41708-73-0

Basic information

• Product Name: N1-(2,6-DIMETHYLPHENYL)-2-BROMOPROPANAMIDE
• Synonyms: N1-(2,6-DIMETHYLPHENYL)-2-BROMOPROPANAMIDE;N-(2-BROMOPROPIONYL)-2,6-DIMETHYLBENZENAMINE;Bromo-N-(2,6-dimethylphenyl)propanamide;N-(2-Bromopropionyl)-2,6-xilidine;2-bromo-N-(2,6-dimethylphenyl)propionamide
• CAS NO: 41708-73-0
• Molecular Formula: C₁₁H₁₄BrNO
• Molecular Weight: 256.14
• Mol File: 41708-73-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 163 °C
• Boiling Point: 336.9°C at 760 mmHg
• Flash Point: 157.6°C
• Appearance: /
• Density: 1.383g/cm³
• Vapor Pressure: 0.000109mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: N1-(2,6-DIMETHYLPHENYL)-2-BROMOPROPANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N1-(2,6-DIMETHYLPHENYL)-2-BROMOPROPANAMIDE(41708-73-0)
• EPA Substance Registry System: N1-(2,6-DIMETHYLPHENYL)-2-BROMOPROPANAMIDE(41708-73-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 41708-73-0(Hazardous Substances Data)

Usage

General Description

N1-(2,6-DIMETHYLPHENYL)-2-BROMOPROPANAMIDE is a chemical compound that is used in the pharmaceutical industry as an intermediate for the synthesis of various pharmaceuticals. It is a derivative of 2-Bromopropanoic acid and contains a substituted phenyl group. N1-(2,6-DIMETHYLPHENYL)-2-BROMOPROPANAMIDE is a white solid that is soluble in organic solvents and has a molecular weight of 256.14 g/mol. It is commonly used in organic synthesis and medicinal chemistry research for the development of new pharmaceutical drugs.

InChI:InChI=1/C11H14BrNO/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12/h4-6,9H,1-3H3,(H,13,14)

Upstream product

• 563-76-8 α-bromopropionyl bromide 
• 87-62-7 2,6-dimethylaniline 
• 5875-25-2 2-bromo-propionic acid amide 
• 7148-74-5 2-Bromopropionyl chloride 

Downstream Products

• 110423-59-1 2-piperidino-propionic acid-(2,6-dimethyl-anilide) 
• 71344-61-1 2-phthalimidopropiono-2',6'-xylidide 
• 76213-24-6 2-iodo-2',6'-propionoxylidide 
• 60119-79-1 2-(N-ethyl-isopropylamino)-2',6'-propionoxylidide 
• 41708-72-9 tocainide 
• 135319-64-1 2-Azepan-1-yl-N-(2,6-dimethyl-phenyl)-propionamide 
• 39000-84-5 2-Diaethylamino-2',6'-propionoxylidid 
• 19216-39-8 N,N-dimethyl-alanine-(2,6-dimethyl-anilide) 

Relevant articles and documents

Comparative conventional and microwave assisted synthesis of heterocyclic oxadiazole analogues having enzymatic inhibition potential

A comparative microwave assisted and conventional synthetic strategies were applied to synthesize heterocyclic 1,3,4-oxadiazole analogues as active anti-enzymatic agents. Green synthesis of compound 1 was achieved by stirring 4-methoxybenzenesulfonyl chloride (a) and ethyl piperidine-4-carboxylate (b). Compound 1 was converted into respective hydrazide (2) by hydrazine and then into 1,3,4-oxadiazole (3) by CS2 on reflux. The electrophiles, N-alkyl/aralkyl/aryl-2-bromopropanamides (6a–p) were synthesized and converted to N-alkyl/aralkyl/aryl-2-propanamide derivatives (7a–p) by reaction with 3 under green chemistry. Microwave assisted method was found to be effective relative to conventional method. 13C-NMR, 1H-NMR and IR techniques were availed to corroborate structures of synthesized compounds and then subjected to screening against lipoxygenase (LOX), α-glucosidase, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes. A number of compounds presented better potential against these enzymes. The most active compounds against LOX and α-glucosidase enzymes were subjected to molecular docking study to explore their interactions with the active sites of the enzymes.

Microwave-assisted synthesis of triazole derivatives conjugated with piperidine as new anti-enzymatic agents

The current study was aimed for the study of piperidine-based triazole compounds for their biological potential against various enzymes. A novel library of compounds, 9a-r, having piperidine, 1,2,4-triazole, and propanamides was synthesized through consecutive steps including the formation of sulfonamide, hydrazide, 1,2,4-triazole, and thio-ether. Initially, 4-methoxybenzenesulfonyl chloride (1) and ethyl isonipecotate (2) were utilized to develop ethyl 1-(4-methoxyphenylsulfonyl)-4-piperidinecarboxylate (3). The product 3 was converted into respective hydrazide (4) which was further cyclized into 1,2,4-triazole (5) nucleus. A series of propanamides, 8a-r, were synthesized from different amines, 6a-r. These electrophiles, 8a-r, were reacted with compound 5 under conventional and microwave-assisted protocols to acquire the library of hybrids, 9a-r. The structural confirmations were availed by 1H-NMR, 13C-NMR, and IR techniques. The whole series was evaluated for biological potential against acetylcholinesterase (AChE) and α-glucosidase enzymes. The biological evaluation ranges low to high in potential for different compounds based on the structural variations of synthesized compounds. Almost all the compounds remained active against both the enzymes except a few ones. The bovine serum albumin (BSA) binding study demonstrated the flow of drug in the body, and the docking study explained the interactions responsible for active behavior of synthesized compounds.

Method for synthesizing alpha-bromopropionyl-2, 6-aminodimethylbenzene which is tocainide drug intermediate

Disclosed is a method for synthesizing alpha-bromopropionyl-2, 6-aminodimethylbenzene which is a tocainide drug intermediate. The method includes following steps: (i), adding 1.55 mol of alpha-bromopropionyl-2, 6-aminodimethylbenzene and 2.4-2.6 L of isopropanol into a reaction container mounted with a stirrer, a thermometer, a reflux condenser and a dropping funnel, controlling stirring speed to 130-150 rpm, heating a solution to 85-90 DEG C, holding the temperature for 30-40 min; lowering the temperature of the solution to 40-45 DEG C, dropwise adding 1.89-1.91 mol of alpha-bromopropionamide, allowing reflux reaction for 9-10 h after adding is completed, lowering temperature of a solution to 3-6 DEG C, allowing standing for 28-32 h, filtering, extracting solid, using an ethyl ether solution for washing, using a salt solution for washing again, using a dewatering agent for dewatering, and utilizing a triethylamide for recrystallization to obtain alpha-bromopropionyl-2, 6-aminodimethylbenzene, wherein mass percentage of isopropanol described in the step (i) is 85-90% while that of an ethyl ether solution described in the step (i) is 90-95%.