73685-56-0

Basic information

• Product Name: N-BENZYL-2-CHLORO-N-METHYLACETAMIDE
• Synonyms: AKOS BBS-00006445;N-BENZYL-2-CHLORO-N-METHYLACETAMIDE;N-(Chloroacetyl)-N-methylbenzylamine, N-Benzyl-N-(chloroacetyl)methylamine
• CAS NO: 73685-56-0
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.66
• Mol File: 73685-56-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 313.2°C at 760 mmHg
• Flash Point: 143.2°C
• Appearance: /
• Density: 1.155g/cm³
• Vapor Pressure: 0.000502mmHg at 25°C
• Refractive Index: 1.54
• PKA: -0.98±0.70(Predicted)
• CAS DataBase Reference: N-BENZYL-2-CHLORO-N-METHYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYL-2-CHLORO-N-METHYLACETAMIDE(73685-56-0)
• EPA Substance Registry System: N-BENZYL-2-CHLORO-N-METHYLACETAMIDE(73685-56-0)

Safety Data

• Hazardous Substances Data: 73685-56-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12ClNO/c1-12(10(13)7-11)8-9-5-3-2-4-6-9/h2-6H,7-8H2,1H3

Upstream product

• 79-04-9 chloroacetyl chloride 
• 103-67-3 benzyl-methyl-amine 
• 541-88-8 Chloroacetic anhydride 

Downstream Products

• 18925-69-4 N,N-dimethyl-2-phenylacetamide 
• 29823-47-0 N-benzyl-N-methylacetamide 
• 725227-53-2 (5-benzyloxy-indol-3-yl)-acetic acid-(benzyl-methyl-amide) 
• 1253197-40-8 (+/-)-N-benzyl-2-(1,7-dihydroxy-2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl)-N-methylacetamide 
• 4458-64-4 N-benzyl-2-azetidinone 
• 89617-58-3 (S)-1-methyl-4-phenylazetidin-2-one 
• 1461762-07-1 C₁₃H₁₇N₅O 
• 1491137-42-8 N-benzyl-2-(4-{[(7-cyanoquinolin-4-yl)amino]methyl}-1H-1,2,3-triazol-1-yl)-N-methylacetamide 
• 1491137-35-9 N-benzyl-2-(4-{[(7-chloroquinolin-4-yl)amino]methyl}-1H-1,2,3-triazol-1-yl)-N-methylacetamide 
• 1491137-21-3 tert-butyl ({1-[2-(N-benzyl-N-methylamino)-2-oxomethyl]-1H-1,2,3-triazol-4-yl}methyl)carbamate 
• 1013663-31-4 2-azido-N-benzyl-N-methylacetamide 
• 1261491-80-8 2-(benzyl(methyl)amino)-2-oxoethyl 5-(tetradecyloxy)furan-2-carboxylate 
• 1229622-15-4 C₂₁H₂₆N₂O₃ 
• 1253197-39-5 (+/-)-N-benzyl-2-[7-(benzyloxy)-1-hydroxy-2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl]-N-methylacetamide 

Relevant articles and documents

Quaternary Charge-Transfer Complex Enables Photoenzymatic Intermolecular Hydroalkylation of Olefins

Intermolecular C-C bond-forming reactions are underdeveloped transformations in the field of biocatalysis. Here we report a photoenzymatic intermolecular hydroalkylation of olefins catalyzed by flavin-dependent 'ene'-reductases. Radical initiation occurs via photoexcitation of a rare high-order enzyme-templated charge-transfer complex that forms between an alkene, α-chloroamide, and flavin hydroquinone. This unique mechanism ensures that radical formation only occurs when both substrates are present within the protein active site. This active site can control the radical terminating hydrogen atom transfer, enabling the synthesis of enantioenriched γ-stereogenic amides. This work highlights the potential for photoenzymatic catalysis to enable new biocatalytic transformations via previously unknown electron transfer mechanisms.

NR2B SELECTIVE NMDA-RECEPTOR ANTAGONISTS FOR TREATMENT OF IMMUNE-MEDIATED INFLAMMATORY DISEASES

The present invention provides novel means and methods for treatment auf immunemediated inflammatory diseases.

In vitro antimalarial activity, β-haematin inhibition and structure-activity relationships in a series of quinoline triazoles

A novel series of quinoline triazole amide analogues (38-51) has been synthesized. Analogues 38-44 had a Cl substituent at the 7-position of the quinoline ring, while 45-51 had a CN substituent at this position. Compounds 40, 45 and 49 were found to be the most active in the series against the Plasmodium falciparum chloroquine-sensitive D10 strain, with IC50 values in the range of 349-1247 nM, with 40 and 45, but not 49 also exhibiting similar activity against the chloroquine-resistant K1 strain of parasite. Quinoline triazoles 40 and 44 were the most active β-haematin inhibitors, with 50% inhibitory concentrations of 14.7 and 8.9 μM respectively. In vitro antimalarial activity of the 7-Cl bearing analogues 38-44 exhibited a strong linear dependence of log(1/IC50) on log P. Thus, the more lipophilic, the more active it was found be. The 7-CN series 45-51 showed no such dependence. The resistance index (IC50 K1/IC50 D10) also exhibited a linear dependence on log P, with a substantially steeper slope in the case of the 7-Cl series. The findings demonstrate the feasibility of producing hydrophilic analogues with strong activity and low cross-resistance with chloroquine.