ChemicalBook > CAS DataBase List > Ivabradine

Ivabradine

Product Name
Ivabradine
CAS No.
155974-00-8
Chemical Name
Ivabradine
Synonyms
Ivabradine sulfate;Ivabradine;Ivabridine –;Ivabradine API;Ivabradine USP/EP/BP;Ivabradine HCl Premix;Ivabradine(Hydrochloride form);3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one;3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methyl-amino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one;7-(3-((((R)-4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)Methyl)(Methyl)aMino)propyl)-2,3-diMethoxy-8,9-dihydro-5H-benzo[7]annulen-6(7H)-one
CBNumber
CB41178988
Molecular Formula
C27H36N2O5
Formula Weight
468.59
MOL File
155974-00-8.mol
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Ivabradine Property

Boiling point:
626.9±55.0 °C(Predicted)
Density 
1.146±0.06 g/cm3(Predicted)
pka
8.77±0.50(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AvaChem
Product number
2176B
Product name
Ivabradine
Packaging
10mg
Price
$39
Updated
2021/12/16
AvaChem
Product number
2176B
Product name
Ivabradine
Packaging
100mg
Price
$59
Updated
2021/12/16
AvaChem
Product number
2176B
Product name
Ivabradine
Packaging
1g
Price
$249
Updated
2021/12/16
AvaChem
Product number
2176B
Product name
Ivabradine
Packaging
10g
Price
$1190
Updated
2021/12/16
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Ivabradine Chemical Properties,Usage,Production

Description

Ivabradine is a first selective and specific If inhibitor that was approved by EMEA in November for symptomatic treatment of chronic stable angina pectoris in patients with normal sinus rhythm. This is the first agent to lower heart rate by inhibiting the cardiac pacemaker If current. The compound was discovered and developed by Servier and is currently being marketed in Ireland.

Definition

ChEBI: A member of the class of benzazepines that is 7,8-dimethoxy-1,3,4,5-tetrahydro-3-benzazepin-2-one in which the amide hydrogen is replaced by a [{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]propyl} group. Use (as its hydrochloride salt) to treat patients with angina who have intolerance to beta blockers and/or heart failure.

Synthesis

The convergent synthesis of ivabradine was accomplished by coupling the key benzocylclobutanyl amine 73 with oxadioxalane 76 in an in situ deprotection and amination as shown in Scheme 13. For the synthesis of the key amine 73, cyano group of compound 69 is reduced with borane-THF to give amine 70 in 90% yield, which was reacted with ethyl chloroformate to give carbamate 71 in 80% yield. Complete reduction of the carbamate was accomplished by refluxing with LAH in THF to give racemic methyl amine 72 in 92% yield, which was then resolved by crystallizing with N-acetyl ¨CL-glutamic acid to give chiral salt 73. Prior to the next step, the amine is converted to the hydrochloride salt.
The coupling partner 76 to make ivabradine was prepared from the azepinone 74 by first reacting with bromoethyldioxalane to give 75. The olefin in 75 was reduced by hydrogenating with palladium/carbon catalyst at 55??C to give 76. To the same pot, the amine 73 was added and hydrogenated to give reductive amination product ivabradine hydrochloride (X) in very good yields.

Ivabradine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ivabradine manufacturers

Hebei Mingeng Biotechnology Co., Ltd
Product
Ivabradine 155974-00-8
Price
US $200.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg/Month
Release date
2022-11-27
Shijiazhuang Gantuo Biotechnology Co., Ltd
Product
Ivabradine 155974-00-8
Price
US $100.00/mg
Min. Order
10mg
Purity
99%
Supply Ability
1000g
Release date
2023-03-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
ivabradine 155974-00-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-26

155974-00-8, IvabradineRelated Search:


  • 3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methyl-amino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
  • 3-[3-[[(8S)-3,4-dimethoxy-8-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
  • Ivabradine
  • Ivabridine –
  • 7-(3-((((R)-4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)Methyl)(Methyl)aMino)propyl)-2,3-diMethoxy-8,9-dihydro-5H-benzo[7]annulen-6(7H)-one
  • Ivabradine sulfate
  • Ivabradine(Hydrochloride form)
  • 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-
  • Ivabradine HCl Premix
  • Ivabradine USP/EP/BP
  • IvabradineQ: What is Ivabradine Q: What is the CAS Number of Ivabradine Q: What is the storage condition of Ivabradine Q: What are the applications of Ivabradine
  • Ivabradine API
  • 155974-00-8
  • API