1469978-59-3

Basic information

• Product Name: (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile
• Synonyms: (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile
• CAS NO: 1469978-59-3
• Molecular Weight: 249.315
• Mol File: 1469978-59-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile(1469978-59-3)
• EPA Substance Registry System: (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile(1469978-59-3)

Safety Data

• Hazardous Substances Data: 1469978-59-3(Hazardous Substances Data)

Upstream product

• 1428651-87-9 (rac)-4-bromo-5,6,7,8-tetrahydroisoquinolin-8-amine 
• 126747-14-6 4-cyanophenylboronic acid 
• 677702-58-8 5-bromo-4-methylpyridine-3-carboxylic acid 
• 1428651-86-8 4-bromo-6,7-dihydroisoquinolin-8(5H)-one 
• 1428651-85-7 (rac)-methyl 4-bromo-8-oxo-5,6,7,8-tetrahydroisoquinoline-7-carboxylate 
• 1428651-84-6 ethyl 5-bromo-4-methylnicotinate 

Downstream Products

• 1469978-61-7 (rac)-N-[4-(4-cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl]-N'-propylsulfuric diamide 
• 1469978-62-8 (rac)-1-(4-(4-cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)-3-ethylurea 
• 1469978-68-4 (rac)-N-(4-(4-cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)acetamide 
• 1469978-70-8 (rac)-N-(4-(4-cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)isobutyramide 
• 1469978-64-0 (rac)-N-(4-(4-cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)propionamide 
• 1469978-60-6 (rac)-N-(4-(4-cyanophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)ethanesulfonamide 

Relevant articles and documents

Discovery of 4-Aryl-5,6,7,8-tetrahydroisoquinolines as Potent, Selective, and Orally Active Aldosterone Synthase (CYP11B2) Inhibitors: In Vivo Evaluation in Rodents and Cynomolgus Monkeys

Inappropriately high levels of aldosterone are associated with many serious medical conditions, including renal and cardiac failure. A focused screen hit has been optimized into a potent and selective aldosterone synthase (CYP11B2) inhibitor with in vitro activity against rat, mouse, human, and cynomolgus monkey enzymes, showing a selectivity factor of 160 against cytochrome CYP11B1 in the last species. The novel tetrahydroisoquinoline compound (+)-(R)-6 selectively reduced aldosterone plasma levels in vivo in a dose-dependent manner in db/db mice and cynomolgus monkeys. The selectivity against CYP11B1 as predicted by cellular inhibition data and free plasma fraction translated well to Synacthen challenged cynomolgus monkeys up to a dose of 0.1 mg kg-1. This compound, displaying good in vivo potency and selectivity in mice and monkeys, is ideally suited to perform mechanistic studies in relevant rodent models and to provide the information necessary for translation to non-human primates and ultimately to man.

PHENYL-TETRAHYDROISOQUINOLINE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, A and n are as described herein, compositions including the compounds and methods of using the compounds.