881-83-4

Basic information

• Product Name: 3-(Dimethylamino)-4'-bromopropiophenone Hydrochloride
• Synonyms: 3-(Dimethylamino)-4'-bromopropiophenone Hydrochloride
• CAS NO: 881-83-4
• Molecular Formula: C₁₁H₁₄BrNO*ClH
• Molecular Weight: 292.5999
• Mol File: 881-83-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 328.9°Cat760mmHg
• Flash Point: 152.7°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.000183mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3-(Dimethylamino)-4'-bromopropiophenone Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Dimethylamino)-4'-bromopropiophenone Hydrochloride(881-83-4)
• EPA Substance Registry System: 3-(Dimethylamino)-4'-bromopropiophenone Hydrochloride(881-83-4)

Safety Data

• Hazardous Substances Data: 881-83-4(Hazardous Substances Data)

Usage

General Description

3-(Dimethylamino)-4'-bromopropiophenone Hydrochloride is a chemical compound that is used in the synthesis of pharmaceuticals, specifically as a precursor in the production of various drugs. It is an organic compound consisting of a phenyl ring with a bromine substituent and a propionyl group, as well as a dimethylamino group attached to the phenyl ring. The hydrochloride form of the compound makes it more water-soluble and thus easier to handle in laboratory settings. This chemical is commonly used in the pharmaceutical industry for its properties as a reagent in drug synthesis and as a building block for various pharmaceutical compounds.

InChI:InChI=1/C11H14BrNO.ClH/c1-13(2)8-7-11(14)9-3-5-10(12)6-4-9;/h3-6H,7-8H2,1-2H3;1H

Upstream product

• 50-00-0 formaldehyd 
• 99-90-1 para-bromoacetophenone 
• 124-40-3 dimethyl amine 
• 30354-18-8 N,N-dimethyl(methylene)ammonium chloride 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 13552-48-2 1-(4-bromo-phenyl)-3-morpholin-4-yl-propan-1-one 
• 99057-88-2 4-Brom-β-formylamino-propiophenon 
• 50366-59-1 1-(4-Bromo-phenyl)-3-(propane-1-sulfonyl)-propan-1-one 
• 50366-53-5 1-(4-bromophenyl)-3-tosylpropan-1-one 
• 33777-87-6 2,6-bis<4-bromophenyl>pyridine 
• 88384-26-3 1-(4-bromo-phenyl)-3-dimethylamino-propan-1-ol 
• 123612-82-8 (Z)-3,4-Bis-(4-bromo-phenyl)-N,N,N',N'-tetramethyl-hex-3-ene-1,6-diamine 
• 81471-38-7 2-Amino-6-(4-bromphenyl)-pyrid-3-yl-phenylketon 
• 13552-49-3 1-(4-bromo-phenyl)-3-piperidino-propan-1-one 
• 1607450-29-2 2-(benzylamino)-6-(4-bromophenyl)-8,9-dihydro-3-methyl-3Hpyrimido[4,5-b][1,4]diazepin-4(7H)-one 

Relevant articles and documents

Synthesis of 4-(3-oxo-3-phenylpropyl)morpholin-4-ium chloride analogues and their inhibitory activities of nitric oxide production in lipopolysaccharide-induced BV2 cells

Based on our previous report that 3-morpholino-1-phenylpropan-1-one 2, one of the fluoxetine's simplified morpholino analogue, inhibited nitric oxide (NO) production, in this paper, various substituted benzene analogues with morpholine hydrochloride of 2 were synthesized and their inhibitory effects on NO production in lipopolysaccharide (LPS)-induced BV2 cells were tested. Among the synthesized compounds, 2-trifluoromethyl analogue 16n (IC50 = 8.6 μM) showed a significantly higher inhibitory activity than that of the parent compound 2a (IC50 > 50 μM) and suppressed NO production dose-dependently without cytotoxicity. Compound 16n also inhibited iNOS expression in LPS-induced BV2 cells at 2, 10 and 20 μM concentrations. These results suggest that compound 16n inhibited NO production by suppressing the expression of iNOS and can be used as a lead structure for developing new inhibitor of NO production.

Design of two alternative routes for the synthesis of naftifine and analogues as potential antifungal agents

Two practical and efficient approaches have been implemented as alternative procedures for the synthesis of naftifine and novel diversely substituted analogues 16 and 20 in good to excellent yields, mediated by Mannich-type reactions as the key step of the processes. In these approaches, theγ-aminoalcohols 15 and 19 were obtained as the key intermediates and their subsequent dehydration catalyzed either by Br?nsted acids like H2SO4 and HCl or Lewis acid like AlCl3, respectively, led to naftifine, along with the target allylamines 16 and 20. The antifungal assay results showed that intermediates 18 (bearing both a β-aminoketo- and N-methyl functionalities in their structures) and products 20 were the most active. Particularly, structures 18b, 18c, and the allylamine 20c showed the lowest MIC values, in the 0.5-7.8 μg/mL range, against the dermatophytes Trichophyton rubrum and Trichophyton mentagrophytes. Interesting enough, compound 18b bearing a 4-Br as the substituent of the phenyl ring, also displayed high activity against Candida albicans and Cryptococcus neoformans with MIC80 = 7.8 μg/mL, being fungicide rather than fungistatic with a relevant MFC value = 15.6 μg/mL against C. neoformans.

Photophysical properties and OLED performance of light-emitting platinum(ii) complexes

The synthesis, photophysical properties and application as emitters in solution-processed multi-layer organic light-emitting diodes (OLEDs) of a series of blue-green to red light-emitting phosphorescent platinum(ii) complexes are reported. These complexes consist of phenylisoquinoline, substituted phenylpyridines or tetrahydroquinolines as C^N cyclometalating ligands and dipivaloylmethane as an ancillary ligand. Depending on both the structure of the C^N cyclometalating ligands and the dopant concentration in the matrix, these platinum(ii) complexes exhibit different aggregation tendencies. This property affects the photoluminescence spectra of the investigated compounds and colour-stability of the fabricated OLEDs. Using the blue-green to yellow-green emitting complexes, the best results were obtained with the 2-(4- trifluoromethylphenyl)-5,6,7,8-tetrahydroquinoline based platinum(ii) complex. A maximum luminous efficiency of 4.88 cd A-1 and a power efficiency of 4.65 lm W-1, respectively, were achieved. Employing the red emitting phenylisoquinoline based complex as an emitter, colour-stable and efficient (4.71 cd A-1, 5.12 lm W-1) devices were obtained.