Nifedipine
Product Information
Molecular Formula
C17H18N2O6
Molecular Weight
346.33
Description
Used as an antihypertensive and antianginal. A dihydorpyridine calcium channel blocker.
Synonyms
Nifedipine, Adalat, Procardia, Bay-1040, Cordipin, Corinfar, Bay 1040, Bay1040
IUPAC Name
dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
SMILES
CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2[N+](=O)[O-])C(=O)OC
InChI
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
InChI Key
HYIMSNHJOBLJNT-UHFFFAOYSA-N
Melting Point
172-174°C
Purity
min. 98%. (TLC)
Solubility
Acetone, chloroform, DMSO, less in ethanol, not in water
Appearance
Yellow Solid
Storage
Stable in dry state, store at + 4 °C, in dark place.
LogP
2.2
Vapor Pressure
2.6X10-8 mm Hg at 25 °C
Henry's Law Constant
7.3X10-14 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition, it emits toxic fumes of /nitrogen oxides.
Safety Information
Hazards
H302:
Harmful if swallowed.
Harmful if swallowed.
Precautionary Statement
P264:
Wash thoroughly after handling.
P270:
Do not eat, drink or smoke when using this product.
P301+P312+P330:
IF SWALLOWED:
Call a POISON CENTER or doctor/physician if you feel unwell.
Rinse mouth.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Wash thoroughly after handling.
P270:
Do not eat, drink or smoke when using this product.
P301+P312+P330:
IF SWALLOWED:
Call a POISON CENTER or doctor/physician if you feel unwell.
Rinse mouth.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Signal Word
Warning
Computed Properties
XLogP3
2.2
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
5
Exact Mass
346.11648630 g/mol
Monoisotopic Mass
346.11648630 g/mol
Topological Polar Surface Area
110Ų
Heavy Atom Count
25
Formal Charge
0
Complexity
608
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-10980756-B1 | Methods of treatment | 2020-03-16 |
| US-10744137-B1 | Liquisolid tablet containing combined dose of tadalafil and dapoxetine | 2020-01-06 |
| WO-2021127460-A1 | Pcsk9 antagonist compounds | 2019-12-20 |
| WO-2021119753-A1 | Compounds | 2019-12-18 |
| WO-2021123660-A1 | Curcuminoid-free extract of curcuma longa in inflammatory dermatoses | 2019-12-18 |
| WO-2021123775-A2 | Engineered platelets for targeted delivery of a therapeutic agent | 2019-12-17 |
| WO-2021126977-A1 | Methods of treating iga nephropathy with atrasentan | 2019-12-17 |
| WO-2021127070-A1 | Intranasal pharmaceutical compositions of cgrp inhibitors | 2019-12-17 |
| WO-2021124793-A1 | Aggregation inhibitory agent and medical composition and medical device including same | 2019-12-16 |
| WO-2021116712-A1 | Functionalised microbubble mediated cell tagging | 2019-12-13 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 34170685 | 2021-07-19 | A Gene Expression Biomarker Predicts Heat Shock Factor 1 Activation in a Gene Expression Compendium | Chemical research in toxicology |
| 33814510 | 2021-01-01 | Association of CYP1A1 and CYP1B1 inhibition in in vitro assays with drug-induced liver injury | The Journal of toxicological sciences |
| 32226695 | 2020-03-20 | Acetazolamide, Nifedipine and Phosphodiesterase Inhibitors: Rationale for Their Utilization as Adjunctive Countermeasures in the Treatment of Coronavirus Disease 2019 (COVID-19) | Cureus |
| 31618660 | 2019-12-01 | Tiotropium bromide, a long acting muscarinic receptor antagonist triggers intracellular calcium signalling in the heart | Toxicology and applied pharmacology |
| 30965050 | 2019-06-01 | Inhibitory effects of antihypertensive drugs on human cytochrome P450 2J2 activity: Potent inhibition by azelnidipine and manidipine | Chemico-biological interactions |
| 30503582 | 2019-01-15 | Strain differences between CD-1 and C57BL/6 mice in expression of metabolic enzymes and DNA methylation modifications of the primary hepatocytes | Toxicology |
| 29741611 | 2018-11-14 | CRISPR/Cas9 editing in human pluripotent stem cell-cardiomyocytes highlights arrhythmias, hypocontractility, and energy depletion as potential therapeutic targets for hypertrophic cardiomyopathy | European heart journal |
| 28194001 | 2017-12-01 | Enhancing VTA Cav1.3 L-type Ca2+ channel activity promotes cocaine and mood-related behaviors via overlapping AMPA receptor mechanisms in the nucleus accumbens | Molecular psychiatry |
| 28899749 | 2017-11-01 | CYP4A/CYP2C modulation of the interaction of calcium channel blockers with cyclosporine on EDHF-mediated renal vasodilations in rats | Toxicology and applied pharmacology |
| 28138970 | 2017-07-01 | Prediction of drug-induced liver injury using keratinocytes | Journal of applied toxicology : JAT |
