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63675-72-9 | Nisoldipine
CAS No: 63675-72-9 Catalog No: AG003T4E MDL No:MFCD00478055
Product Description
Catalog Number:
AG003T4E
Chemical Name:
Nisoldipine
CAS Number:
63675-72-9
Molecular Formula:
C20H24N2O6
Molecular Weight:
388.4144
MDL Number:
MFCD00478055
IUPAC Name:
3-O-methyl 5-O-(2-methylpropyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
InChI:
InChI=1S/C20H24N2O6/c1-11(2)10-28-20(24)17-13(4)21-12(3)16(19(23)27-5)18(17)14-8-6-7-9-15(14)22(25)26/h6-9,11,18,21H,10H2,1-5H3
InChI Key:
VKQFCGNPDRICFG-UHFFFAOYSA-N
SMILES:
COC(=O)C1=C(C)NC(=C(C1c1ccccc1[N+](=O)[O-])C(=O)OCC(C)C)C
EC Number:
264-407-7
NSC Number:
759106
Properties
Complexity:
704
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
388.163g/mol
Formal Charge:
0
Heavy Atom Count:
28
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
388.42g/mol
Monoisotopic Mass:
388.163g/mol
Rotatable Bond Count:
7
Topological Polar Surface Area:
110A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3
Literature
| Title | Journal |
|---|---|
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| Tetrodotoxin blocks L-type Ca2+ channels in canine ventricular cardiomyocytes. | Pflugers Archiv : European journal of physiology 20120801 |
| The inhibitory effects of m-nisoldipine on the 5-hydroxytryptamine-induced proliferation of pulmonary artery smooth muscle cells via Ca2+ antagonism and antioxidant mechanisms. | European journal of pharmacology 20120705 |
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| Evaluation of titanium dioxide as a pharmaceutical excipient for preformulation of a photo-labile drug: effect of physicochemical properties on the photostability of solid-state nisoldipine. | Chemical & pharmaceutical bulletin 20050701 |
| Effect of L-type calcium channel antagonists on spermine-induced CNS excitation in vivo. | Neuroscience letters 20050603 |
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| The effect of beta-carotene on the photostability of nisoldipine. | Methods and findings in experimental and clinical pharmacology 20050401 |
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| Ca(V)1.2 calcium channel dysfunction causes a multisystem disorder including arrhythmia and autism. | Cell 20041001 |
| High-performance liquid chromatography-electrospray ionization mass spectrometric determination of nisoldipine in human plasma. | Journal of chromatographic science 20041001 |
| Cholecystokinin octapeptide increases free intracellular calcium of guinea pig cardiomyocytes through activation of Ca2+ channel and tyrosine kinase. | Sheng li xue bao : [Acta physiologica Sinica] 20040225 |
| Block of cardiac delayed-rectifier and inward-rectifier K+ currents by nisoldipine. | British journal of pharmacology 20031101 |
| Enhanced expression of L-type Cav1.3 calcium channels in murine embryonic hearts from Cav1.2-deficient mice. | The Journal of biological chemistry 20031017 |
| Comparative efficacy and safety of nisoldipine extended-release (ER) and amlodipine (CESNA-III study) in African American patients with hypertension. | American journal of hypertension 20030901 |
| Photochemical degradation of solid-state nisoldipine monitored by HPLC. | Journal of pharmaceutical and biomedical analysis 20030808 |
| Long term effects of nisoldipine on the progression of coronary atherosclerosis and the occurrence of clinical events: the NICOLE study. | Heart (British Cardiac Society) 20030801 |
| Differential effects of antihypertensive agents on electrocardiographic voltage: results from the Appropriate Blood Pressure Control in Diabetes (ABCD) trial. | American heart journal 20030601 |
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| Intensive blood pressure control reduces the risk of cardiovascular events in patients with peripheral arterial disease and type 2 diabetes. | Circulation 20030211 |
| Comparison of effects of nisoldipine-extended release and amlodipine in patients with systemic hypertension and chronic stable angina pectoris. | The American journal of cardiology 20030201 |
| Reactivity of 1,4-dihydropyridines toward alkyl, alkylperoxyl radicals, and ABTS radical cation. | Chemical research in toxicology 20030201 |
| Dynamic and kinetic disposition of nisoldipine enantiomers in hypertensive patients presenting with type-2 diabetes mellitus. | European journal of clinical pharmacology 20021201 |
| Signaling pathways transduced through the elastin receptor facilitate proliferation of arterial smooth muscle cells. | The Journal of biological chemistry 20021122 |
| Increased cyclosporine blood levels after nisoldipine administration in a renal transplant recipient. | Transplant international : official journal of the European Society for Organ Transplantation 20021101 |
| Evidence that action potential generation is not the exclusive determinant to trigger spontaneous myogenic contraction of guinea-pig urinary bladder smooth muscle. | Acta physiologica Scandinavica 20020901 |
| Developmental changes of Ca(2+) handling in mouse ventricular cells from early embryo to adulthood. | Life sciences 20020802 |
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| L-type Ca2+ channels of the embryonic mouse heart. | European journal of pharmacology 20020705 |
| Hydrolytic degradation of nitrendipine and nisoldipine. | Journal of pharmaceutical and biomedical analysis 20020601 |
| [Effect of grapefruit pulp on the pharmacokinetics of the dihydropyridine calcium antagonists nifedipine and nisoldipine]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20020501 |
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| Comparative study of calcium-channel blockers on cell proliferation, DNA and collagen syntheses, and EGF receptors of cultured gingival fibroblasts derived from human nifedipine, nicardipine and nisoldipine responders. | Journal of oral science 20011201 |
| Cardiac remodeling after long term norepinephrine treatment in rats. | Cardiovascular research 20011101 |
| Effects of different types of K+ channel modulators on the spontaneous myogenic contraction of guinea-pig urinary bladder smooth muscle. | Acta physiologica Scandinavica 20011101 |
| Enantioselective assay of nisoldipine in human plasma by chiral high-performance liquid chromatography combined with gas chromatographic-mass spectrometry: applications to pharmacokinetics. | Journal of chromatography. B, Biomedical sciences and applications 20011005 |
| Decrease in the Ca2+-activated K+ current of pulmonary arterial smooth muscle in pulmonary hypertension rats. | Naunyn-Schmiedeberg's archives of pharmacology 20010901 |
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| Nisoldipine increases the bioavailability of endothelial NO. | Naunyn-Schmiedeberg's archives of pharmacology 20010801 |
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| Nisoldipine improves ventricular function in rats with ischemic heart failure. | Journal of molecular and cellular cardiology 19950901 |
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| Cardiovascular effects of nisoldipine in essential hypertension. | Israel journal of medical sciences 19940201 |
| A proischaemic action of nisoldipine: relationship to a decrease in perfusion pressure and comparison to dipyridamole. | Cardiovascular research 19930701 |
| The acute effects of intravenous nisoldipine on left ventricular function within 24 h after acute myocardial infarction. | European heart journal 19921201 |
| Improved diastolic function with the calcium antagonist nisoldipine (coat-core) in patients post myocardial infarction: results of the DEFIANT study. Doppler Flow and Echocardiography in Functional cardiac Insufficiency: Assessment of Nisoldipine Therapy. | European heart journal 19921101 |
| Usefulness of oral nisoldipine for stable angina pectoris. The Nisoldipine Multicenter Angina Study Group. | The American journal of cardiology 19911015 |
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| The initial hemodynamic response to newer antihypertensive agents at rest and during exercise: review of visacor, doxazosin, nisoldipine, tiapamil, perindoprilat, pinacidil, dilevalol, and carvedilol. | Cardiovascular drugs and therapy 19900801 |
| Hemodynamic mechanisms of antianginal action of calcium channel blocker nisoldipine in dynamic exercise-induced angina. | Circulation 19900601 |
| [Responses of plasma eicosanoids and hemodynamics to myocardial ischemia and the salutary effect of calcium entry blocker]. | Nihon Ika Daigaku zasshi 19900201 |
| Nisoldipine. A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in the treatment of angina pectoris, hypertension and related cardiovascular disorders. | Drugs 19881201 |
| The acute effects of intravenous nisoldipine on left ventricular function 24 to 72 hours after uncomplicated acute myocardial infarction. | Cardiovascular drugs and therapy 19881201 |
| Differential effects of 1,4-dihydropyridine calcium channel blockers: therapeutic implications. | Journal of clinical pharmacology 19871101 |
| Effects of nisoldipine on left ventricular function during exercise or cold pressor stress. | European heart journal 19871101 |
| Monotherapy with the calcium channel antagonist nisoldipine for systemic hypertension and comparison with diuretic drugs. | The American journal of cardiology 19870915 |
| Arrhythmogenic action of alpha 1-adrenoceptor stimulation in normoxic rat ventricular myocardium: influence of nisoldipine, reduced extracellular Ca2+ and ryanodine. | Journal of molecular and cellular cardiology 19870901 |
| Comparative antianginal effects of nisoldipine and nifedipine in patients with chronic stable angina. | American heart journal 19870201 |
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| The hypotensive effect of nisoldipine in renovascular hypertensive rats. | Journal of hypertension. Supplement : official journal of the International Society of Hypertension 19861201 |
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