16675-59-5

Usage

Uses

Used in Pharmaceutical Synthesis:
Methyl 5-isoquinolinecarboxylate is used as a building block for the preparation of various pharmaceuticals and organic compounds. Its reactivity and ability to form diverse chemical bonds make it a valuable component in the development of new drugs and organic materials.
Used in Organic Chemistry Research:
In the field of organic chemistry, Methyl 5-isoquinolinecarboxylate serves as a key intermediate for the synthesis of complex organic molecules. Its unique structure and functional groups facilitate the creation of novel compounds with potential applications in various industries.
Used in Chemical Industry:
Methyl 5-isoquinolinecarboxylate is utilized in the chemical industry for the production of specialty chemicals, dyes, and pigments. Its versatility in forming chemical bonds allows for the creation of a wide range of products with specific properties and applications.

InChI:InChI=1/C11H9NO2/c1-14-11(13)10-4-2-3-8-7-12-6-5-9(8)10/h2-7H,1H3

Upstream product

• 27810-64-6 isoquinoline-5-carboxylic acid 
• 3132-99-8 m-bromobenzoic aldehyde 
• 27655-41-0 isoquinoline-5-carbonitrile 
• 34784-04-8 5-bromoisoquinoline 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 80278-67-7 isoquinoline-5-carboxaldehyde 
• 63927-20-8 (3-bromo-benzylidenamino)-acetaldehyde diethylacetal 

Downstream Products

• 80278-67-7 isoquinoline-5-carboxaldehyde 
• 76518-57-5 isoquinolin-5-ylmethanol 
• 406192-81-2 isoquinoline hydrazide 
• 27810-64-6 isoquinoline-5-carboxylic acid 
• 24987-88-0 gambirtannine 
• 308110-26-1 N,N-diethyl-4-[hydroxy(5-isoquinolinyl)methyl]benzamide 

Relevant academic research and scientific papers

Synthesis and pharmacological evaluation of novel isoquinoline N-sulphonylhydrazones designed as ROCK inhibitors

In this study, we synthesized a new congener series of N-sulphonylhydrazones designed as candidate ROCK inhibitors using the molecular hybridization of the clinically approved drug fasudil (1) and the IKK-β inhibitor LASSBio-1524 (2). Among the synthesized compounds, the N-methylated derivative 11 (LASSBio-2065) showed the best inhibitory profile for both ROCK isoforms, with IC50 values of 3.1 and 3.8 μM for ROCK1 and ROCK2, respectively. Moreover, these compounds were also active in the scratch assay performed in human breast cancer MDA-MB 231 cells and did not display toxicity in MTT and LDH assays. Molecular modelling studies provided insights into the possible binding modes of these N-sulphonylhydrazones, which present a new molecular architecture capable of being optimized and developed as therapeutically useful ROCK inhibitors.

Aluminum ion detection fluorescent probe based on bifunctional organic small molecule as matrix and preparation method and application thereof

The invention discloses an aluminum ion detection fluorescent probe based on a bifunctional organic small molecule as a matrix and a preparation method and application of the fluorescence probe, and the structural formula is shown I. To the invention, 1, 8 - naphthalimide and isoquinoline hydrazide or 2 - benzamide benzoyl hydrazine are used as fluorescent groups, and the prepared Schiff base type probe NIQ or NBP is prepared into a solution Al through condensation reaction. 3 + High sensitivity and high selectivity are exhibited, and at the same time, the structure is stable. The low toxicity and cell infiltration capability is strong, and the trace metal aluminum ions in the living Hela cells are successfully detected. The preparation method of the fluorescent probe is simple, the raw materials are easily available, the obtained product is solid powder, is easy to store, and has a high application development prospect.

Ruthenium-catalyzed chemo-and enantioselective hydrogenation of isoquinoline carbocycles

A chemoselective hydrogenation of isoquinoline carbocycles was achieved by using the catalyst prepared from Ru(methallyl)2(cod) and trans-chelate chiral ligand PhTRAP. The unique chemoselectivity achieved in this hydrogenation could be ascribed to the trans-chelation of the chiral ligand. The procedure for preparing the catalyst strongly affects the reproducibility of the carbocycle hydrogenation. Various 5-, 6-, 7-, and 8-substituted isoquinolines were selectively hydrogenated at their carbocycles to afford 5,6,7,8-tetrahydroisoquinolines as major products in high yields with moderate or good enantioselectivities. Some mechanistic studies suggested that the stereogenic center was created during the initial addition of H2 to the aromatic ring in the hydrogenation of 5-substituted isoquinolines. In other words, the stereochemical control was accompanied by the dearomatization.

ISOQUINOLINE-5-CARBOXAMIDE DERIVATIVE HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASE

A compound selected from the group consisting of an isoquinoline-5-carboxamide derivative of formula (I), a pharmaceutically acceptable salt, an isomer, a hydrate and a solvate thereof is effective for the prevention or treatment of diseases associated with abnormal cell growth, which are caused by abnormal activation of a protein kinases.

ISOQUINOLINE-5-CARBOXAMIDE DERIVATIVE HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASE

A compound selected from the group consisting of an isoquinoline-5-carboxamide derivative of formula (I), a pharmaceutically acceptable salt, an isomer, a hydrate and a solvate thereof is effective for the prevention or treatment of diseases associated with abnormal cell growth, which are caused by abnormal activation of a protein kinases.