2138-34-3

Basic information

• Product Name: 3-(Dimethylamino)-4'-bromopropiophenone
• Synonyms: 3-(Dimethylamino)-4'-bromopropiophenone
• CAS NO: 2138-34-3
• Molecular Formula: C₁₁H₁₄BrNO
• Molecular Weight: 256.13896
• Product Categories: Amines;Aromatics;Amines, Aromatics
• Mol File: 2138-34-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 3-(Dimethylamino)-4'-bromopropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Dimethylamino)-4'-bromopropiophenone(2138-34-3)
• EPA Substance Registry System: 3-(Dimethylamino)-4'-bromopropiophenone(2138-34-3)

Safety Data

• Hazardous Substances Data: 2138-34-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(Dimethylamino)-4'-bromopropiophenone is used as a key intermediate in the synthesis of pyridine derivatives, which are known for their antidepressant properties. Its incorporation in the production process aids in the development of new and effective treatments for depression, contributing to the advancement of mental health medications.

Upstream product

• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 99-90-1 para-bromoacetophenone 
• 85020-75-3 1-(4-bromophenyl)-2-propyn-1-ol 
• 1122-91-4 4-bromo-benzaldehyde 
• 124-40-3 dimethyl amine 
• 54012-24-7 1-(4-bromophenyl)-2-propyn-1-one 
• 1826-67-1 vinyl magnesium bromide 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 

Downstream Products

• 1236376-33-2 3-(4-bromophenyl)-3-(2-dimethylaminoethyl)isochroman-1-one 
• 82103-82-0 (Z)-1-(4-bromophenyl)-3-pthalimido-1-(3-pyridyl)propene 
• 82103-83-1 (E)-1-(4-bromophenyl)-3-pthalimido-1-(3-pyridyl)propene 
• 60324-67-6 (Z)-3-(4-bromophenyl)-3-(3-pyridyl)allylamine 
• 56775-88-3 Zimelidine 
• 60324-58-5 A 31119 
• 56775-89-4 (E)-3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridyl)allylamine 
• 579490-13-4 3-(4-{2-[bis-(4-fluoro-phenyl)-methoxy]-ethyl}-piperazin-1-yl)-1-(4-bromo-phenyl)-propan-1-one 
• 579490-11-2 3-[4-(2-benzhydryloxy-ethyl)-piperazin-1-yl]-1-(4-bromo-phenyl)-propan-1-one 
• 99217-21-7 2-(4-bromophenyl)-5-propylpyridine 
• 99217-20-6 2-(4-bromophenyl)-5-ethylpyridine 
• 108257-96-1 1-[6-(4-Bromo-phenyl)-3-ethyl-3,4-dihydro-2H-pyran-2-yl]-piperidine 

Relevant articles and documents

Metal-free synthesis of β-aminoketones by the reductive hydroamination of ynones

This study describes a cascade method for the synthesis of β-aminoketones through the reductive hydroamination of alkynes under very mild metal-free conditions. It allows for the rapid conversion of ynones and amines into corresponding β-aminoketones with a broad substrate scope and diverse functionalities. This straightforward and easy-to-handle reaction process can be successfully applied for the synthesis of Proroxan and Propipocaine, offering a potential option for the synthesis of drug molecules with the β-aminoketone skeleton.

Design, synthesis and biological evaluation of novel triaryldimethylaminobutan-2-ol derivatives against Mycobacterium tuberculosis

Bedaquiline (TMC207), a typical diarylquinoline anti-tuberculosis drug, has been approved by FDA to specifically treat MDR-TB. Herein we describe design, synthesis, and in vitro biological evaluation against Mycobacterium tuberculosis of a series of triaryldimethylaminobutan-2-ol derivatives obtaining from the structural modification of TMC207. Compounds 23, 25, 28, 32, 39 and 43 provided superior anti-mycobacterial activity than positive control PC01 which shows the same configuration and contains TMC207. Compounds 16, 20, 29, 34, 37, 45 and 47 exhibited the similar activity to positive control PC01. Most importantly, the series of compounds showed excellent activity against XDR-Mtb. The result of acute toxicity suggested that this class of triaryldimethylaminobutan-2-ol derivatives should be graded as low. Further SAR analysis indicates that a large steric bulk of triaryl and 7-Br, 3-OCH3 on 1-naphthyl are critical.

PYRIDINE DERIVATIVES AND APPLICATION OF ANTI-MACOBACTERIUM THEREOF

The present invention provides a series of pyridine derivatives and their preparation method and application thereof. The series of pyridine derivatives can be applied to treating mycobacterium-related diseases, especially to treatments of fatal mycobacterium-related diseases. The fatal diseases may be related to mycobacterium tuberculosis, mycobacterium bovis, mycobacterium avium, and mycobacterium marinum.

AROMATIC BUTAN-2-OL COMPOUNDS, PREPARATION METHODS AND USES THEREOF

The present invention relates to aromatic butan-2-ol compounds and preparation methods and uses thereof. Specifically, the present invention relates to the compound of Formula I, or an optical isomer, racemate, diastereomer, pharmaceutically acceptable salt or solvate thereof: wherein each of the substituents have the definitions as given in the specification. The present invention further relates to a pharmaceutical composition containing the compound, and the use of the compound in manufacture of a medicament for the treatment and/or prophylaxis of a disease or disorder caused by tubercle bacillus infection. The compound of Formula I of the present invention has advantages in treatment and/or prophylaxis of a disease or disorder caused by tubercle bacillus infection.

Synthesis and pharmacological evaluation of 3-aryl-3-azolylpropan-1-amines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors

A series of 3-aryl-3-azolylpropan-1-amines was prepared and screened for its capability of inhibiting monoamine reuptake. Analogs with nanomolar potency, good human in vitro microsomal stability, and low drug-drug interaction potential were described. In

Optimization of isochromanone based urotensin II receptor agonists

A series of novel isochromanone based urotensin II receptor agonists have been synthesized and evaluated for their activity using a functional cell based assay (R-SAT). Several potent and efficacious derivatives were identified with 3-(3,4-dichlorophenyl)-6,7-dimethyl-3-(2-dimethylaminoethyl)isochroman-1-one (28) being the most potent compound showing an EC50-value of 51 nM, thereby being the most potent compound so far within the isochromanone series. In addition, two other heterocyclic systems (isochromanes and tetrahydroisoquinolinones) were investigated and these derivatives were found to be both potent and efficacious. The activity of the isochromane derivatives implies that the carbonyl group of the isochromanone is not necessary for activity. Furthermore it was found that the geometry of the heterocycles was more important for receptor interaction than the composition of the heteroatoms present.

SUBSTITUTED PHENYL PROPYL AMINES AS HISTAMINE H3 RECEPTOR AND SEROTONIN TRANSPORTER MODULATORS

Certain substituted phenyl propyl amine compounds are histamine H3 receptor and/or serotonin transporter modulators useful in the treatment of histamine H3 receptor- and/or serotonin-mediated diseases.

Synthesis and biological evaluation of diamine-based histamine H3 antagonists with serotonin reuptake inhibitor activity

The synthesis and structure-activity relationships of a series of novel phenoxyphenyl diamine derivatives with affinity for both the histamine H3 receptor and the serotonin transporter is described.

Further exploration of 1-{2-[Bis-(4-fluorophenyl)methoxy]ethyl}piperazine (GBR 12909): Role of N-aromatic, N-heteroaromatic, and 3-oxygenated N-phenylpropyl substituents on affinity for the dopamine and serotonin transporter

A series of N-aromatic, N-heteroaromatic, and oxygenated N-phenylpropyl derivatives of 1-(2-benzhydryloxyethyl)-piperazine and 1-{2-[bis-(4-fluorophenyl)methoxy]ethyl}piperazine, analogues of GBR 12909 (1a) and 12935 (1b), was synthesized and examined for their dopamine (DAT) and serotonin (SERT) transporter binding properties. One of these compounds, racemic 3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]-1-(3-fluorophenyl)-propan-1-ol (33), had DAT affinity as good as, or better than, GBR 12909 and 12935, and was more selective for DAT over SERT than the GBR compounds. Both trans- (43) and cis- (47) (±)-2-(4-{2-[bis-(4-fluorophenyl)-methoxy]ethyl}piperazin-1- ylmethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol had relatively good SERT selectivity and, as well, showed high affinity for SERT.

5-ALKYL-2-(4-BROMOPHENYL)PYRIDINES

The cyclization of 1-acryloyl-4-bromobenzene with trans-1-N-piperidino-1-alkenes gave 3-alkyl-6-(4-bromophenyl)-3,4-dihydro-2-N-piperidino-2H-pyrans.These products were converted by the action of hydroxylamine to 5-alkyl-2-(4-bromophenyl)pyridines.