145133-90-0

Basic information

• Product Name: N-(2-methylphenyl)glycinamide
• CAS NO: 145133-90-0
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2044
• Mol File: 145133-90-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 334.4°C at 760 mmHg
• Flash Point: 156°C
• Density: 1.152g/cm³
• Vapor Pressure: 0.000128mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: N-(2-methylphenyl)glycinamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-methylphenyl)glycinamide(145133-90-0)
• EPA Substance Registry System: N-(2-methylphenyl)glycinamide(145133-90-0)

Safety Data

• Hazardous Substances Data: 145133-90-0(Hazardous Substances Data)

Upstream product

• 598-41-4 H-Gly-NH₂ 
• 95-53-4 o-toluidine 
• 1387759-21-8 C₁₄H₂₀N₂O₃ 
• 37394-93-7 2-chloro-N-(2-methylphenyl)acetamide 
• 56-40-6 glycine 

Downstream Products

• 66924-61-6 N-(2-oxo-2-(o-tolylamino)ethyl)benzamide 
• 78029-92-2 2-Mercapto-N-(o-tolylcarbamoyl-methyl)-propionamide 

Relevant articles and documents

Design, synthesis and biological evaluation of novel naturally-inspired multifunctional molecules for the management of Alzheimer's disease

In our overall goal to overcome the limitations associated with natural products for the management of Alzheimer's disease and to develop in-vivo active multifunctional cholinergic inhibitors, we embarked on the development of ferulic acid analogs. A systematic SAR study to improve upon the cholinesterase inhibition of ferulic acid with analogs that also had lower logP was carried out. Enzyme inhibition and kinetic studies identified compound 7a as a lead molecule with preferential acetylcholinesterase inhibition (AChE IC50 = 5.74 ± 0.13 μM; BChE IC50 = 14.05 ± 0.10 μM) compared to the parent molecule ferulic acid (% inhibition of AChE and BChE at 20 μM, 15.19 ± 0.59 and 19.73 ± 0.91, respectively). Molecular docking and dynamics studies revealed that 7a fits well into the active sites of AChE and BChE, forming stable and strong interactions with key residues Asp74, Trp286, and Tyr337 in AChE and with Tyr128, Trp231, Leu286, Ala328, Phe329, and Tyr341 in BChE. Compound 7a was found to be an efficacious antioxidant in a DPPH assay (IC50 = 57.35 ± 0.27 μM), and it also was able to chelate iron. Data from atomic force microscopy images demonstrated that 7a was able to modulate aggregation of amyloid β1-42. Upon oral administration, 7a exhibited promising in-vivo activity in the scopolamine-induced AD animal model and was able to improve spatial memory in cognitive deficit mice in the Y-maze model. Analog 7a could effectively reverse the increased levels of AChE and BChE in scopolamine-treated animals and exhibited potent ex-vivo antioxidant properties. These findings suggest that 7a can act as a lead molecule for the development of naturally-inspired multifunctional molecules for the management of Alzheimer's and other neurodegenerative disorders.

RELATIONSHIP OF STRUCTURE TO ACUTE TOXICITY AND ANTIARRHYTHMIC ACTIVITY IN ALKYLAMINO- AND DIALKYLAMINOACET-ORTHO-TOLUIDIDES

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