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155974-00-8 | 2H-3-Benzazepin-2-one, 3-[3-[[[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-
CAS No: 155974-00-8 Catalog No: AG001OEE MDL No:MFCD04975447
Product Description
Catalog Number:
AG001OEE
Chemical Name:
2H-3-Benzazepin-2-one, 3-[3-[[[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-
CAS Number:
155974-00-8
Molecular Formula:
C27H36N2O5
Molecular Weight:
468.5851
MDL Number:
MFCD04975447
IUPAC Name:
3-[3-[[(7S)-3,4-dimethoxy-7-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
InChI:
InChI=1S/C27H36N2O5/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30/h12-14,16,21H,6-11,15,17H2,1-5H3/t21-/m1/s1
InChI Key:
ACRHBAYQBXXRTO-OAQYLSRUSA-N
SMILES:
COc1cc2C[C@@H](c2cc1OC)CN(CCCN1CCc2c(CC1=O)cc(c(c2)OC)OC)C
UNII:
3H48L0LPZQ
Properties
Complexity:
663
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
468.262g/mol
Formal Charge:
0
Heavy Atom Count:
34
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
468.594g/mol
Monoisotopic Mass:
468.262g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
60.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4
Literature
| Title | Journal |
|---|---|
| Why are most phospholipidosis inducers also hERG blockers? | Archives of toxicology 20171201 |
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| Inhibition of I(f) in the atrioventricular node as a mechanism for dronedarone's reduction in ventricular rate during atrial fibrillation. | Heart rhythm 20131101 |
| Dronedarone's inhibition of If current is the primary mechanism responsible for its bradycardic effect. | Journal of cardiovascular electrophysiology 20130801 |
| Ivabradine in systemic sclerosis related pulmonary arterial hypertension. | European journal of internal medicine 20121201 |
| Ivabradine: a ray of hope for inappropriate sinus tachycardia. | Journal of the American College of Cardiology 20121009 |
| Clinical efficacy of ivabradine in patients with inappropriate sinus tachycardia: a prospective, randomized, placebo-controlled, double-blind, crossover evaluation. | Journal of the American College of Cardiology 20121009 |
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| Ivabradine reduces total hospital burden in heart failure. | Cardiovascular journal of Africa 20121001 |
| Therapeutic effects of ivabradine on hemodynamic parameters and cardiotoxicity induced by doxorubicin treatment in rat. | Human & experimental toxicology 20120901 |
| Beneficial effect of ivabradine in dilated cardiomyopathy from Becker muscular dystrophy. | Herz 20120901 |
| Lasting reduction of heart transplant tachycardia with ivabradine is effective and well tolerated: results of 48-month study. | Clinical research in cardiology : official journal of the German Cardiac Society 20120801 |
| Pharmacokinetic interaction between ivabradine and phenytoin in healthy subjects. | Clinical drug investigation 20120801 |
| Safety and efficacy of oral ivabradine as a heart rate-reducing agent in patients undergoing CT coronary angiography. | The British journal of radiology 20120801 |
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| Concomitant administration of simvastatin with ivabradine in contrast to metoprolol intensifies slowing of heart rate in normo- and hypercholesterolemic rats. | Archives of medical science : AMS 20120704 |
| Reduction of resting heart rate with antianginal drugs: review and meta-analysis. | American journal of therapeutics 20120701 |
| Safe and well-tolerated treatment with ivabradine in systemic sclerosis affected by pulmonary hypertension. | Clinical research in cardiology : official journal of the German Cardiac Society 20120701 |
| Treating stable angina - is there a NICE way towards an international consensus? | International journal of clinical practice 20120701 |
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| Anti-inflammatory effects of ivabradine in patients with acute coronary syndrome: a pilot study. | International journal of cardiology 20120628 |
| Role of heart rate as a marker and mediator of poor outcome for patients with heart failure. | Current heart failure reports 20120601 |
| Differential effects of ivabradine and ryanodine on pacemaker activity in canine sinus node and purkinje fibers. | Journal of cardiovascular electrophysiology 20120601 |
| Heart rate-lowering efficacy and respiratory safety of ivabradine in patients with obstructive airway disease: a randomized, double-blind, placebo-controlled, crossover study. | American journal of cardiovascular drugs : drugs, devices, and other interventions 20120601 |
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| It is all about heart rate. Or is it? | Journal of the American College of Cardiology 20120529 |
| Heart-rate reduction by If-channel inhibition with ivabradine restores collateral artery growth in hypercholesterolemic atherosclerosis. | European heart journal 20120501 |
| HCN channels in the heart: lessons from mouse mutants. | British journal of pharmacology 20120501 |
| Ivabradine in combination with beta-blocker improves symptoms and quality of life in patients with stable angina pectoris: results from the ADDITIONS study. | Clinical research in cardiology : official journal of the German Cardiac Society 20120501 |
| Should we SHIFT our thinking about digoxin? Observations on ivabradine and heart rate reduction in heart failure. | European heart journal 20120501 |
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| Heart rate reduction: an old and novel candidate heart failure therapy. | Hypertension (Dallas, Tex. : 1979) 20120501 |
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| Incremental value and safety of oral ivabradine for heart rate reduction in computed tomography coronary angiography. | International journal of cardiology 20120405 |
| β-blockers in stage B: a precursor of heart failure. | Heart failure clinics 20120401 |
| Effect of ivabradine vs atenolol on heart rate and effort tolerance in patients with mild to moderate mitral stenosis and normal sinus rhythm. | Journal of cardiac failure 20120401 |
| Efonidipine, another beauty relieving the pressure. | Korean circulation journal 20120401 |
| Effect of an L- and T-type calcium channel blocker on 24-hour systolic blood pressure and heart rate in hypertensive patients. | Korean circulation journal 20120401 |
| [Update coronary artery disease: important progresses in acute and chronic therapy]. | MMW Fortschritte der Medizin 20120322 |
| Long-term treatment with ivabradine in post-myocardial infarcted rats counteracts f-channel overexpression. | British journal of pharmacology 20120301 |
| Heart rate reduction induced by the if current inhibitor ivabradine improves diastolic function and attenuates cardiac tissue hypoxia. | Journal of cardiovascular pharmacology 20120301 |
| Recent advances in the management of chronic heart failure. | Current opinion in cardiology 20120301 |
| Inadequate heart rate control is associated with worse quality of life in patients with coronary artery disease and chronic obstructive pulmonary disease. The RYTHMOS study. | Hellenic journal of cardiology : HJC = Hellenike kardiologike epitheorese 20120301 |
| Role of antiischemic agents in the management of non-ST elevation acute coronary syndrome (NSTE-ACS). | Cardiovascular therapeutics 20120201 |
| Effects of ivabradine on the pulmonary vein electrical activity and modulation of pacemaker currents and calcium homeostasis. | Journal of cardiovascular electrophysiology 20120201 |
| The funny current (If): is it a novel antiarrhythmic target to treat atrial fibrillation? | Journal of cardiovascular electrophysiology 20120201 |
| Increased time varying heart rate and cardiovascular risk in hypertension: benefit of selective I((f)) channel inhibitor? | Blood pressure 20120201 |
| Effects of ivabradine on heart rate and left ventricular function in healthy cats and cats with hypertrophic cardiomyopathy. | American journal of veterinary research 20120201 |
| Ivabradine versus metoprolol for heart rate reduction before coronary computed tomography angiography. | The American journal of cardiology 20120115 |
| Dose-dependent protective effect of ivabradine against ischemia-reperfusion-induced renal injury in rats. | Kidney & blood pressure research 20120101 |
| [Heart rate and rate control : Prognostic value in cardiovascular diseases]. | Der Internist 20120101 |
| Processing of retinal signals in normal and HCN deficient mice. | PloS one 20120101 |
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| Cardiac and vascular phenotypes in the apolipoprotein E-deficient mouse. | Journal of biomedical science 20120101 |
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| Heart rate and use of beta-blockers in stable outpatients with coronary artery disease. | PloS one 20120101 |
| Effects of treatment with ivabradine and atenolol on reproducibility of echocardiographic indices of left heart size and function in healthy cats. | Journal of veterinary cardiology : the official journal of the European Society of Veterinary Cardiology 20120101 |
| Acquired haemophilia secondary to ivabradine presenting with acute respiratory distress syndrome. | BMJ case reports 20120101 |
| Concomitant administration of different doses of simvastatin with ivabradine influence on PAI-1 and heart rate in normo- and hypercholesterolaemic rats. | TheScientificWorldJournal 20120101 |
| Heart rate reduction by ivabradine improves aortic compliance in apolipoprotein E-deficient mice. | Journal of vascular research 20120101 |
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| Limited role for ivabradine in the treatment of chronic heart failure. | Heart (British Cardiac Society) 20111201 |
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| Pharmacodynamic effects of ivabradine, a negative chronotropic agent, in healthy cats. | Journal of veterinary cardiology : the official journal of the European Society of Veterinary Cardiology 20111201 |
| Clinical trials update from the European Society of Cardiology Meeting 2011: ARISTOTLE, SMART-AV: QLV substudy, SHIFT: echocardiography and quality of life substudies, European CRT Survey, and Basic Science Update. | European journal of heart failure 20111201 |
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| Ivabradine versus bisoprolol. | Minerva cardioangiologica 20100401 |
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