151004-93-2

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-1-CARBOXYLIC ACID is used as a building block in the synthesis of various pharmaceutical compounds due to its potential biological and pharmacological activities.
Used in Organic Synthesis:
(R)-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-1-CARBOXYLIC ACID is used as a key intermediate in the preparation of complex organic molecules, contributing to the development of new chemical entities.
Used in Medicinal Chemistry:
(R)-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-1-CARBOXYLIC ACID is used as a starting material for the design and synthesis of novel therapeutic agents, particularly in the treatment of neurological disorders and cancer.
Used in Research and Development:
(R)-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-1-CARBOXYLIC ACID is used as a research compound to study its properties, interactions, and potential applications in medicine and industry, aiding in the discovery of new therapeutic strategies and chemical processes.

InChI:InChI=1/C10H11NO2/c12-10(13)9-8-4-2-1-3-7(8)5-6-11-9/h1-4,9,11H,5-6H2,(H,12,13)/t9-/m1/s1

Upstream product

• 106181-28-6 ethyl (+/-)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate 
• 41034-52-0 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid 
• 486-73-7 1-isoquinolinecarboxylic acid 

Downstream Products

• 765915-89-7 N-[(R)-1-(1,2,3,4-tetrahydroisoquinolin-1-ylmethyl)]cyclohexanecarboxylic acid amide 
• 135526-78-2 (-)-Praziquantel 
• 954239-58-8 (1R)-1-hydroxymethyl-2-[(tert-butyl) oxycarbonyl]-1,2,3,4-tetrahydroisoquinoline 
• 832711-65-6 N-(benzyloxycarbonyl)-1(R)-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline 
• 151004-88-5 (R)-N-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisiquinoline-1-carboxylic acid 
• 151004-96-5 (1R)-2-[(tert-butyl) oxycarbonyl]-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid 

Relevant academic research and scientific papers

Directed (R)- or (S)-selective dynamic kinetic enzymatic hydrolysis of 1,2,3,4-tetrahydroisoquinoline-1-carboxylic esters

The first synthesis of both enantiomers of 6,7-dimethoxy-1,2,3,4- tetrahydroisoquinoline-1-carboxylic acid was accomplished through dynamic kinetic resolution in procedures based on CAL-B- or subtilisin Carlsberg-catalysed enantioselective hydrolysis of the corresponding ethyl esters in aqueous NH4OAc buffer at pH 8.5. The products were obtained with high enantiopurity (92-93%ee) in good yields (85-92%). (R)-1,2,3,4-Tetrahydroisoquinoline-1-carboxylic acid was obtained with high enantiopurity (98%ee) and in good yield (85%) in a CAL-B-catalysed process, under similar conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

CRYSTAL FORM OF (R)-PRAZIQUANTEL AND PREPARATION METHOD AND APPLICATION THEREOF

The present invention relates to a crystal form of (R)-praziquantel and a preparation method and uses thereof. The X-ray diffraction pattern (CuKα radiation) of the crystal form of (R)-praziquantel at 25° C. shows the following diffraction peaks: 2-Theta=

Lipase-catalyzed kinetic and dynamic kinetic resolution of 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

A dynamic kinetic resolution method for the preparation of enantiopure 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (R)-2 was developed involving the CAL-B-catalyzed enantioselective hydrolysis of the corresponding ethyl ester (±)-1 in toluene/acetonitrile (4:1) containing 1 equiv of added water and 0.25 equiv of dipropylamine. This method allowed the preparation of (R)-2 (ee = 96%) with 80% isolated yield. The kinetic resolution of (±)-1 in diisopropyl ether at 3 °C afforded both enantiomers with ee ≥92%.

SUBSTITUTED TETRAHYDROISOCHINOLINES USED IN THE FORM OF MMP INHIBITORS, METHOD FOR THE PRODUCTION AND USE THEREOF IN THE FORM OF DRAGS

The invention relates to compounds of formula (I), wherein R1, R2, R3, R4, A, n and L have the significances indicated in the description. The use of the inventive compounds in the form of drags for preventing and/or treating diseases in which progression an active reinforced matrix-metalloproteinases take part is also disclosed.