791040-11-4

Usage

Uses

Used in Organic Synthesis:
8-Nitro-1,2,3,4-tetrahydroisoquinoline is used as a key intermediate in organic synthesis for the introduction of the tetrahydroisoquinoline ring into different molecules. Its high reactivity facilitates a wide range of chemical reactions, making it a valuable component in the synthesis of various organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 8-Nitro-1,2,3,4-tetrahydroisoquinoline is used as a subject of research for its potential pharmacological applications. It has been studied for its possible anti-inflammatory and analgesic properties, which could lead to the development of new drugs for the treatment of pain and inflammation. However, further research is required to fully understand its potential uses and safety profile in this context.

Upstream product

• 174648-94-3 N-acetyl-8-nitro-1,2,3,4-tetrahydroisoquinoline 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 81885-67-8 2-acetyl-7-amino-1,2,3,4-tetrahydro-isoquinoline 
• 99365-63-6 1-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one 
• 34784-04-8 5-bromoisoquinoline 
• 119-65-3 isoquinoline 
• 7473-12-3 8-nitroisoquinoline 
• 174648-97-6 1-(3,4-dihydro-6-nitroisoquinolin-2(1H)-yl)ethanone 
• 174648-91-0 N-acetyl-7-(trifluoroacetamido)-1,2,3,4-tetrahydroisoquinoline 
• 174648-92-1 N-acetyl-7-amino-8-nitro-1,2,3,4-tetrahydroisoquinoline 
• 42923-79-5 7-nitro-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

A 8-nitro -1, 2, 3, 4-isoquinoline method for the preparation of (by machine translation)

This invention has offered a kind of 8-nitro -1, 2, 3, 4-isoquinoline method for preparing, comprising the following steps: a) isoquinoline and bromizing to the bromination reaction in a strong acid solution, to obtain 5-bromo-isoquinoline; b) the nitrate and step a) the obtained 5-bromo-isoquinoline in the nitration reaction carried out in concentrated sulfuric acid, to obtain 8-nitro-5-bromo-isoquinoline; c) under the conditions of the hydrogen gas, the step b) of 8-nitro-5-bromo-isoquinoline in the solvent under the action of the catalyst to the catalytic hydrogenation Debrominative reaction, to obtain 8-nitro-isoquinoline; d) the step c) of the 8-nitro-isoquinoline with sodium borohydride in acetic acid in the reduction reaction, to obtain 8-nitro -1, 2, 3, 4-isoquinoline. Compared with the prior art, the present invention provides the preparation method of the isoquinoline uses the bromine first 5-C positioning, the subsequent nitration reaction only in 8-C to on, and then sequentially through the catalytic hydrogenation of less impurities are Debrominative and the reduction reaction, the obtained 8-nitro -1, 2, 3, 4-isoquinoline high yield. (by machine translation)

NOVEL NUCLEOSIDE TRANSPORT INHIBITORS

Compounds or compositions that are inhibitors and/or ligands of nucleoside transporters; and methods of treating cancer, heart disease and stroke, as well as AIDS and other infectious diseases

Synthesis and flow cytometric evaluation of novel 1,2,3,4-tetrahydroisoquinoline conformationally constrained analogues of nitrobenzylmercaptopurine riboside (NBMPR) designed for probing its conformation when bound to the es nucleoside transporter

Novel regioisomers of conformationally constrained analogues of the potent es nucleoside transporter ligand, nitrobenzylmercaptopurine riboside (NBMPR), designed for probing its bound (bioactive) conformation, were synthesized and evaluated as es transporter ligands by flow cytometry. Purine 6-position 5, 6, 7, or 8-nitro-1,2,3,4-tetrahydroisoquinolylpurine ribosides, in which the nitrobenzyl moiety in NBMPR has been locked into the nitro-1,2,3,4-tetrahydroisoquinoline system, were synthesized by reaction of the appropriate nitro-1,2,3,4-tetrahydroisoquinoline with 6-chloropurine riboside. Flow cytometry was performed using 5-(SAENTA)-X8-fluorescein as the competitive ligand. A high degree of variation in the es transporter binding capacity of the target compounds was observed, with the Ki values ranging from 0.45 nM for the most tightly bound compound (4) to 300 nM for the least tightly bound compound (5). The Ki of NBMPR was 0.70 nM, a little higher than that of compound 4. Compound 4 is the isomer that has the nitro group in the best orientation at the es transporter binding site compared to the other three compounds, 2, 3, and 5.