Ivabradine hydrochloride

  • CAS No.: 148849-67-6
  • Purity: 99%
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Reputable factory supply Ivabradine hydrochloride 148849-67-6 in stock with high standard

  • Molecular Formula: C27H36N2O5.HCl
  • Molecular Weight: 505.054
  • Vapor Pressure: 1.24E-15mmHg at 25°C 
  • Melting Point: 193-196?C 
  • Boiling Point: 626.9 °C at 760 mmHg 
  • Flash Point: 332.9 °C 
  • PSA: 60.47000 
  • LogP: 4.04990 

Ivabradine hydrochloride(Cas 148849-67-6) Usage

Biochem/physiol Actions

Ivabradine is used to treat chronic heart failure.

Drug interactions

Potentially hazardous interactions with other drugs Anti-arrhythmics: increased risk of ventricular arrhythmias with amiodarone and disopyramide. Antibacterials: concentration possibly increased by clarithromycin and telithromycin - avoid; increased risk of ventricular arrhythmias with erythromycin - avoid. Antifungals: concentration increased by ketoconazole - avoid; concentration increased by fluconazole - reduce initial ivabradine dose; concentration possibly increased by itraconazole - avoid. Antimalarials: increased risk of ventricular arrhythmias with mefloquine. Antipsychotics: increased risk of ventricular arrhythmias with pimozide. Antivirals: concentration possibly increased by ritonavir - avoid. Beta-blockers: increased risk of ventricular arrhythmias with sotalol. Calcium-channel blockers: concentration increased by diltiazem and verapamil - avoid. Grapefruit juice: ivabradine concentration increased. Pentamidine: increased risk of ventricular arrhythmias. St John’s wort: ivabradine concentration reduced - avoid.

Metabolism

Ivabradine is extensively metabolised by the liver and the gut by oxidation through cytochrome P450 3A4 (CYP3A4) only. The major active metabolite is N-desmethyl-ivabradine (S 18982) with an exposure about 40% of that of the parent compound. This active metabolite undergoes further metabolism by CYP3A4. Excretion of metabolites occurs to a similar extent via faeces and urine.

Definition

ChEBI: A hydrochloride obtained by combining ivabradine with one molar equivalent of hydrochloric acid. Used to treat patients with angina who have intolerance to beta blockers and/or heart failure.

Brand name

Procoralan

InChI:InChI=1/C27H36N2O5.ClH/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;1H/t21-;/m1./s1

148849-67-6 Relevant articles

AN IMPROVED PROCESS FOR THE SYNTHESIS OF IVABRADINE AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS

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, (2019/11/12)

: Disclosed herein is an improved proces...

Preparation method of high-purity ivabradine hydrochloride and intermediate thereof

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Paragraph 0056-0062, (2019/12/02)

The invention discloses a preparation me...

(1 S) - 4, 5 - dimethoxy - 1 - [(methylamino) methyl] benzocyclobutane preparation of hydrochloride salts of method

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, (2018/04/02)

The invention provides a preparation met...

A high-purity hydrochloric acid Ivabradine preparation method (by machine translation)

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Paragraph 0057; 0059-0062; 0063-0069, (2018/09/11)

The invention discloses a high-purity hy...

148849-67-6 Process route

3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
866783-13-3

1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride

ivabradine hydrochloride
148849-67-6,148849-68-7

ivabradine hydrochloride

Conditions
Conditions Yield
3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one; With hydrogen; palladium on activated charcoal; In ethanol; at 55 ℃; under 3750.38 Torr;
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride; In ethanol; water; at 20 - 85 ℃; under 22502.3 Torr;
85%
3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one; With palladium on activated charcoal; hydrogen; In ethanol; at 55 ℃; under 3750.38 Torr; Autoclave; Large scale;
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride; With palladium on activated charcoal; hydrogen; In ethanol; water; at 85 ℃; under 22502.3 Torr; Autoclave; Large scale;
85%
3-(2-[1,3]-dioxolan-2-yl-ethyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one; With palladium on activated charcoal; hydrogen; In ethanol; at 20 - 55 ℃; under 3750380 Torr; Autoclave; Inert atmosphere;
1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride; In ethanol; water; at 20 - 85 ℃; under 63756400 Torr; Inert atmosphere;
85%
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-dihydro-2H-3-benzazepin-2-one
1086026-31-4

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-dihydro-2H-3-benzazepin-2-one

ivabradine hydrochloride
148849-67-6,148849-68-7

ivabradine hydrochloride

Conditions
Conditions Yield
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-dihydro-2H-3-benzazepin-2-one; With palladium 10% on activated carbon; hydrogen; acetic acid; at 15 - 25 ℃; for 23h;
With hydrogenchloride; In ethyl acetate; isopropyl alcohol; at 0 - 10 ℃; for 1h;
93.5%
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-dihydro-2H-3-benzazepin-2-one; With palladium 10% on activated carbon; hydrogen; ammonium formate; In methanol; at 25 - 30 ℃;
With hydrogenchloride; In dichloromethane;
78%
With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In water; at 45 ℃; for 6h; under 7500.75 Torr;
Multi-step reaction with 2 steps
1: hydrogenchloride / acetonitrile / 20 - 25 °C
2: 5%-palladium/activated carbon; hydrogen / methanol / 18 h / 30 - 35 °C / 3000.3 - 3750.38 Torr / Autoclave
With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; In methanol; acetonitrile;
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-dihydro-2H-3-benzazepin-2-one; With palladium 10% on activated carbon; hydrogen; In methanol; at 25 - 30 ℃; under 5250.53 - 6000.6 Torr;
With hydrogenchloride; In dichloromethane; water;
24.48 g

148849-67-6 Upstream products

  • 866783-13-3
    866783-13-3

    1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride

  • 155974-00-8
    155974-00-8

    ivabradine

  • 35202-54-1
    35202-54-1

    3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile

  • 41234-23-5
    41234-23-5

    (R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid

148849-67-6 Downstream products

  • 155974-00-8
    155974-00-8

    ivabradine

  • 1462470-54-7
    1462470-54-7

    {2-[2-({3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-4,3,5-trien-7-yl]methyl}(methyl)-amino]propyl}amino)ethyl]-4,5-dimethoxyphenyl}acetic acid

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