694495-47-1

Basic information

• Product Name: ent-Cinacalcet Hydrochloride
• Synonyms: ent-Cinacalcet Hydrochloride;(S)-N-(3-(3-(TrifluoroMethyl)phenyl)propyl)-1- -(1-napthyl)ethylaMine Hydrochloride;(αS)-α-Methyl-N-[3-[3-(trifluoroMethyl)phenyl)propyl]-1-napthaleneMethanaMine Hydrochloride;(S)-Cinacalcet;(S)-Cinacalcet HCl;(S)-Cinacalcet HCl (ent-Cinacalcet HCl);1-NaphthaleneMethanaMine, α-Methyl-N-[3-[3-(trifluoroMethyl)phenyl]propyl]-, (αS)-;(alphaS)-alpha-Methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethanamine
• CAS NO: 694495-47-1
• Molecular Formula: C22H23ClF3N
• Molecular Weight: 393.8729296
• Product Categories: Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 694495-47-1.mol
• Article Data: 63

Chemical Properties

• Melting Point: 179-181?C
• Appearance: /
• Storage Temp.: -20°C Freezer
• CAS DataBase Reference: ent-Cinacalcet Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: ent-Cinacalcet Hydrochloride(694495-47-1)
• EPA Substance Registry System: ent-Cinacalcet Hydrochloride(694495-47-1)

Safety Data

• Hazardous Substances Data: 694495-47-1(Hazardous Substances Data)

Usage

Description

Ent-Cinacalcet Hydrochloride is the (S) enantiomer of Cinacalcet, a pharmaceutical compound that has potential applications in the treatment of secondary hyperparathyroidism.
Used in Pharmaceutical Industry:
Ent-Cinacalcet Hydrochloride is used as a clinical trial agent for the treatment of secondary hyperparathyroidism, a condition characterized by the overactivity of the parathyroid glands, often as a result of chronic kidney disease or other factors. Its use in clinical trials aims to explore its efficacy and safety in managing this condition.

InChI:InChI=1/C22H22F3N.ClH/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25;/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3;1H/t16-;/m0./s1

Upstream product

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• 955373-56-5 (2E)-N-[(1R)-1-(1-naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]prop-2-en-1-amine 
• 3886-70-2 (R)-1-(1-Naphthyl)ethylamine 
• 21172-41-8 3-[3-(trifluoromethyl)phenyl]propanal 
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• 201230-82-2 carbon monoxide 
• 1095393-72-8 3-(3-trifluoromethyl-phenyl)-propynoic acid ((R)-1-naphthalen-1-yl-ethyl)-amide 
• 779-89-5 3-(trifluoromethyl)cinnamic acid 
• 78573-45-2 3-[3-(trifluoromethyl)phenyl]propan-1-ol 
• 41412-73-1 1-[3-chloroprop-1-en-1-yl]-3-(trifluoromethyl)benzene 
• 64189-17-9 3-<3-(trifluoromethyl)phenyl>prop-2-en-1-ol 
• 1279582-34-1 3-chloro-N-[(1R)-1-(naphthalen-1-yl)ethyl ]prop-2-en-1-amine 
• 779-89-5 3-(trifluoromethyl)cinnamic acid 
• 1201910-95-3 (R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimino]-N-[1-(1-naphthyl)ethylamine] 

Relevant articles and documents

Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols

We have developed a two-step protocol for iodotrimethylsilane-mediated deoxy-functionalization of primary and secondary alcohols to afford products containing a C?N, C?S, or C?O bond. In the first step the alcohol undergoes iodination with iodotrimethylsilane, and in the second, the iodine atom is replaced by a N, S, or O nucleophile. Compared with traditional Mitsunobu reaction, non-acidic pre-nucleophiles can be used, and the reaction proceeds with retention of configuration. This operationally simple, highly efficient protocol can be used for some natural products and small-molecule drugs containing hydroxy-group.

Preparation method of cinacalcet hydrochloride

The invention discloses a method for preparing cinacalcet hydrochloride. The method comprises the following steps: performing condensation reaction on m-trifluoromethyl benzaldehyde serving as a starting raw material and acetaldehyde to prepare m-trifluoromethyl cinnamyl aldehyde, directly obtaining an oxalate intermediate from the m-trifluoromethyl cinnamyl aldehyde and R-1-(1-naphthyl) ethyl amine by a one-pot method to avoid impurity increase caused by separation of an unstable intermediate namely imine, desalting oxalate, carrying out Pd/C catalytic hydrogenation to obtain cinacalcet, and carrying out a reaction on cinacalcet and hydrochloric acid to finally obtain cinacalcet hydrochloride. The synthesis method disclosed by the invention is green, environment-friendly, economical and practical, simple to operate and more beneficial to industrial production.

Bisulfite Addition Compounds as Substrates for Reductive Aminations in Water

Highly valued products resulting from reductive aminations utilizing shelf-stable bisulfite addition compounds of aldehydes can be made under aqueous micellar catalysis conditions. Readily available α-picolineborane serves as the stoichiometric hydride source. Recycling of the aqueous reaction medium is easily accomplished, and several applications to targets in the pharmaceutical industry are documented.