Ivabradine
Title: Ivabradine
CAS Registry Number: 155974-00-8
CAS Name: 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-2H-3-benzazepin-2-one
Additional Names: 7,8-dimethoxy-3-[3-[[(1S)-(4,5-dimethoxybenzocyclobutan-1-yl)methyl]methylamino]propyl]-1,3,4,5-tetrahydro-2H-benzazepin-2-one
Manufacturers' Codes: S-16257
Molecular Formula: C27H36N2O5
Molecular Weight: 468.59
Percent Composition: C 69.21%, H 7.74%, N 5.98%, O 17.07%
Literature References: Selective bradycardic agent with direct effect on the pacemaker If current of the sinoatrial node. Prepn: J.-L. Peglion et al., EP 534859; eidem, US 5296482 (1993, 1994 both to ADIR). In vitro electrophysiological effects: C. Thollon et al,. Br. J. Pharmacol. 112, 37 (1994). LC-MS determn in plasma: M. François-Bouchard et al., J. Chromatogr. B 745, 261 (2000). Clinical pharmacokinetics: I. Ragueneau et al., Clin. Pharmacol. Ther. 64, 192 (1998). Clinical trial in stable angina: J. S. Borer et al., Circulation 107, 817 (2003). Series of articles on pharmacology and clinical experience: Eur. Heart J. Suppl. 5, Suppl. G, G26-G56 (2003). Review of mechanism of action: D. DiFrancesco, J. A. Camm, Drugs 64, 1757-1765 (2004).
 
Derivative Type: Hydrochloride
CAS Registry Number: 148849-67-6
Manufacturers' Codes: S-16257-2
Trademarks: Procoralan (Servier); Corlentor (Servier)
Molecular Formula: C27H36N2O5.HCl
Molecular Weight: 505.05
Percent Composition: C 64.21%, H 7.38%, N 5.55%, O 15.84%, Cl 7.02%
Properties: Crystals from acetonitrile, mp 135-140°. [a]58921 +7.8°; [a]36521 +27.8° (c = 1% in DMSO).
Melting point: mp 135-140°
Optical Rotation: [a]58921 +7.8°; [a]36521 +27.8° (c = 1% in DMSO)
 
Derivative Type: (±)-Form
CAS Registry Number: 149470-60-0
Molecular Formula: C27H36N2O5
Molecular Weight: 468.59
Percent Composition: C 69.21%, H 7.74%, N 5.98%, O 17.07%
Properties: Crystals from ethyl acetate, mp 101-103°.
Melting point: mp 101-103°
 
Therap-Cat: Antianginal.
Keywords: Antianginal.

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