172328-06-2

Basic information

• Product Name: E conformation of N-benzyl,N-n-propyl (2-methyl-3-nitrophenyl)acetamide
• CAS NO: 172328-06-2
• Molecular Weight: 326.395
• Mol File: 172328-06-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: E conformation of N-benzyl,N-n-propyl (2-methyl-3-nitrophenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: E conformation of N-benzyl,N-n-propyl (2-methyl-3-nitrophenyl)acetamide(172328-06-2)
• EPA Substance Registry System: E conformation of N-benzyl,N-n-propyl (2-methyl-3-nitrophenyl)acetamide(172328-06-2)

Safety Data

• Hazardous Substances Data: 172328-06-2(Hazardous Substances Data)

Upstream product

• 10546-70-0 N-(n-propyl)benzamide 
• 101566-00-1 2-methyl-3-nitrophenylethanoyl chloride 
• 23876-15-5 2-(3-nitro-2-methylphenyl)acetic acid 
• 2032-33-9 N-benzyl-N-propylamine 

Downstream Products

• 748747-23-1 2-nitro-6-<2-(N-benzyl-N-propylamino)ethyl>phenylacetic acid 
• 735245-67-7 4-<2-(N-benzyl-N-propylamino)ethyl>-2-indolone 
• 173990-72-2 ethyl 2-nitro-6-<2-(N-benzy;-N-propylaminoethyl)phenyl>pyruvate 
• 777831-40-0 2-nitro-6-<2-(N-benzyl-N-propylaminoethyl)>phenylpyruvic acid 
• 763060-96-4 N-benzyl-N-propyl-2-(2-methyl-3-nitrophenyl)ethylamine 

Relevant articles and documents

Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists

A set of fourteen 4-ethyl>-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D2 receptor using sulpiride or spiperone as radioligands.Six analogues displayed D2 agonist activities comparable (Ki = 450 - 650 nM) to Ropinirole or SK and F 101468.The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophlicity of the analogues without significantly affecting D2 activity. - Keywords: lactam; indolone; rigid dopamine analogue; D2 receptor binding

NMR and computer modeling conformational study of N-benzyl,N-n-propyl (2-methyl-3-nitrophenyl)acetamide

The conformation of N-benzyl-N-n-propyl (2-methyl-3-nitrophenyl)acetamide 1 in dimethyl sulfoxide (DMSO-d6) or chloroform (CDCl3) solution was studied using 1H and 13C NMR analysis.In solution, 1 existed as two distinct Z and E isomers, which could be seperated at laboratory temperature.Both conformations were in equivalent proportions in chloroform whereas in a polar solvent (DMSO), the conformation Z was more usual with the aromatic rings in a trans position.Major and minor rotation isomers were assigned from the 1H and 13C NMR chemical shifts determined at 293 K.Seperate treatment of signals displayed by two different methylene groups gave comparable activation parameters (ΔG ca. 16 kcal/mol).Conformational analysis and measurement of the rotational barrier between the E and Z conformers by molecular modeling (Sybyl program) were performed.Keywords: acetamide derivative / NMR / NOE / molecular modeling