53726-69-5

Upstream product

• 137695-87-5 2-[(Benzyl-ethoxycarbonylmethyl-amino)-methyl]-benzoic acid ethyl ester 
• 118-90-1 ortho-methylbenzoic acid 
• 7115-91-5 2-ethoxycarbonylbenzyl bromide 
• 87-24-1 ethyl 2-methylbenzoate 

Downstream Products

• 137695-80-8 4-benzyl-2-(p-fluorophenyl)-3-hydroxy-2H-pyrazolo[4,3-c]isoquinolinium hydroxide 
• 137695-77-3 4-benzyl-3-hydroxy-2-phenyl-2H-pyrazolo[4,3-c]isoquinolinium hydroxide 
• 137695-79-5 4-benzyl-2-(p-chlorophenyl)-3-hydroxy-2H-pyrazolo[4,3-c]isoquinolinium hydroxide 
• 137695-78-4 4-benzyl-3-hydroxy-2-(p-methoxyphenyl)-2H-pyrazolo[4,3-c]isoquinolinium hydroxide 
• 137695-81-9 2-Phenyl-2H-pyrazolo[4,3-c]isoquinolin-3-ol 
• 137695-84-2 2-(4-Fluoro-phenyl)-2H-pyrazolo[4,3-c]isoquinolin-3-ol 
• 137695-83-1 2-(4-Chloro-phenyl)-2H-pyrazolo[4,3-c]isoquinolin-3-ol 
• 137695-82-0 2-(4-Methoxy-phenyl)-2H-pyrazolo[4,3-c]isoquinolin-3-ol 
• 86485-12-3 2-benzyl-4-(2-fluorobenzyl)-1,2,3,4-tetrahydro-4(1H)-isoquinolinol 
• 86485-14-5 2'-benzyl-2',3'-dihydrospiro 
• 53667-19-9 2-benzyl-2,3-dihydro-4(1H)-isoquinolone 

Relevant academic research and scientific papers

Synthesis of novel 2-phenyl-2H-pyrazolo[4,3-c]isoquinolin-3-ols: Topological comparisons with analogues of 2-phenyl-2,5-dihydropyrazolo[4,3- c]quinolin-3(3H)-ones at benzodiazepine receptors

Based on the topology of pyrazoloquinolinones 10-12, a series of 2-phenyl- 2H-pyrazolo[4,3-c]isoquinolines 6a-d, 7a-d, 8, and 9 have been synthesized and evaluated for their ability to inhibit radioligand binding to benzodiazepine receptors (BzR). Modification of the hydrogen bonding donor and acceptor characteristics of the NH and C=O functionalities of the pyrazoloquinolinones 10-12 resulted in ligands with dramatically reduced affinities (IC50 >> 2 μM) for BzR. The low affinities of 6a-d, 7a-d, 8, and 9 are consistent with the involvement of the NH function present on diverse classes of inverse agonists (β-carbolines, diindoles, and pyrazoloquinolinones) with a hydrogen bond acceptor site (A2) on the binding protein. Moreover, it supports the involvement of the carbonyl function of the pyrazoloquinolinones and the pyridine nitrogen atom of β-carbolines and diindoles with a hydrogen bond donor site (H1). Finally, the results from this work indicate that a simultaneous interaction at both hydrogen bond donor (H1) and acceptor sites (A2) at BzR is required for high affinity binding of inverse agonists.