Ranolazine

Base Information

• Chemical Name: Ranolazine
• CAS No.: 142387-99-3
• Molecular Formula: C₂₄H₃₃N₃O₄
• Molecular Weight: 427.544
• Hs Code.: 2933990090
• Mol file: 142387-99-3.mol

Synonyms:Ranolazine intermediate

Chemical Property of Ranolazine

Chemical Property:

• Vapor Pressure: 1.94E-16mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 624.1°C at 760 mmHg
• Flash Point: 331.2°C
• PSA: 74.27000
• Density: 1.174g/cm³
• LogP: 2.25680
• Storage Temp.: RT
• Solubility.: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml).

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Ranolazine (142387-99-3) is an FDA-approved drug used for the treatment of chronic angina. It inhibits the late inward sodium current in heart muscle leading to decreased intracellular calcium levels.1?Ranolazine blocks Nav 1.4, 1.5, 1.7 and 1.8 (IC50‘s = 2.42, 6.22, 1.72(10.33), 21.53 μM respectively.
• Uses: Ranolazine is for the treatment of chronic angina. It should be used in combination with amlodipine, beta-blockers or nitrates.

Technology Process of Ranolazine

There total 27 articles about Ranolazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(RS)-2-(4-(3-chloro-2-hydroxyphenyl)piperazin-1-yl)-N-(2,6-dimethylphenyl)acetamide (1427177-23-8) + 2-methoxy-phenol (90-05-1) → Ranolazine (95635-55-5,142387-99-3)

Guidance literature:

With potassium carbonate; In water; at 90 ℃; for 5h;

DOI:10.1039/c3gc36997h

Reference yield: 87.4%

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide (5294-61-1) + 1-bromo-3-(2-methoxyphenoxy)-2-propyl alcohol → Ranolazine (95635-55-5,142387-99-3)

Guidance literature:

With potassium carbonate; In ethanol; toluene; for 3h; Solvent; Reagent/catalyst; Time; Temperature; Reflux;

Reference yield: 85.0%

2-(2-methoxy-phenoxymethyl)-oxirane (2210-74-4) + N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide (5294-61-1) → Ranolazine (95635-55-5,142387-99-3)

Guidance literature:

With Sulfated tungstate; at 70 ℃; for 2h; Green chemistry;

DOI:10.1016/j.tetlet.2013.09.065

upstream raw materials:

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

CVT-2513

2-chloro-N-(2,6-dimethylphenyl)acetamide

2-(2-methoxy-phenoxymethyl)-oxirane

Refernces

• 1、 Madivada, Lokeswara Rao,Anumala, Raghupathi Reddy,Gilla, Goverdhan,Kagga, Mukkanti,Bandichhor, Rakeshwar. "An efficient synthesis of 1-(2-Methoxyphenoxy)-2,3-epoxypropane: Key intermediate of β-adrenoblockers". . p. 1660 - 1664. Retrieved 2012.
• 2、 Sawant, Ganesh,Ghosh, Saptarshi,Banesh, Sooram,Bhaumik, Jayeeta,Chand Banerjee, Uttam. "In silico approach towards lipase mediated chemoenzymatic synthesis of (S)-ranolazine, as an anti-anginal drug". . p. 49150 - 49157. Retrieved 2016/06/09.
• 3、 Zhang, Xiaoli,Wang, Litao,Dong, Shuqing,Zhang, Xia,Wu, Qi,Zhao, Liang,Shi, Yanping. "Nanocellulose derivative/silica hybrid core-shell chiral stationary phase: Preparation and enantioseparation performance". supporting information. . Retrieved 2016/06/15.