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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
Molecular Weight:
427.54
MDL Number:
MFCD00864690
MOL File:
95635-55-5.mol
MSDS File:
SDS
Last updated:2023-05-26 13:35:54

Ranolazine Properties

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)
FDA UNII A6IEZ5M406
NCI Drug Dictionary Ranexa
ATC code C01EB18

Pharmacokinetic data

Protein binding 62%
Excreted unchanged in urine <5 (75% as metabolites)
Volume of distribution 180 Litres
Biological half-life 7 / Increased

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
HS Code  2933595960

Ranolazine price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1598744 Ranolazine United States Pharmacopeia (USP) Reference Standard 95635-55-5 100MG $400 2022-05-15 Buy
TRC R122500 Ranolazine 95635-55-5 500mg $395 2021-12-16 Buy
Biorbyt Ltd orb546191 Ranolazine >98% 95635-55-5 10mg $119 2021-12-16 Buy
ChemScene CS-2292 Ranolazine 98.38% 95635-55-5 100mg $120 2021-12-16 Buy
Biosynth Carbosynth BD164322 Ranolazine 95635-55-5 250mg $125 2021-12-16 Buy
Product number Packaging Price Buy
1598744 100MG $400 Buy
R122500 500mg $395 Buy
orb546191 10mg $119 Buy
CS-2292 100mg $120 Buy
BD164322 250mg $125 Buy

Ranolazine Chemical Properties,Uses,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.

Synthesis_95635-55-5

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.

2210-74-4
5294-61-1
95635-55-5
Synthesis of Ranolazine from Guaiacol glycidyl ether and N-(2,6-Diphenylmethyl)-1-piperazine acetylamine

Ranolazine Preparation Products And Raw materials

Global( 375)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
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View Lastest Price from Ranolazine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ranolazine pictures 2024-03-16 Ranolazine
95635-55-5
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Ranolazine pictures 2022-12-23 Ranolazine
95635-55-5
US $9.90 / kg 1kg 99% 1000kg Hebei Duling International Trade Co. LTD
Ranolazine pictures 2021-12-23 Ranolazine
95635-55-5
US $300.00 / KG 1g 99% 50kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Ranolazine pictures
  • Ranolazine
    95635-55-5
  • US $0.00 / KG
  • 98%+
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Ranolazine pictures
  • Ranolazine
    95635-55-5
  • US $9.90 / kg
  • 99%
  • Hebei Duling International Trade Co. LTD
  • Ranolazine pictures
  • Ranolazine
    95635-55-5
  • US $300.00 / KG
  • 99%
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

Ranolazine Spectrum

1- 3-(2-Methoxyphenoxy)-2-hydroxypropyl -4- ... 1-Piperazineacetamide,N-(2,6-dimethylphenyl)-4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]- N-(2,6-dimethylphenyl)-2-[4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl]ethanamide N-(2,6-diMethylphenyl)-2-{4-[(2R)-2-hydroxy-3-(2-Methoxyphenoxy)propyl]piperazin-1-yl}acetaMide Ranolazine(Ranexa) 100MG/500MG/1KG Ranolazine N-(2,6-Dimethylphenyl)-2-[4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl]acetamide Ranolazine (100 mg) RANOLAZINE n-(2,6-dimethylphenyl)-2-[4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl]acetamide 1-[3-(2-methoxyphenoxy)-2-hydroxypropyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethy]piperazine CVT 303 Renexa RS 43285-003 (142387-99-3) ranolazine Ranolazine (CVT303, RS43285-003 Ranolazine (1598744) Renault oxazine Ranexa Ranolazine N-(2,6-Dimethylphenyl)-4-[2-hydroxy-3-(2- methoxyphenoxy)propyl]-1-piperazineacetamide 95635-55-5 96535-55-5 95635-56-5 C24H33N3O4 Aromatics Heterocycles Intermediates & Fine Chemicals Inhibitors RANEXA Pharmaceuticals Antianginal API APIs