U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C17H18N2O6
Molecular Weight 346.3353
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NIFEDIPINE

SMILES

CC1=C(C(c2ccccc2N(=O)=O)C(=C(C)N1)C(=O)OC)C(=O)OC

InChI

InChIKey=HYIMSNHJOBLJNT-UHFFFAOYSA-N
InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3

HIDE SMILES / InChI
Molecular Formula C17H18N2O6
Molecular Weight 346.3353
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/020198s023lbl.pdf

Nifedipine has been formulated as both a long- and short-acting 1,4-dihydropyridine calcium channel blocker. Nifedipine is sold under the brand names Adalat and Procardia among others. Nifedipine decreases arterial smooth muscle contractility and subsequent vasoconstriction by inhibiting the influx of calcium ions through L-type calcium channels. Calcium ions entering the cell through these channels bind to calmodulin. Calcium-bound calmodulin then binds to and activates myosin light chain kinase (MLCK). Activated MLCK catalyzes the phosphorylation of the regulatory light chain subunit of myosin, a key step in muscle contraction. Signal amplification is achieved by calcium-induced calcium release from the sarcoplasmic reticulum through ryanodine receptors. Inhibition of the initial influx of calcium inhibits the contractile processes of smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload. The vasodilatory effects of nifedipine result in an overall decrease in blood pressure. Nifedipine is used for the management of vasospastic angina, chronic stable angina, hypertension, and Raynaud's phenomenon. May be used as a first line agent for left ventricular hypertrophy and isolated systolic hypertension (long-acting agents).

CNS Activity

CNS Penetrant
2344
Curator's Comment:: nifedipine can easily cross the blood-brain barrier in the rat

Originator

Approval Year

1981
135
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
7728
 2.0 µM [IC50]
Inhibitor
7728
 1.0 nM [Ki]
Inhibitor
7728
 37.5 µM [IC50]
Inhibitor
7728
 7.8 µM [IC50]
Target ID: Cholangiocarcinoma, Mz-ChA-1, human
Inhibitor
7728
 15.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8043
PROCARDIA

Approved Use

I. Vasospastic Angina PROCARDIA (nifedipine) is indicated for the management of vasospastic angina confirmed by any of the following criteria: 1) classical pattern of angina at rest accompanied by ST segment elevation, 2) angina or coronary artery spasm provoked by ergonovine, or 3) angiographically demonstrated coronary artery spasm. In those patients who have had angiography, the presence of significant fixed obstructive disease is not incompatible with the diagnosis of vasospastic angina, provided that the above criteria are satisfied. PROCARDIA may also be used where the clinical presentation suggests a possible vasospastic component but where vasospasm has not been confirmed, e.g., where pain has a variable threshold on exertion or when angina is refractory to nitrates and/or adequate doses of beta blockers. II. Chronic Stable Angina (Classical Effort-Associated Angina) PROCARDIA is indicated for the management of chronic stable angina (effort-associated angina) without evidence of vasospasm in patients who remain symptomatic despite adequate doses of beta blockers and/or organic nitrates or who cannot tolerate those agents.

Launch Date

3.78518405E11
Primary
Approved
8043
PROCARDIA

Approved Use

I. Vasospastic Angina PROCARDIA (nifedipine) is indicated for the management of vasospastic angina confirmed by any of the following criteria: 1) classical pattern of angina at rest accompanied by ST segment elevation, 2) angina or coronary artery spasm provoked by ergonovine, or 3) angiographically demonstrated coronary artery spasm. In those patients who have had angiography, the presence of significant fixed obstructive disease is not incompatible with the diagnosis of vasospastic angina, provided that the above criteria are satisfied. PROCARDIA may also be used where the clinical presentation suggests a possible vasospastic component but where vasospasm has not been confirmed, e.g., where pain has a variable threshold on exertion or when angina is refractory to nitrates and/or adequate doses of beta blockers. II. Chronic Stable Angina (Classical Effort-Associated Angina) PROCARDIA is indicated for the management of chronic stable angina (effort-associated angina) without evidence of vasospasm in patients who remain symptomatic despite adequate doses of beta blockers and/or organic nitrates or who cannot tolerate those agents.

Launch Date

3.78518405E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
78.5 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/3609112/
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
NIFEDIPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
148 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/3609112/
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
NIFEDIPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.2 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/3609112/
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
NIFEDIPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
8%
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2011/020198s023lbl.pdf
unknown
 NIFEDIPINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
90 mg single, oral
Overdose
Dose: 90 mg
Route: oral
Route: single
Dose: 90 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/17276811/
healthy, 2 years
n = 1
Health Status: healthy
Age Group: 2 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/17276811/
Disc. AE: Tachycardia, Hyperglycemia...
AEs leading to
discontinuation/dose reduction:
Tachycardia (grade 5, 1 patient)
Hyperglycemia (grade 5, 1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/17276811/
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Co-administed with::
ethanol
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
healthy, 34 years
n = 1
Health Status: healthy
Condition: suicide attempt
Age Group: 34 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
Disc. AE: Hypotension, Acidosis...
AEs leading to
discontinuation/dose reduction:
Hypotension (1 patient)
Acidosis (1 patient)
Hyperglycemia (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
2400 mg single, oral
Overdose
Dose: 2400 mg
Route: oral
Route: single
Dose: 2400 mg
Co-administed with::
ethanol
Sources:
https://pubmed.ncbi.nlm.nih.gov/8523502/
unknown, 37 years
n = 1
Health Status: unknown
Age Group: 37 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/8523502/
Disc. AE: Intestinal infarction...
AEs leading to
discontinuation/dose reduction:
Intestinal infarction (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/8523502/
300 mg single, oral
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/3416517/
unknown, 54 years
n = 1
Health Status: unknown
Condition: attempt to commit suicide
Age Group: 54 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/3416517/
Disc. AE: Reflex tachycardia...
AEs leading to
discontinuation/dose reduction:
Reflex tachycardia (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/3416517/
600 mg single, oral
Overdose
Dose: 600 mg
Route: oral
Route: single
Dose: 600 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
unknown, 57 years
n = 1
Health Status: unknown
Age Group: 57 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
Disc. AE: Hypotension, Tachycardia...
AEs leading to
discontinuation/dose reduction:
Hypotension (1 patient)
Tachycardia (1 patient)
Flushing (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
900 mg single, oral
Overdose
Dose: 900 mg
Route: oral
Route: single
Dose: 900 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/3740090/
unhealthy, 59 years
n = 1
Health Status: unhealthy
Condition: with a history of angina, left bundle branch block, and depression
Age Group: 59 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/3740090/
Disc. AE: Hypotension, Hyperglycemia...
AEs leading to
discontinuation/dose reduction:
Hypotension (grade 4, 1 patient)
Hyperglycemia (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/3740090/
180 mg 1 times / day steady, oral
Highest studied dose
Dose: 180 mg, 1 times / day
Route: oral
Route: steady
Dose: 180 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019684s023lbl.pdf
unhealthy, adult
n = 1000
Health Status: unhealthy
Condition: hypertension and angina
Age Group: adult
Sex: unknown
Population Size: 1000
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019684s023lbl.pdf
DLT: Edema...
Dose limiting toxicities:
Edema (30%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019684s023lbl.pdf
30 mg 1 times / day steady, oral
Recommended
Dose: 30 mg, 1 times / day
Route: oral
Route: steady
Dose: 30 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
unhealthy, mean 33.3 years
n = 25
Health Status: unhealthy
Condition: delivered at ≥32 weeks' gestation with persistent postpartum hypertension
Age Group: mean 33.3 years
Sex: F
Population Size: 25
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
Disc. AE: Nausea, Vomiting...
AEs leading to
discontinuation/dose reduction:
Nausea (1 patient)
Vomiting (1 patient)
Headache (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
AEs

AEs

AESignificanceDosePopulation
Hyperglycemia grade 5, 1 patient
Disc. AE
90 mg single, oral
Overdose
Dose: 90 mg
Route: oral
Route: single
Dose: 90 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/17276811/
healthy, 2 years
n = 1
Health Status: healthy
Age Group: 2 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/17276811/
Tachycardia grade 5, 1 patient
Disc. AE
90 mg single, oral
Overdose
Dose: 90 mg
Route: oral
Route: single
Dose: 90 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/17276811/
healthy, 2 years
n = 1
Health Status: healthy
Age Group: 2 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/17276811/
Acidosis 1 patient
Disc. AE
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Co-administed with::
ethanol
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
healthy, 34 years
n = 1
Health Status: healthy
Condition: suicide attempt
Age Group: 34 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
Hyperglycemia 1 patient
Disc. AE
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Co-administed with::
ethanol
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
healthy, 34 years
n = 1
Health Status: healthy
Condition: suicide attempt
Age Group: 34 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
Hypotension 1 patient
Disc. AE
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Co-administed with::
ethanol
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
healthy, 34 years
n = 1
Health Status: healthy
Condition: suicide attempt
Age Group: 34 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2362118/
Intestinal infarction 1 patient
Disc. AE
2400 mg single, oral
Overdose
Dose: 2400 mg
Route: oral
Route: single
Dose: 2400 mg
Co-administed with::
ethanol
Sources:
https://pubmed.ncbi.nlm.nih.gov/8523502/
unknown, 37 years
n = 1
Health Status: unknown
Age Group: 37 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/8523502/
Reflex tachycardia 1 patient
Disc. AE
300 mg single, oral
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/3416517/
unknown, 54 years
n = 1
Health Status: unknown
Condition: attempt to commit suicide
Age Group: 54 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/3416517/
Flushing 1 patient
Disc. AE
600 mg single, oral
Overdose
Dose: 600 mg
Route: oral
Route: single
Dose: 600 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
unknown, 57 years
n = 1
Health Status: unknown
Age Group: 57 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
Hypotension 1 patient
Disc. AE
600 mg single, oral
Overdose
Dose: 600 mg
Route: oral
Route: single
Dose: 600 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
unknown, 57 years
n = 1
Health Status: unknown
Age Group: 57 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
Tachycardia 1 patient
Disc. AE
600 mg single, oral
Overdose
Dose: 600 mg
Route: oral
Route: single
Dose: 600 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
unknown, 57 years
n = 1
Health Status: unknown
Age Group: 57 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/2261244/
Hyperglycemia 1 patient
Disc. AE
900 mg single, oral
Overdose
Dose: 900 mg
Route: oral
Route: single
Dose: 900 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/3740090/
unhealthy, 59 years
n = 1
Health Status: unhealthy
Condition: with a history of angina, left bundle branch block, and depression
Age Group: 59 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/3740090/
Hypotension grade 4, 1 patient
Disc. AE
900 mg single, oral
Overdose
Dose: 900 mg
Route: oral
Route: single
Dose: 900 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/3740090/
unhealthy, 59 years
n = 1
Health Status: unhealthy
Condition: with a history of angina, left bundle branch block, and depression
Age Group: 59 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/3740090/
Edema 30%
DLT
180 mg 1 times / day steady, oral
Highest studied dose
Dose: 180 mg, 1 times / day
Route: oral
Route: steady
Dose: 180 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019684s023lbl.pdf
unhealthy, adult
n = 1000
Health Status: unhealthy
Condition: hypertension and angina
Age Group: adult
Sex: unknown
Population Size: 1000
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019684s023lbl.pdf
Headache 1 patient
Disc. AE
30 mg 1 times / day steady, oral
Recommended
Dose: 30 mg, 1 times / day
Route: oral
Route: steady
Dose: 30 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
unhealthy, mean 33.3 years
n = 25
Health Status: unhealthy
Condition: delivered at ≥32 weeks' gestation with persistent postpartum hypertension
Age Group: mean 33.3 years
Sex: F
Population Size: 25
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
Nausea 1 patient
Disc. AE
30 mg 1 times / day steady, oral
Recommended
Dose: 30 mg, 1 times / day
Route: oral
Route: steady
Dose: 30 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
unhealthy, mean 33.3 years
n = 25
Health Status: unhealthy
Condition: delivered at ≥32 weeks' gestation with persistent postpartum hypertension
Age Group: mean 33.3 years
Sex: F
Population Size: 25
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
Vomiting 1 patient
Disc. AE
30 mg 1 times / day steady, oral
Recommended
Dose: 30 mg, 1 times / day
Route: oral
Route: steady
Dose: 30 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
unhealthy, mean 33.3 years
n = 25
Health Status: unhealthy
Condition: delivered at ≥32 weeks' gestation with persistent postpartum hypertension
Age Group: mean 33.3 years
Sex: F
Population Size: 25
Sources:
https://pubmed.ncbi.nlm.nih.gov/27786578/
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
substrate
1601

inhibitor
1467

inducer
707
inhibitor
1604

inducer
355
inhibitor
1702
inhibitor
1475

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Nav1.5
93

UGT2B7
141

OATP1B1
733

BCRP
643

P-gp
1330

CYP2C8
818

BSEP
376

CYP1A1
96

CYP1A2
1383

CYP2A6
627

CYP2B6
717

CYP2C19
1325

CYP2E1
790
CYP3A5
367

P-gp
1400
MRP3
53

CYP2B6
501
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
CYP2C8
865
 moderate
CYP1A1
192
 no
CYP2A6
659
 no
CYP2B6
884
 no
CYP2C19
1392
 no
CYP2C9
1648
 no
CYP2D6
1738
 no
CYP3A4
1772
 no
UGT2B7
152
 weak [IC50 186 uM]
P-gp
1514
 weak [IC50 472 uM]
BCRP
713
 weak
CYP2E1
871
 weak
BSEP
377
 yes
CYP1A2
1532
 yes
CYP2B6
884
 yes
CYP2C9
1648
 yes
CYP3A4
1772
 yes
MRP3
200
 yes
OATP1B1
748
 yes
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP3A4
1601
 major
yes (co-administration study)
Comment: [ADALAT® XL®PRODUCT MONOGRAPH]: Use of ADALAT XL with drugs that result in strong inhibition of CYP 3A4, such as ketoconazole, clarithromycin, ritonavir, may lead to increased plasma levels of nifedipine and associated serious adverse events. Such concomitant use should be avoided.
CYP3A5
367
 minor
P-gp
1400
 no
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
Nav1.5
96
hERG
1507
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:7565
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:7565
MolPort
MolPort-000-787-707
https://www.molport.com/shop/molecule-link/MolPort-000-787-707
Selleck Chemicals
Nifedipine(Adalat)
http://www.selleckchem.com/products/Nifedipine(Adalat).html
ZINC
ZINC000085205448
http://zinc15.docking.org/substances/ZINC000085205448
eMolecules
715726
https://www.emolecules.com/cgi-bin/more?vid=715726
PubMed

PubMed

TitleDatePubMed
[Nifedipine prolongs a neuromuscular blockade caused by atracurium].
1992
Nerve growth factor-stimulated calcium uptake into PC12 cells: uniqueness of the channel and evidence for phosphorylation.
1992 Apr
Effect of different convulsants on calmodulin levels and proto-oncogene c-fos expression in the central nervous system.
1992 Aug
[The effect of hypotensive nifedipine therapy on renal secretory function in hypertensive patients in the course of both compensated and non-compensated chronic renal failure].
1992 Dec 7-14
[Sexual impotence caused by nifedipine].
1992 Jan 18
The calcium channel antagonist nifedipine causes confusion when used to treat opiate withdrawal in morphine-dependent patients.
1992 Nov
A randomized prospective comparison of nifedipine and bed rest versus bed rest alone in the management of preeclampsia remote from term.
1992 Oct
Lindane-induced convulsions in NMRI and OF1 mice: antagonism with (+)MK-801 and voltage-dependent calcium channel blockers.
1992 Oct 16
Cortical blindness after nifedipine treatment.
1992 Sep 19
The drug efflux pump MRP2: regulation of expression in physiopathological situations and by endogenous and exogenous compounds.
2002
Oxidative stress and TGFbeta in kidney-transplanted patients with cyclosporin-induced hypertension. Effect of carvedilol and nifedipine.
2002 Aug
High-throughput measurement of the Tp53 response to anticancer drugs and random compounds using a stably integrated Tp53-responsive luciferase reporter.
2002 Jun
Depression--an adverse event with nifedipine.
2002 Nov
Symptomatic orthostasis with extended-release nifedipine and protease inhibitors.
2002 Oct
The nuclear pregnane X receptor: a key regulator of xenobiotic metabolism.
2002 Oct
In vitro inhibitory effect of 1-aminobenzotriazole on drug oxidations catalyzed by human cytochrome P450 enzymes: a comparison with SKF-525A and ketoconazole.
2003
Nifedipine inhibits apoptotic cell death of cultured endothelial cells induced by tumor necrosis factor-alpha.
2003
[Pathogenetic basis of the application of calcium antagonists in the treatment of recurrent peptic ulcer].
2003
Vasodilator agents protect against indinavir nephrotoxicity.
2003 Aug
[Drug induced anosmia with nifedipine].
2003 Aug 23
Requirement of calcium and phosphate ions in expression of sodium-dependent vitamin C transporter 2 and osteopontin in MC3T3-E1 osteoblastic cells.
2003 Jun 17
ETA receptor-mediated Ca2+ mobilisation in H9c2 cardiac cells.
2003 Mar 1
An in vitro bioassay for xenobiotics using the SXR-driven human CYP3A4/lacZ reporter gene.
2003 May-Jun
Inhibitory effects of carvedilol on calcium channels in vascular smooth muscle cells.
2003 Nov
Induction of ABCC3 (MRP3) by pregnane X receptor activators.
2003 Nov
Fatality from administration of labetalol and crushed extended-release nifedipine.
2003 Oct
Clinical review: the management of hypertensive crises.
2003 Oct
Protection of blood-brain barrier breakdown by nifedipine in adrenaline-induced acute hypertension.
2004 Apr
Sertoli cell modulates MAA-induced apoptosis of germ cells throughout voltage-operated calcium channels.
2004 Feb
The CACNA1F gene encodes an L-type calcium channel with unique biophysical properties and tissue distribution.
2004 Feb 18
Comparison of the effects of a 7-day period of non-compliance on blood pressure control using three different antihypertensive agents.
2004 Jul
Proliferation of cultured human gingival fibroblasts caused by isradipine, a dihydropyridine-derivative calcium antagonist.
2004 Jun 30
The effect of basic fibroblast growth factor on cell cycle in human gingival fibroblasts from nifedipine responder and non-responder.
2004 Mar
Adverse events associated with aggressive treatment of increased blood pressure.
2004 May
Comparison of once-daily nifedipine controlled-release with twice-daily nifedipine retard in the treatment of essential hypertension.
2004 May
The solubilization of the poorly water soluble drug nifedipine by water soluble 4-sulphonic calix[n]arenes.
2004 Nov
Evaluation of fresh and cryopreserved hepatocytes as in vitro drug metabolism tools for the prediction of metabolic clearance.
2004 Nov
Effect of nifedipine on endothelial function in normotensive smokers: potential contribution of increase in circulating hepatocyte growth factor.
2004 Oct
The effect of PAMAM dendrimer generation size and surface functional group on the aqueous solubility of nifedipine.
2004 Oct 13
Xenoestrogens at picomolar to nanomolar concentrations trigger membrane estrogen receptor-alpha-mediated Ca2+ fluxes and prolactin release in GH3/B6 pituitary tumor cells.
2005 Apr
Grapefruit juice-nifedipine interaction: possible involvement of several mechanisms.
2005 Apr
Recombinant CYP3A4*17 is defective in metabolizing the hypertensive drug nifedipine, and the CYP3A4*17 allele may occur on the same chromosome as CYP3A5*3, representing a new putative defective CYP3A haplotype.
2005 Apr
Examination of 209 drugs for inhibition of cytochrome P450 2C8.
2005 Jan
Ventricular arrhythmia following short-acting nifedipine administration.
2005 Jul
CYP3A4 substrate selection and substitution in the prediction of potential drug-drug interactions.
2005 Jul
The effect of IL-1alpha and nifedipine on cell proliferation and DNA synthesis in cultured human gingival fibroblasts.
2005 Jun
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Isolation of CYP3A4 Inhibitors from the Black Cohosh (Cimicifuga racemosa).
2005 Jun
Nifedipine gastrointestinal therapeutic system--hypertension management to improve cardiovascular outcomes.
2005 Sep
Quantitative PCR assay for cytochromes P450 2B and 3A induction in rat precision-cut liver slices: correlation study with induction in vivo.
2005 Sep-Oct
Patents

Patents

JP2000256195A
2
JP2001517210A
4
JP2003508349A
43
JP2005535563A
66
JP2007503263A
16
JP2007505704A
18
JP2008534056A
8
JP2009120600A
2
JP4739217B2
37
JPH01238528A
2
JPH05306225A
2
JPH05959A
2
JPS5455714A
2
JPS5520720A
2
JPS5547615A
2
JPS56115726A
2
JPS5813511A
2
JPS61129140A
2
JPS62249920A
2

Sample Use Guides

In Vivo Use Guide
Therapy should be initiated with the 10 mg capsule. The starting dose is one 10 mg capsule, swallowed whole, 3 times/day. The usual effective dose range is 10–20 mg three times daily. Some patients, especially those with evidence of coronary artery spasm, respond only to higher doses, more frequent administration, or both. In such patients, doses of 20–30 mg three or four times daily may be effective. Doses above 120 mg daily are rarely necessary. More than 180 mg per day is not recommended.
Route of Administration: Oral
In Vitro Use Guide
About 50% of the Ca(v) current was blocked by 10 uM of the L-type channel blocker nifedipine in human induced pluripotent stem cell-derived neurons.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:02:57 UTC 2021
Edited
by admin
on Fri Jun 25 21:02:57 UTC 2021
Record UNII
I9ZF7L6G2L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NIFEDIPINE
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN   USAN  
Official Name English
NIFEDIPINE [USP MONOGRAPH]
Common Name English
NIFEDIPINE [USP-RS]
Common Name English
NSC-757242
Code English
NIFEDIPINE [INCI]
Common Name English
AFEDITAB CR
Brand Name English
NIFEDIPINE SLOW RELEASE
Common Name English
ADALAT
Brand Name English
NIFEDIPINE [WHO-IP]
Common Name English
NIFEDIPINUM [WHO-IP LATIN]
Common Name English
PROCARDIA
Brand Name English
NIFEDIPINE [ORANGE BOOK]
Common Name English
NIFEDIPINE [USAN]
Common Name English
BAY A 1040
Code English
NIFEDIPINE [VANDF]
Common Name English
NIFEDIPINE [EP MONOGRAPH]
Common Name English
BAY-A-1040
Code English
NIFEDIPINE [MART.]
Common Name English
CORACTEN
Brand Name English
NIFEDIPINE [INN]
Common Name English
NIFEDIPINE [MI]
Common Name English
NIFEDIPINE [WHO-DD]
Common Name English
NIFEDIPINE [HSDB]
Common Name English
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-, DIMETHYL ESTER
Common Name English
NIFEDIPINE [USP]
Common Name English
Classification Tree Code System Code
WHO-VATC QC08GA01
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
FDA ORPHAN DRUG 57991
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
NDF-RT N0000000069
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
WHO-ATC C08GA01
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
WHO-VATC QC08CA55
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
LIVERTOX 684
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
NCI_THESAURUS C333
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
NDF-RT N0000007556
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
WHO-ATC C08CA55
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
WHO-ATC C08CA05
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
WHO-VATC QC08CA05
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
WHO-ESSENTIAL MEDICINES LIST 22.2
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
NDF-RT N0000175421
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
NIFEDIPINE
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY Description. A yellow, crystalline powder.Solubility. Nifedipine is practically insoluble in water; freely soluble in acetone R; sparingly soluble in dehydrated ethanol R.Category. Cardiovascular drug; calcium-channel blocking agent.Storage. Nifedipine should be kept in a tightly closed container, protected from light.Additional information. CAUTION: Nifedipine decomposes on exposure to daylight, artificial light of certain wavelengths, andultraviolet light.Requirements: Nifedipine contains not less than 98.0% and not more than 102.0% of C17H18N2O6, calculated with reference to the driedsubstance.Note: Throughout the monograph perform the tests and the assay in the dark or under a suitable fluorescent light, using lowactinicglassware.
DRUG BANK
DB01115
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
ECHA (EC/EINECS)
244-598-3
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
INN
3222
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
EPA CompTox
21829-25-4
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
MESH
D009543
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
NCI_THESAURUS
C29290
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
MERCK INDEX
M7883
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY Merck Index
FDA UNII
I9ZF7L6G2L
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
EVMPD
SUB09253MIG
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
HSDB
7775
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
CAS
21829-25-4
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
PUBCHEM
4485
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
RXCUI
7417
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY RxNorm
IUPHAR
2514
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
WIKIPEDIA
NIFEDIPINE
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
ChEMBL
CHEMBL193
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
DRUG CENTRAL
1922
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
LACTMED
Nifedipine
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY
USP_CATALOG
1463508
Created by admin on Fri Jun 25 21:02:57 UTC 2021 , Edited by admin on Fri Jun 25 21:02:57 UTC 2021
PRIMARY USP-RS
Related Record Type Details
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
VOLTAGE-DEPENDENT L-TYPE CALCIUM CHANNEL SUBUNIT ALPHA-1D
TARGET -> INHIBITOR
Structure of DEHYDRONIFEDIPINE
DEGRADENT -> PARENT
Structure of NIFEDIPINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
DEHYDRONITROSONIFEDIPINE
DEGRADENT -> PARENT
LIGHT INDUCED DEGRADENT
CYTOCHROME P450 3A5
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
Structure of DEHYDRONIFEDIPINE
METABOLITE -> PARENT
PLASMA
Structure of DESISOBUTYL NISOLDIPINE
METABOLITE -> PARENT
MAJOR
URINE
Structure of 1,4,5,7-TETRAHYDRO-2-METHYL-4-(2-NITROPHENYL)-5-OXO-FURO(3,4-B)PYRIDINE-3-CARBOXYLIC ACID, METHYL ESTER
METABOLITE -> PARENT
MINOR
URINE
Structure of DESMETHYL DEHYDRONIFEDIPINE
METABOLITE -> PARENT
PLASMA; URINE
Related Record Type Details
Structure of NIFEDIPINE
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