654655-80-8

Basic information

• Product Name: Bedaquiline (Mixture of DiastereoMers)
• Synonyms: Bedaquiline (Mixture of DiastereoMers)
• CAS NO: 654655-80-8
• Molecular Formula: C₃₂H₃₁BrN₂O₂
• Molecular Weight: 555.50474
• Product Categories: Aromatics;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics, Heterocycles, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 654655-80-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 702.7±60.0 °C(Predicted)
• Appearance: /
• Density: 1.322±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Acetonitrile (Slightly, Heated) Chloroform (Slightly, Heated), DMSO (Slightly)
• PKA: 13.05±0.29(Predicted)
• CAS DataBase Reference: Bedaquiline (Mixture of DiastereoMers)(CAS DataBase Reference)
• NIST Chemistry Reference: Bedaquiline (Mixture of DiastereoMers)(654655-80-8)
• EPA Substance Registry System: Bedaquiline (Mixture of DiastereoMers)(654655-80-8)

Safety Data

• Hazardous Substances Data: 654655-80-8(Hazardous Substances Data)

Usage

Uses

Bedaquiline is a diarylquinoline derivative that acts as a mycobacterial inhibitor. Bedaquiline shows promise as potential drug in the treatment of tuberculosis.

Upstream product

• 654655-69-3 3-benzyl-6-bromo-2-methoxyquinoline 
• 2631-61-0 3-dimethylamino-1-(naphthalen-2-yl)propan-1-one hydrochloride 
• 924632-90-6 (±)-3-bromo-3-(bromo(phenyl)methyl)-2-methoxyquinoline 
• 10320-49-7 3-(dimethylamino)-1-(1-naphthalenyl)-1-propanone 
• 1189178-87-7 6-bromo-3-[chloro(phenyl)methyl]-2-methoxyquinoline 
• 941-98-0 1'-naphthacetophenone 
• 66-77-3 1-naphthaldehyde 
• 654655-68-2 3-benzyl-6-bromo-2-chloro-quinoline 
• 316146-27-7 N-(4-bromophenyl)-3-phenylpropanamide 
• 106-40-1 4-bromo-aniline 
• 654653-93-7 rac-(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-dimethylamino-2-(1-naphthyl)-1-phenylbutan-2-ol 

Downstream Products

• 1032468-55-5 C₃₂H₂₉BrN₂O 
• 916800-77-6 C₃₃H₃₂N₂O₃ 
• 654655-69-3 3-benzyl-6-bromo-2-methoxyquinoline 
• 10320-49-7 3-(dimethylamino)-1-(1-naphthalenyl)-1-propanone 
• 843663-66-1 bedaquiline 
• 845533-86-0 [4-(6-bromo-2-methoxyquinolin-3-yl)-3-hydroxy-3-(naphthalen-1-yl)-4-phenylbutyl]dimethylazanium 3-carboxyprop-2-enoate 
• 2752-87-6 3-(dimethylamino)-1-(naphthalen-2-yl)propan-1-one 

Relevant articles and documents

PROCESS FOR PREPARING (1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-dimethylamino-2-(1-naphthyl)-1-phenyl-butan-2-ol AND PHARMACEUTICALLY ACCEPTABLE SALT

The present invention relates to a process for the preparation of bedaquiline ((1R, 2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-dimethylamino-2-(1-naphthyl)-1-phenyl-butan-2-ol) or a pharmaceutically acceptable salt thereof, the process comprising: isolating (1R, 2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-dimethylamino-2-(1-naphthyl)-1-phenyl-butan-2-ol. The method can achieve large-scale preparation, so that the preparation method is an economical preparation method and has high yield.

Preparation method of bedaquiline

The invention provides a method for preparing bedaquiline shown as a formula IV (See the specification). The method comprises the step of reacting a compound II with a compound III. According to the method disclosed by the invention, the ultralow-temperat

Beda quinoline preparation method

The invention discloses a preparation method for bedaquiline. The preparation method comprises the following steps: enabling a compound (9) to be reacted with a reducing agent in a solvent; and then collecting racemate of bedaquiline from a reaction product. The preparation method has the advantages that the compound (9) is a novel compound which has not been reported in literature; the racemate of bedaquiline is prepared from a compound (8) and the compound (9); the obtained product is greatly increased in yield (greater than 47%) which is remarkably greater than the yield (26%) in the original patent; and the obtained racemate of bedaquiline is high in purity, stable and controllable in quality, and beneficial for subsequent resolution reaction, and has relatively great positive effects and relatively high practical application value. The reaction formula is shown as follows: a FORMULA as shown in the description.