Description References
ChemicalBook > CAS DataBase List > Ranolazine

Ranolazine

Description References
Product Name
Ranolazine
CAS No.
95635-55-5
Chemical Name
Ranolazine
Synonyms
Ranexa;Renexa;CVT 303;RANOLAZINE;RS 43285-003;100MG/500MG/1KG;Renault oxazine;Ranolazine(Ranexa);Ranolazine (100 mg);Ranolazine (1598744)
CBNumber
CB5195172
Molecular Formula
C24H33N3O4
Formula Weight
427.54
MOL File
95635-55-5.mol
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Ranolazine Property

Melting point:
119-1200C
Boiling point:
624.1±55.0 °C(Predicted)
Density 
1.174±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
14.06±0.20(Predicted)
color 
White
CAS DataBase Reference
95635-55-5(CAS DataBase Reference)
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Safety

HS Code 
2933595960
Hazardous Substances Data
95635-55-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1598744
Product name
Ranolazine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100MG
Price
$400
Updated
2022/05/15
TRC
Product number
R122500
Product name
Ranolazine
Packaging
500mg
Price
$395
Updated
2021/12/16
Biorbyt Ltd
Product number
orb546191
Product name
Ranolazine
Purity
>98%
Packaging
10mg
Price
$119
Updated
2021/12/16
ChemScene
Product number
CS-2292
Product name
Ranolazine
Purity
98.38%
Packaging
100mg
Price
$120
Updated
2021/12/16
Biosynth Carbosynth
Product number
BD164322
Product name
Ranolazine
Packaging
250mg
Price
$125
Updated
2021/12/16
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Ranolazine Chemical Properties,Usage,Production

Description

Ranolazine ([(+)N-(2,6-dimethylphenyl)-4(2-hydroxy-3-(2-methoxyphenoxy)-propyl)-1-piperazine acetamide dihydrochloride]) is an active piperazine derivative that was patented in 1986 and is available in an oral and intravenous form. Ranolazine is evidenced with anti-ischemic/antianginal properties in patients with chronic angina without clinically significant changes in heart rate or blood pressure.  
Ranolazine is used for the treatment of angina (chronic chest pain). Researches show it also has potential use in cardiovascular conditions such as heart failure, acute and chronic myocardial ischemia, certain types of cardiac sodium channel gene mutations, and ventricular and supraventricular arrhythmias.

References

[1] Bernard R. Chaitman, Ranolazine for the Treatment of Chronic Angina and Potential Use in Other Cardiovascular Conditions, New Drugs and Technologies, 2006, vol. 113, 2462-2472
[2] Bernard R. Chaitman, Sandra L. Skettino, John O. Parker, Peter Hanley, Jaroslav Meluzin, Jerzy Kuch and Carl J. Pepine, Anti-ischemic effects and long-term survival during ranolazine monotherapy in patients with chronic severe angina, Journal of the American College of Cardiology, 2004, vol. 43, 1375-1382

Description

Ranolazine is an orally available, extended release drug for the treatment of chronic angina in patients who have failed to respond to prior angina therapy. Chronic stable angina (CSA) is a common symptom of coronary artery disease wherein plaques in the coronary vasculature restrict blood flow to the heart, which in turn leads to insufficient oxygenation of the heart, typically during physical exertion or emotional stress. A vast majority of the existing anti-anginal and anti-ischemic therapies aim to correct the imbalance between myocardial oxygen demand and supply through mechanisms that produce reductions in heart rate or blood pressure.

Chemical Properties

White Solid

Originator

Roche Bioscience (US)

Uses

antianginal, antiischemic

Definition

ChEBI: N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide is an aromatic amide obtained by formal condensation of the carboxy group of 2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetic acid with the amino group of 2,6-dimethylaniline. It is a monocarboxylic acid amide, an aromatic amide, a N-alkylpiperazine, a secondary alcohol and a monomethoxybenzene.

brand name

Ranexa (Sensus).

General Description

Ranolazine, N-(2,6-dimethylphenyl)-2-[4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl]acetamide (Ranexa), is an antianginal medication thatwas approved by the Food and Drug Administration (FDA)in January 2006 for the treatment of chronic angina.Ranolazine is believed to elicit its effects by altering thetranscellular late sodium current. This, in turn, alters thesodium-dependent calcium channels during myocardial ischemia.Thus, ranolazine indirectly prevents the calciumoverload that is associated with cardiac ischemia.Ranolazine is metabolized by the cytochrome CYP3A enzymesin the liver.

Clinical Use

Add on therapy for angina

Synthesis

Two syntheses, one from the inventors at Roche and other from a group in Hungary, of Ranolazine have been described in the patent literature. The original synthesis is highlighted in the Scheme. Reaction of 2,6-dimethylaniline 46 with chloroacetyl chloride (47) in the presence of triethylamine for 4h at 0oC gave amide 48 in 82% yield. This chloro amide 48 was reacted with piperazine in refluxing ethanol for 2 h to give piperazinyl amide 50. Reaction of amide 50 with epoxide intermediate 53, prepared by reacting 2-methoxy phenol 51 with epichlorohydrin, in refluxing isopropanol for 3 h followed by treatment with HCl/methanol gave ranolazine dihydrochloride (VII) in 73% yield.

Drug interactions

Potentially hazardous interactions with other drugs
Anti-arrhythmics: avoid with disopyramide.
Antibacterials: concentration possibly increased by clarithromycin and telithromycin - avoid concomitant use; concentration reduced by rifampicin - avoid.
Antifungals: concentration increased by ketoconazole and possibly itraconazole, posaconazole and voriconazole - avoid.
Antivirals: concentration possibly increased by atazanavir, darunavir, fosamprenavir, indinavir, lopinavir, ritonavir, saquinavir and tipranavir - avoid.
Beta-blockers: avoid with sotalol.
Ciclosporin: concentration of both drugs possibly increased.
Grapefruit juice: concentration of ranolazine possibly increased - avoid.
Statins: concentration of simvastatin increased - maximum dose of simvastatin is 20 mg.
Tacrolimus: concentration of tacrolimus increased.

Metabolism

Extensively metabolised in the gastrointestinal tract and liver. Four main metabolites have been identified.
Approximately 75% of a dose is excreted in the urine with the remainder in the faeces.

Ranolazine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ranolazine manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Ranolazine 95635-55-5
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-10-24
Hebei Duling International Trade Co. LTD
Product
Ranolazine 95635-55-5
Price
US $9.90/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2023-01-06
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ranolazine 95635-55-5
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99.5~101.0%
Supply Ability
200KG/month
Release date
2021-07-03

95635-55-5, RanolazineRelated Search:


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  • 95635-55-5
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  • C24H33N3O4
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Inhibitors
  • RANEXA
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  • Antianginal
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