95317-73-0

Upstream product

• 94915-11-4 2-(benzyloxy)-N-(3,4-dimethoxyphenethyl)acetamide 
• 14301-31-6 2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 30379-55-6 benzyloxyacetic acid 
• 19810-31-2 Benzyloxyacetyl chloride 

Downstream Products

• 108984-31-2 1-((benzyloxy)methyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 486-99-7 (S)-1-hydroxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 204056-59-7 (S)-1-benzyloxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Discovery of Dihydropyrrolo[1,2- a]pyrazin-3(4 H)-one-Based Second-Generation GluN2C- And GluN2D-Selective Positive Allosteric Modulators (PAMs) of the N-Methyl- d -Aspartate (NMDA) Receptor

The N-methyl-d-aspartate receptor (NMDAR) is an ion channel that mediates the slow, Ca2+-permeable component of glutamatergic synaptic transmission in the central nervous system (CNS). NMDARs are known to play a significant role in basic neurological functions, and their dysfunction has been implicated in several CNS disorders. Herein, we report the discovery of second-generation GluN2C/D-selective NMDAR-positive allosteric modulators (PAMs) with a dihydropyrrolo[1,2-a]pyrazin-3(4H)-one core. The prototype, R-(+)-EU-1180-453, exhibits log unit improvements in the concentration needed to double receptor response, lipophilic efficiency, and aqueous solubility, and lowers cLogP by one log unit compared to the first-generation prototype CIQ. Additionally, R-(+)-EU-1180-453 was found to increase glutamate potency 2-fold, increase the response to maximally effective concentration of agonist 4-fold, and the racemate is brain-penetrant. These compounds are useful second-generation in vitro tools and a promising step toward in vivo tools for the study of positive modulation of GluN2C- and GluN2D-containing NMDA receptors.

Enantioselective synthesis of (S)-calycotomine employing catalytic asymmetric hydrogenation with an iridium(I)-(R)-BINAP-phthalimide complex

An optically active 1-hydroxymethyl-substituted tetrahydroisoquinoline alkaloid, (S)-calycotomine 1, was conveniently synthesized by using catalytic asymmetric hydrogenation of 1-benzyloxymethyl-3,4-dihydro-6,7-dimethoxyisoquinoline 6 with 0.5 mol % of an