21172-43-0

Basic information

• Product Name: Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester
• Synonyms: Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester;Cinacalcet Impurity 14
• CAS NO: 21172-43-0
• Molecular Formula: C₁₁H₁₃F₃O₃S
• Molecular Weight: 282.2793296
• Mol File: 21172-43-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 365.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.305±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester(21172-43-0)
• EPA Substance Registry System: Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester(21172-43-0)

Safety Data

• Hazardous Substances Data: 21172-43-0(Hazardous Substances Data)

Usage

Description

Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester is a chemical compound that is identified as an impurity in Cinacalcet, a calcimimetic drug used for the treatment of secondary hyperparathyroidism. This ester is characterized by its methanesulfonic acid functional group and a 3-trifluoromethylphenylpropyl ester moiety, which contribute to its specific chemical properties and interactions.

Uses

Used in Pharmaceutical Industry:
Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester is used as an impurity in the production of Cinacalcet (C441800) for the treatment of secondary hyperparathyroidism. Its presence in the drug formulation is essential for understanding the safety and efficacy of the medication, as it may contribute to potential side effects or interactions with other compounds.
As an impurity in Cinacalcet, Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester plays a role in the overall pharmacological profile of the drug. It is crucial to monitor and control the levels of this impurity to ensure the safety and effectiveness of Cinacalcet in treating elevated parathyroid hormone levels.

Upstream product

• 585-50-2 3-(3-trifluoromethylphenyl)propanoic acid 
• 294856-02-3 methyl 3-(3-(trifluoromethyl)phenyl)propanoate 
• 21172-41-8 3-[3-(trifluoromethyl)phenyl]propanal 
• 78573-45-2 3-[3-(trifluoromethyl)phenyl]propan-1-ol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 1206633-34-2 C₂₃H₂₄F₃N 
• 226256-56-0 cinacalcet 
• 364782-34-3 cinacalcet hydrochloride 
• 1204313-94-9 C₃₃H₃₁F₆NO₂ 
• 1204313-91-6 (R)-tert-butyl (1-(naphthalen-1-yl)ethyl)(3-(3-(trifluoromethyl)phenyl)propyl)carbamate 

Relevant articles and documents

Cinacalcet hydrochloride preparation method

The invention provides a cinacalcet hydrochloride preparation method, wherein the cinacalcet hydrochloride finished product is obtained by using 3-(3-trifluoromethylphenyl)propanol and (R)-(+)-1-(1-naphthyl)ethylamine as starting raw materials through two-step chemical reaction, one-step salt formation and two-step purification. According to the present invention, the method has characteristics ofsimple process, easily-available raw materials, economy and environmental protection, easily achieves industrialization, and can promote the economic and technological development of cinacalcet hydrochloride bulk drugs.

Method for synthesizing calcimimetic cinacalcet hydrochloride

The invention provides a method for synthesizing calcimimetic cinacalcet hydrochloride; the method comprises the steps of preparing methylsulfonyl-3-(3-trifluoromethylphenyl)propionate; preparing (R)-(+)-1-(1-naphthyl)ethyltribenzyllamine; preparing N-((1R)-1-(1-napthyl)ethyl)-3-(3-(trifluoromethyl)phenyl)propyl-1-tribenzylamine; preparing N-((1R)-1-(1-napthyl)ethyl)-3-(3-(trifluoromethyl)phenyl)propylamine hydrochloride. The synthetic route of the method has the advantages of low price and easy access of materials, good operational simplicity, high yield and the like.

Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C?C Bond Formation

The enantioselective oxyarylation of (E)-6-aryl-1-silyloxylhex-3-ene was achieved using a lactate-based chiral hypervalent iodine(III) reagent in the presence of boron trifluoride diethyl etherate. The silyl ether promotes the oxidative cyclization, and enhances the enantioselectivity. In addition, the corresponding aminoarylation was achieved.