Ivabradine oxalateProduct ingredient forIvabradine
- Name
- Ivabradine oxalate
- Drug Entry
-
Ivabradine
Ivabradine is a novel heart rate lowering medicine for the symptomatic management of stable angina pectoralis and symptomatic chronic heart failure. Ivabradine, brand name Corlanor, was approved by the FDA in April 2015 for the treatment of chronic heart failure in patients with an ejection fraction of ≤35%, in sinus rhythm with resting heart rate ≥70 beats per minute, who are not on beta-blockers due to contraindications or already receiving maximum beta-blocker dose. Recently a new indication was added to treat symptomatic heart failure from dilated cardiomyopathy for patients 6 months or more in ageLabel. Ivabradine acts by selectively inhibiting the "funny" channel pacemaker current (If) in the sinoatrial node in a dose-dependent fashion, resulting in a lower heart rate and thus more blood to flow to the myocardium. Although non-dihydropyridine calcium channel blockers and beta blockers also effectively lower heart rate, they exhibit adverse events due to their negative ionotropic effects. Therefore, as ivabradine is designed as a "pure" heart rate-lowering drug by selectively acting on the If channels, it may offer a more favorable side effect profile due to its lower likelihood of causing serious adverse effects.
- Accession Number
- DBSALT002999
- Structure
- Synonyms
- Not Available
- UNII
- K6SGA5L3AB
- CAS Number
- 1086026-42-7
- Weight
-
Average: 558.628
Monoisotopic: 558.257730812 - Chemical Formula
- C29H38N2O9
- InChI Key
- BOHZBFAHOBOJOS-ZMBIFBSDSA-N
- InChI
-
InChI=1S/C27H36N2O5.C2H2O4/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;3-1(4)2(5)6/h12-14,16,21H,6-11,15,17H2,1-5H3;(H,3,4)(H,5,6)/t21-;/m1./s1
- IUPAC Name
-
3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino)propyl]-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one; oxalic acid
- SMILES
-
OC(=O)C(O)=O.COC1=C(OC)C=C2[C@@H](CN(C)CCCN3CCC4=CC(OC)=C(OC)C=C4CC3=O)CC2=C1
- External Links
-
- ChemSpider
- 81368155
- Predicted Properties
-
Property Value Source Water Solubility 0.0202 mg/mL ALOGPS logP 3.17 ALOGPS logP 2.72 Chemaxon logS -4.4 ALOGPS pKa (Strongest Basic) 9.37 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 60.47 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 133.51 m3·mol-1 Chemaxon Polarizability 54.51 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon