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
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