CAS 155974-00-8|Ivabradine

Introduction:Basic information about CAS 155974-00-8|Ivabradine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameIvabradine
CAS Number155974-00-8Molecular Weight468.585
Density1.1±0.1 g/cm3Boiling Point626.9±55.0 °C at 760 mmHg
Molecular FormulaC27H36N2O5Melting Point/
MSDS/Flash Point332.9±31.5 °C

Names

Nameivabradine
SynonymMore Synonyms

Ivabradine BiologicalActivity

DescriptionIvabradine is a potent and orally active HCN (hyperpolarization-activated cyclic nucleotide-gated) channel blocker that inhibits the cardiac pacemaker current (If). Ivabradine reduces dose-dependently heart rate without modification of blood pressure. Ivabradine shows anticonvulsant, anti-ischaemic and anti-anginal activity[1][2][3][4].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>HCN Channel
In VivoIvabradine (1, 10, 20 mg/kg; i.p.) shows anticonvulsant and neuroprotective action in mice[3]. Ivabradine (5, 10, 20 mg/kg;p.o.; daily for 1 weeks) lowers heart rate in mice with enhanced sympathoadrenergic activities[4]. Animal Model: 25-30 g, 6 weeks male Swiss mice[3] Dosage: 1, 10, 20 mg/kg Administration: I.p.; for 3 days Result: Attenuated PTZ- and PICRO-induced seizures while presented an antioxidant effect in allbrain areas studied, and reduced cleaved caspase-3 expression in the CA1 and DG region of PICRO- and PTZ-treated mice, respectively. Animal Model: 3-4 months transgenic (TG) mice with cardiac-restricted overexpression of b2AR[4] Dosage: 5, 10, 20 mg/kg Administration: P.o; daily for 1 weeks Result: Reduced the maximal HR increase in response to the b-agonist isoproterenol, without modifying the response of contractile parameters at 10 mg/kg.
References

[1]. Tardif JC, et al. Efficacy of ivabradine, a new selective I(f) inhibitor, compared with atenolol in patients with chronic stable angina. Eur Heart J. 2005 Dec;26(23):2529-36.

[2]. Mulder P, et al. Heart rate slowing for myocardial dysfunction/heart failure. Adv Cardiol. 2006;43:97-105.

[3]. Cavalcante TMB, et al. Ivabradine possesses anticonvulsant and neuroprotective action in mice. Biomed Pharmacother. 2019 Jan;109:2499-2512.

[4]. Du XJ, et al. I(f) channel inhibitor ivabradine lowers heart rate in mice with enhanced sympathoadrenergic activities. Br J Pharmacol. 2004 May;142(1):107-12.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point626.9±55.0 °C at 760 mmHg
Molecular FormulaC27H36N2O5
Molecular Weight468.585
Flash Point332.9±31.5 °C
Exact Mass468.262421
PSA60.47000
LogP3.69
Vapour Pressure0.0±1.8 mmHg at 25°C
Index of Refraction1.560
InChIKeyACRHBAYQBXXRTO-OAQYLSRUSA-N
SMILESCOc1cc2c(cc1OC)CC(=O)N(CCCN(C)CC1Cc3cc(OC)c(OC)cc31)CC2

Synonyms

Ivabradine [INN]
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
[14C]-Ivabradine
3-{3-[{[(7S)-3,4-dimethoxybicyclo[4,2,0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]-propyl}-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one
UNII-3H48L0LPZQ
Ivabradine
3-(3-((((7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl)(methyl)amino)propyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one
Procoralan
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-
3-{3-[{[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]propyl}-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one
Corlanor
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
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