Nifedipine

drug
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Also known as AdalatAdalat a.r.Adalat ccAdalat icAdalat la 20Adalat la 30Adalat la 60Adalat retAdalate lpAdanif xlAdipine mr 10Adipine mr 20Adipine xlAfeditab crAngiopine 10Angiopine 40 laAngiopine 5Angiopine mr 10Angiopine mr 20BAY A 1040

Summary

Nifedipine (CHEMBL193) is an approved small-molecule calcium channel blocker (ATC C08CA05) targeting GLRA1, GLRA3, and GLRB; indicated across 19 conditions including hypertensive disorder and cardiovascular disorder.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: C08CA05 (+1 more)
  • Targets: 14 (GLRA1, GLRA3, GLRB…)
  • Indications: 19 conditions
  • Clinical trials: 95
  • Chemistry: 346.3 Da · C17H18N2O6

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL193
NameNifedipine
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID4485
ChEBICHEBI:7565
ATCC08CA05, C08CA55
Molecular formulaC17H18N2O6
Molecular weight346.3
InChIKeyHYIMSNHJOBLJNT-UHFFFAOYSA-N

SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2[N+](=O)[O-])C(=O)OC

IUPAC name: dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Pharmacological roles (ChEBI): calcium channel blocker, vasodilator agent, tocolytic agent.

Other ChEBI roles (chemical / environmental): human metabolite.

Also known as: Adalat, Adalat a.r., Adalat cc, Adalat ic, Adalat la 20, Adalat la 30, Adalat la 60, Adalat ret, Adalate lp, Adanif xl, Adipine mr 10, Adipine mr 20

Patent coverage: 21,054 distinct patent families (74,353 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 74,026 (100%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
GLRA1glycine receptor α1 subunitAntagonist5.50.3%P23415
GLRA3glycine receptor α3 subunitAntagonist4.50.2%O75311
GLRBglycine receptor β subunitAntagonist4.90.2%P48167
TRPM3TRPM30.1%Q9HCF6
CACNA1SCav1.1Antagonist6.30.2%Q13698
CACNA1CCav1.2Antagonist8.70.1%Q13936
CACNA1DCav1.3Antagonist7.70.3%Q01668
CACNA1FCav1.4Antagonist60%O60840
KCNA1Kv1.140%Q09470
KCNA2Kv1.2Pore blocker4.70.7%P16389
KCNA5Kv1.54.10.2%P22460
KCNA7Kv1.74.90.5%Q96RP8
KCNC1Kv3.13.91.7%P48547
NR1I2Pregnane X receptorAgonist0.3%O75469

Broader ChEMBL bioactivity targets: 77 (assay-derived). Sample: Tyrosyl-DNA phosphodiesterase 1, Indoleamine 2,3-dioxygenase 1, Transient receptor potential cation channel subfamily A member 1, Microtubule-associated protein tau, Lysine-specific demethylase 4E, Nuclear receptor ROR-gamma, Survival motor neuron protein, Fructose-bisphosphate aldolase, Prelamin-A/C, RecQ-like DNA helicase BLM.

Bioactivity

ChEMBL activities: 108 potent at pChembl ≥ 5 of 211 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
CACNA1C9.4Kd0.4nMCHEMBL_ACT_1086672
P162579.3IC500.5nMCHEMBL_ACT_25872933
CACNA1C9Ki1nMCHEMBL_ACT_106372
P153819IC501nMCHEMBL_ACT_202265
P277328.92Ki1.2nMCHEMBL_ACT_360695
P220028.85IC501.42nMCHEMBL_ACT_14664858
P220028.78IC501.65nMCHEMBL_ACT_1147239
P220028.7IC502nMCHEMBL_ACT_12418277
P220028.6IC502.53nMCHEMBL_ACT_418338
O355058.59IC502.6nMCHEMBL_ACT_12405458
P220028.59IC502.57nMCHEMBL_ACT_12418273
P277328.57IC502.7nMCHEMBL_ACT_360694
P153818.54IC502.9nMCHEMBL_ACT_543323
P220028.46Ki3.5nMCHEMBL_ACT_338301
P220028.33Ki4.65nMCHEMBL_ACT_921112
CACNA1F8IC5010nMCHEMBL_ACT_15373341
P220027.92EC5012nMCHEMBL_ACT_10943203
CACNA1F7.84Ki14.45nMCHEMBL_ACT_18097434
CACNA1F7.82Ki15nMCHEMBL_ACT_18097433
CACNA1C7.66IC5022nMCHEMBL_ACT_15373259
P220027.56IC5027.54nMCHEMBL_ACT_12418264
P220027.56IC5027.5nMCHEMBL_ACT_12418276
CACNA1C7.4IC5040nMCHEMBL_ACT_29239025
CYP1A27.4AC5039.81nMCHEMBL_ACT_6025154
O355057.3IC5050nMCHEMBL_ACT_12479834
CACNA1C7.3IC5050nMCHEMBL_ACT_15373257
O355057.3IC5050nMCHEMBL_ACT_15373262
CYP1A27.3AC5050.12nMCHEMBL_ACT_6059663
CACNA1C7.26IC5055nMCHEMBL_ACT_15373260
P220027.24IC5057.7nMCHEMBL_ACT_12418278

Target pathways

Aggregated over 14 target gene(s): GLRA1, GLRA3, GLRB, TRPM3, CACNA1S, CACNA1C, CACNA1D, CACNA1F, KCNA1, KCNA2, KCNA5, KCNA7, KCNC1, NR1I2.

Top Reactome pathways

24 total, by targets touching each:

PathwayTargetsGenes
Neuronal System5KCNA1, KCNA2, KCNA5, KCNA7, KCNC1
Potassium Channels5KCNA1, KCNA2, KCNA5, KCNA7, KCNC1
Voltage gated Potassium channels5KCNA1, KCNA2, KCNA5, KCNA7, KCNC1
Neurotransmitter receptors and postsynaptic signal transmission3GLRA1, GLRA3, GLRB
Developmental Biology3CACNA1C, CACNA1D, CACNA1S
NCAM signaling for neurite out-growth3CACNA1C, CACNA1D, CACNA1S
NCAM1 interactions3CACNA1C, CACNA1D, CACNA1S
Axon guidance3CACNA1C, CACNA1D, CACNA1S
Nervous system development3CACNA1C, CACNA1D, CACNA1S
Metabolism2CACNA1C, CACNA1D
Integration of energy metabolism2CACNA1C, CACNA1D
Muscle contraction2CACNA1C, KCNA5
Adrenaline,noradrenaline inhibits insulin secretion2CACNA1C, CACNA1D
Regulation of insulin secretion2CACNA1C, CACNA1D
Cardiac conduction2CACNA1C, KCNA5
TRP channels1TRPM3
Nuclear Receptor transcription pathway1NR1I2
SUMOylation of intracellular receptors1NR1I2
Phase 3 - rapid repolarisation1KCNA5
Phase 0 - rapid depolarisation1CACNA1C
Phase 2 - plateau phase1CACNA1C
Sensory processing of sound1CACNA1D
Sensory processing of sound by inner hair cells of the cochlea1CACNA1D
Sensory Perception1CACNA1D

Dominant GO biological processes

GO termTargets
monoatomic ion transport13
monoatomic ion transmembrane transport13
transmembrane transport10
protein homooligomerization6
regulation of membrane potential5
calcium ion transport5
calcium ion transmembrane transport5
action potential5
potassium ion transmembrane transport5
potassium ion transport5
muscle contraction4
calcium ion import across plasma membrane4
startle response3
chloride transport3
visual perception3

Indications & clinical

Indications

19 indications (3 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
hypertensive disorder4MONDO:0005044EFO:0000537
cardiovascular disorder4MONDO:0004995EFO:0000319
coronary vasospasm4MONDO:0005356EFO:0004225
placenta praevia3MONDO:0005918EFO:0007442
Raynaud disease3MONDO:0008364EFO:1001145
myocardial ischemia3MONDO:0024644EFO:1001375
diabetic kidney disease3MONDO:0005016EFO:0000401
pulmonary hypertension3MONDO:0005149MONDO:0005149
nephrolithiasis3MONDO:0008171EFO:0004253
preeclampsia3MONDO:0005081EFO:0000668
chronic kidney disease2MONDO:0005300EFO:0003884
proteinuria2MONDO:0003634HP:0000093
focal epilepsy2MONDO:0005384EFO:0004263
anus disorder2MONDO:0002519EFO:0009660
epilepsy2MONDO:0005027EFO:0000474
drug dependence1MONDO:0005303EFO:0003890
congenital adrenal hyperplasia1MONDO:0018479MONDO:0018479

2 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 95.

Phase distribution

PhaseTrials
PHASE428
Not specified25
PHASE316
PHASE29
PHASE17
PHASE2/PHASE36
PHASE1/PHASE23
EARLY_PHASE11

Top trials by phase / activity

NCTPhaseStatusTitle
NCT06915792PHASE4NOT_YET_RECRUITINGPEACE Trial: Postpartum Evaluation of Antihypertensive Cessation and Efficacy
NCT00244530PHASE4COMPLETEDProphylactic Effect of Nifedipine on Further Decline in Renal Function in Patients Undergoing Open-Heart Surgery
NCT00599898PHASE4COMPLETEDNifedipine Compared to Atosiban for Treating Preterm Labor
NCT00672113PHASE4COMPLETEDEffects of Adalat LA and Coracten on Drug Levels, Blood Pressure, and Heart Rate in Fed Patients With Hypertension
NCT00750113PHASE4COMPLETEDStudy Evaluating the Efficacy of Nifedipine GITS - Telmisartan Combination in Blood Pressure Control.
NCT01010048PHASE4UNKNOWNCompare the Therapeutic Effect Treated With Tamsulosin and Progesterone After ESWL( Extra Corporeal Shock Wave Lithotripsy) in Urinary Calculus
NCT01167153PHASE4COMPLETEDEffectiveness of Valsartan/Amlodipine (EXforge®) and Nifedipine treAtment coMparison in Treating Chinese Hypertensive Patients
NCT01830530PHASE4COMPLETEDHIGH Altitude CArdiovascular REsearch in the ANDES
NCT01912677PHASE4COMPLETEDOral Antihypertensive Regimens for Management of Hypertension in Pregnancy
NCT02068404PHASE4UNKNOWNNifedipine Pharmacokinetics and Pharmacodynamics When Used as a Tocolytic in Acute Threatened Preterm Labour
NCT02357615PHASE4UNKNOWNEfficacy Study of Nifedipine Controlled-Release Tablets (Xin Ran) to Treat Early Morning Blood Pressure and Central Arterial Pressure
NCT02438371PHASE4TERMINATEDNifedipine or Nifedipine Plus Indomethacin for Treatment of Acute Preterm Labor
NCT02499822PHASE4COMPLETEDREducing Blood Pressure Variability in Essential Hypertension With RAmipril vErsus Nifedipine GITS Trial
NCT02531490PHASE4UNKNOWNEarly Vascular Adjustments During Hypertensive Pregnancy
NCT02583633PHASE4COMPLETEDTransdermal Nitroglycerin and Nifedipine in Preterm Labor
NCT02641821PHASE4UNKNOWNEffect of Nifedipine GITS in Patients With Mild-to-moderate Primary Hypertension
NCT02940548PHASE4TERMINATEDNifedipine GITS and Amlodipine Besylate on Recovery of Blood Pressure Rhythm and Arterial Stiffness
NCT03005496PHASE4COMPLETEDThe Effect of Zinc, β-carotene, and Vitamin D3 in Preterm Delivery Through Placental MyD88, TRIF, NFkB, and IL-1β
NCT03040752PHASE4COMPLETEDComparative Study Between Nifedipine and Ritodrine as Maintenance Tocolytic Therapy in Preterm Labor
NCT03506724PHASE4COMPLETEDResponse to Anti-hypertensives in Pregnant and Postpartum Patients
NCT03595982PHASE4TERMINATEDIs Procardia XL 60 mg Q Daily Equivalent to 30 mg XL Given Twice Daily?
NCT03710395PHASE4UNKNOWNGenetic Polymorphisms of ABCG2/BCRP on the Transport of Nifedipine to Breast Milk.
NCT04349124PHASE4TERMINATEDPersistent Postpartum Hypertension Pilot Trial
NCT04392375PHASE4COMPLETEDNifedipine XL Versus Placebo for the Treatment of Preeclampsia With Severe Features During Induction of Labor
NCT05139238PHASE4TERMINATEDPostpartum Hypertension Study
NCT05711810PHASE4COMPLETEDMedicine-induced Cardiac Hemodialysis on COVID-19
NCT06859554PHASE4COMPLETEDEfficacy and Safety of GTN vs. Nifedipine in Acute Anal Fissure: A Clinical Trial
NCT07523295PHASE4COMPLETEDEffect of Vaginal Progesterone Treatment on Pregnancy and Newborn Outcomes in Women With Preterm Labor
NCT03976063PHASE3ACTIVE_NOT_RECRUITINGTocolysis in the Management of Preterm Premature Rupture of Membranes Before 34 Weeks of Gestation
NCT04298034PHASE3ACTIVE_NOT_RECRUITINGPreeclampsia Postpartum Antihypertensive Treatment
NCT05551104PHASE3RECRUITINGSafest Choice of Antihypertensive Regimen for Postpartum Hypertension
NCT00000478PHASE3COMPLETEDAsymptomatic Cardiac Ischemia Pilot (ACIP) Study
NCT00000530PHASE3COMPLETEDRaynaud’s Treatment Study (RTS)
NCT00004266PHASE3COMPLETEDDrugs for High Blood Pressure and High Cholesterol in American Indians With Type 2 Diabetes
NCT00137501PHASE3TERMINATEDTwo Dose Regimens of Nifedipine for the Management of Preterm Labor
NCT00519870PHASE3COMPLETEDLosartan Therapy in Pulmonary Hypertension
NCT00713739PHASE3UNKNOWNAlfuzosin for Medical Expulsion Therapy of Ureteral Stones
NCT01314859PHASE3WITHDRAWNNifedipine Treatment in Preterm Labor
NCT01360034PHASE3UNKNOWNNifedipine Versus Indomethacin in the Treatment of Preterm Labour
NCT02132533PHASE3COMPLETEDNifedipine for Acute Tocolysis of Preterm Labor

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline, but PharmGKB curates 5 clinical and 25 variant annotation(s) for this drug (gene-keyed; see PharmGKB).

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

391 molecules share ≥1 primary target. Top 60 by shared-target count:

MoleculeSourceStatusShared targets
FLECAINIDEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, KCNA1, KCNA5, KCNA7
DILTIAZEMChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, KCNA1, KCNA5
QUINIDINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, KCNA5, KCNA7
SERTINDOLEChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, KCNA5, NR1I2
AMIODARONEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, KCNA7
LORATADINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, NR1I2
NIMODIPINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, NR1I2
NisoldipineChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, NR1I2
PIMOZIDEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, GLRA1
RISPERIDONEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, GLRA1
VERAPAMILChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, KCNA7
ASTEMIZOLEChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, GLRA1
BEPRIDILChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S, NR1I2
NITRENDIPINEChEMBLPhase 3CACNA1C, CACNA1D, CACNA1F, CACNA1S, NR1I2
BelzutifanPubChemApprovedCACNA1C, CACNA1D, CACNA1F, CACNA1S, KCNA5
AMITRIPTYLINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
CeftriaxoneChEMBL + PubChemPhase 4 (approved)CACNA1D, CACNA1F, CACNA1S, NR1I2
CHLORPROMAZINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
CILOSTAZOLChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
CLOZAPINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
DIAZEPAMChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
DOFETILIDEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
DONEPEZILChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
DROPERIDOLChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
DULOXETINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
HALOPERIDOLChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
IBUTILIDEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
IMIPRAMINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
LAMIVUDINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
METHADONEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
MEXILETINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
MITOXANTRONEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
NILOTINIBChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
PAROXETINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
PHENYTOINChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
SAQUINAVIRChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
SOLIFENACINChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
SUNITINIBChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
THIORIDAZINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
CISAPRIDEChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
DASATINIBChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
HALOFANTRINEChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
MIBEFRADILChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
SPARFLOXACINChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
TACRINEChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
TERFENADINEChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
TERODILINEChEMBLPhase 4 (approved)CACNA1C, CACNA1D, CACNA1F, CACNA1S
AJMALINEChEMBLPhase 3CACNA1C, CACNA1D, CACNA1F, CACNA1S
CIFENLINEChEMBLPhase 2CACNA1C, CACNA1D, CACNA1F, CACNA1S
GALLOPAMILChEMBLPhase 2CACNA1C, CACNA1D, CACNA1F, CACNA1S
MoxifloxacinPubChemApprovedCACNA1C, CACNA1D, CACNA1F, CACNA1S
PaliperidonePubChemApprovedCACNA1C, CACNA1D, CACNA1F, CACNA1S
AMLODIPINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, NR1I2
ISRADIPINEChEMBL + PubChemPhase 4 (approved)CACNA1C, CACNA1D, NR1I2
FLUSPIRILENEChEMBLPhase 4 (approved)CACNA1C, GLRA1, NR1I2
DisopyramidePubChemApprovedCACNA1D, CACNA1F, CACNA1S
LinezolidPubChemApprovedCACNA1D, CACNA1F, CACNA1S
MelatoninPubChemApprovedCACNA1D, CACNA1F, CACNA1S
MetronidazolePubChemApprovedCACNA1D, CACNA1F, CACNA1S
PemigatinibPubChemApprovedCACNA1D, CACNA1F, CACNA1S