpha-1S Ion channel INHIBITOR IC50 6.30 IUPHAR
5-hydroxytryptamine receptor 2A GPCR Ki 6.49 PDSP
Arachidonate 15-lipoxygenase Enzyme IC50 4.82 DRUG MATRIX
Voltage-dependent L-type calcium channel subunit alpha-1C Ion channel IC50 9 CHEMBL
Voltage-dependent L-type calcium channel subunit alpha-1C Ion channel IC50 8.59 CHEMBL
Adenosine receptor A2a GPCR Ki 4.74 CHEMBL
Cholinesterase Enzyme Ki 5.92 CHEMBL
Voltage-gated L-type calcium channel Ion channel Ki 8.33 CHEMBL
Adenosine receptor A1 GPCR Ki 5.54 CHEMBL
Indoleamine 2,3-dioxygenase 1 Enzyme IC50 4.34 CHEMBL
Voltage-dependent L-type calcium channel subunit alpha-1D Ion channel Ki 8.92 CHEMBL
Voltage-dependent L-type calcium channel subunit alpha-1C Ion channel Ki 8.46 CHEMBL
Acetylcholinesterase Enzyme Ki 5.40 CHEMBL
Indoleamine 2,3-dioxygenase 2 Enzyme IC50 5.82 CHEMBL
Bile salt export pump Unclassified IC50 4.34 CHEMBL
Potassium voltage-gated channel subfamily A member 1 Unclassified BLOCKER IC50 4 IUPHAR
Potassium voltage-gated channel subfamily A member 2 Unclassified BLOCKER Kd 4.70 IUPHAR
Potassium voltage-gated channel subfamily A member 7 Unclassified BLOCKER IC50 4.90 IUPHAR

External reference:

IDSource
4018390 VUID
N0000146717 NUI
C0028066 UMLSCUI
D00437 KEGG_DRUG
017700 NDDF
85272000 SNOMEDCT_US
4018390 VANDF
2302 MMSL
7417 RXNORM
387490003 SNOMEDCT_US
5175 MMSL
d00051 MMSL
000710 NDDF
CHEMBL193 ChEMBL_ID
DB01115 DRUGBANK_ID
I9ZF7L6G2L UNII
3222 INN_ID
CHEBI:7565 CHEBI
D009543 MESH_DESCRIPTOR_UI
4485 PUBCHEM_CID
2514 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Procardia HUMAN PRESCRIPTION DRUG LABEL 1 0069-2600 CAPSULE 10 mg ORAL NDA 12 sections
Procardia HUMAN PRESCRIPTION DRUG LABEL 1 0069-2650 TABLET, FILM COATED, EXTENDED RELEASE 30 mg ORAL NDA 12 sections
Procardia HUMAN PRESCRIPTION DRUG LABEL 1 0069-2660 TABLET, FILM COATED, EXTENDED RELEASE 60 mg ORAL NDA 12 sections
Procardia HUMAN PRESCRIPTION DRUG LABEL 1 0069-2670 TABLET, FILM COATED, EXTENDED RELEASE 90 mg ORAL NDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 0228-2497 CAPSULE, LIQUID FILLED 10 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 0228-2530 CAPSULE, LIQUID FILLED 20 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 0378-0353 TABLET, FILM COATED, EXTENDED RELEASE 30 mg ORAL ANDA 11 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 0378-0360 TABLET, FILM COATED, EXTENDED RELEASE 60 mg ORAL ANDA 11 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 0378-0390 TABLET, FILM COATED, EXTENDED RELEASE 90 mg ORAL ANDA 11 sections
NIFEDIPINE HUMAN PRESCRIPTION DRUG LABEL 1 16590-319 CAPSULE, LIQUID FILLED 10 mg ORAL ANDA 11 sections
NIFEDIPINE HUMAN PRESCRIPTION DRUG LABEL 1 16590-948 TABLET, FILM COATED, EXTENDED RELEASE 60 mg ORAL ANDA 11 sections
nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 21695-807 TABLET, FILM COATED, EXTENDED RELEASE 90 mg ORAL ANDA 13 sections
nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 21695-908 TABLET, FILM COATED, EXTENDED RELEASE 30 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 21695-909 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 23155-194 CAPSULE 10 mg ORAL ANDA 11 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 23155-195 CAPSULE 20 mg ORAL ANDA 11 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 24979-009 TABLET, EXTENDED RELEASE 90 mg ORAL ANDA 11 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 24979-010 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 11 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 24979-011 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 11 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 33261-840 TABLET, FILM COATED, EXTENDED RELEASE 90 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 42254-095 TABLET, FILM COATED, EXTENDED RELEASE 60 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 43353-209 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 17 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 43353-750 TABLET, FILM COATED, EXTENDED RELEASE 90 mg ORAL ANDA 12 sections
Afeditab HUMAN PRESCRIPTION DRUG LABEL 1 43353-782 TABLET, FILM COATED, EXTENDED RELEASE 60 mg ORAL ANDA 12 sections
Afeditab HUMAN PRESCRIPTION DRUG LABEL 1 43353-792 TABLET, FILM COATED, EXTENDED RELEASE 30 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 43353-836 TABLET, FILM COATED, EXTENDED RELEASE 60 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 43353-929 TABLET, FILM COATED, EXTENDED RELEASE 30 mg ORAL ANDA 12 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 43386-440 CAPSULE 10 mg ORAL ANDA 10 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 45963-152 TABLET, EXTENDED RELEASE 90 mg ORAL ANDA 13 sections
Nifedipine HUMAN PRESCRIPTION DRUG LABEL 1 50090-0695 TABLET, FILM COATED, EXTENDED RELEASE 30 mg ORAL NDA authorized generic 11 sections