5409-58-5

Basic information

• Product Name: (3-DIMETHYLAMINO)-1''-PROPIONAPTHONE HYDROCHLORIDE
• Synonyms: (3-DIMETHYLAMINO)-1''-PROPIONAPTHONE HYDROCHLORIDE;3-(diMethylaMino)-1-(naphthalen-1-yl)propan-1-one (HCl forM);3-(DiMethylaMino)-1-(naphthalen-1-yl)propan-1-one hydrochloride;3-(Dimethylamino)-1-(1-naphthalenyl)-1-propanone Hydrochloride;(3-DIMETHYLAMINO)-1''-PROPIOPTHONE HYDROCHLORIDE;Bedaquiline int-1 3-(Dimethylamino)-1-(naphthalen-1-yl)propan-1-one hydrochloride;-(DiMethylaMino)-1-(naphthalen-1-yl)propan-1-one hydrochloride;1-Propanone,3-(dimethylamino)-1-(1-naphthalenyl)-, hydrochloride (1:1)
• CAS NO: 5409-58-5
• Molecular Formula: C₁₅H₁₇NO*ClH
• Molecular Weight: 263.76252
• Product Categories: bedaquiline intermediates
• Mol File: 5409-58-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 165℃
• Boiling Point: 368.7°Cat760mmHg
• Flash Point: 139.4°C
• Appearance: /
• Density: 1.072g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Ethanol, Methanol, Water
• CAS DataBase Reference: (3-DIMETHYLAMINO)-1''-PROPIONAPTHONE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-DIMETHYLAMINO)-1''-PROPIONAPTHONE HYDROCHLORIDE(5409-58-5)
• EPA Substance Registry System: (3-DIMETHYLAMINO)-1''-PROPIONAPTHONE HYDROCHLORIDE(5409-58-5)

Safety Data

• Hazardous Substances Data: 5409-58-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

3-(Dimethylamino)-1-(1-naphthalenyl)-1-propanone Hydrochloride is a reactant used in the preparation of choline acetyltransferase (ChA) inhibitors.

Upstream product

• 941-98-0 1'-naphthacetophenone 
• 30354-18-8 N,N-dimethyl(methylene)ammonium chloride 
• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 843663-66-1 bedaquiline 
• 25033-19-6 1-cyclopropyl-naphthalene 
• 10320-49-7 3-(dimethylamino)-1-(1-naphthalenyl)-1-propanone 
• 50366-67-1 1-(naphthalen-1-yl)-3-(phenylsulfonyl)propan-1-one 
• 50366-68-2 1-(naphthalen-1-yl)-3-tosylpropan-1-one 
• 3314-38-3 3-naphthalen-1-yl-1-phenyl-4,5-dihydro-1H-pyrazole 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF BEDAQUILINE FUMARATE

The present disclosure relates to an improved process for the preparation of bedaquiline fumarate, comprising a step of preparing bedaquiline by reaction of 3-benzyl-6-bromo-2-methoxyquinoline 5 with 3-(dimethylamino)-l-(naphthalen-l-yl)propan-l-one 4 in the presence of lithium pyrrolidide.

Synthesis and anti-tubercular activity of conformationally-constrained and bisquinoline analogs of TMC207

One of the most significant breakthroughs in the battle against tuberculosis is the recent approval of the quinoline compound, TMC207, for the treatment of drug-resistant tuberculosis. To gain insight into the molecular determinants of the activity of TMC207 and to evaluate the scope of quinoline compounds as anti-tubercular agents, we synthesized a series of TMC207 derivatives and evaluated their anti-tubercular activity. Making the lateral chain of the drug rigid by linking it to an adjacent phenyl substituent resulted in a decrease in activity. In contrast, replacing a phenyl substituent of TMC207 with a quinoline moiety gave bisquinolines that demonstrated potent anti-tubercular activity in in vitro experiments, in ex vivo mouse bone marrow macrophage assays, and also in the in vivo mouse model of the disease. These results provide new guiding principles for modifying the TMC207 scaffold to develop efficacious anti-tubercular drugs and set the stage for the development of bisquinolines as a promising new class of anti-tubercular agents.

DIHYDROIMIDAZOTHIAZOLE DERIVATIVES

Compounds of formula (I): or pharmaceutically acceptable salts thereof, exhibit 5-HT1A agonism in addition to noradrenaline reuptake inhibition and optionally also 5-HT reuptake inhibition are useful for the treatment of obesity.