75795-40-3

Usage

Uses

Used in Pharmaceutical Synthesis:
5-Nitroisoquinoline-1-carboxylic acid is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique chemical structure and properties make it a valuable component in the development of new drugs and therapeutic agents.
Used in Drug Discovery and Development:
As a compound with anti-bacterial and anti-inflammatory properties, 5-Nitroisoquinoline-1-carboxylic acid is utilized in drug discovery and development. Its potential to combat infections and reduce inflammation contributes to the advancement of novel treatments for various diseases and conditions.
Used as a Fluorescent Probe for DNA and RNA:
5-Nitroisoquinoline-1-carboxylic acid is employed as a fluorescent probe for DNA and RNA, enabling researchers to study the structure, function, and interactions of these nucleic acids. Its fluorescent properties facilitate the visualization and analysis of genetic material, aiding in the understanding of biological processes and the development of targeted therapies.
Used in Anti-Cancer Research:
The derivatives of 5-Nitroisoquinoline-1-carboxylic acid have shown potential as anti-cancer agents. Their ability to target and inhibit the growth of cancer cells makes them promising candidates for the development of new cancer treatments and therapies.
Used in Materials Science:
5-Nitroisoquinoline-1-carboxylic acid is actively studied for its potential applications in materials science. Its photochromic and luminescent properties are of particular interest, as they could lead to the development of innovative materials with applications in various industries, such as electronics, sensors, and optoelectronics.

InChI:InChI=1/C10H6N2O4/c13-10(14)9-7-2-1-3-8(12(15)16)6(7)4-5-11-9/h1-5H,(H,13,14)

Upstream product

• 70538-52-2 5-nitroisoquinoline-1-carbonitrile 
• 486-73-7 1-isoquinolinecarboxylic acid 

Downstream Products

• 75795-42-5 5-amino-1-methoxycarbonylisoquinoline 
• 75795-53-8 5-dimethylamino-1-p-nitrobenzoyloxymethylisoquinoline-2-oxide 
• 90770-94-8 5-Amino-isochinolin-carbonsaeure-(1) 

Relevant academic research and scientific papers

Deriving agent based on isoquinoline structure and preparation method and application thereof

The invention provides a deriving agent based on an isoquinoline structure. The structure of the deriving agent is represented by a formula (I). The invention also provides a preparation method of the deriving agent based on the isoquinoline structure. The deriving agent based on the isoquinoline structure can be used for deriving compounds containing functional groups such as carboxyl, amido, aldehyde group and keto group, the mass spectrum response intensity of the derived compounds is improved, and the chromatographic retention of the derived compounds is improved. The invention further provides a method for deriving a compound containing functional groups such as carboxyl, amido, aldehyde group and keto group by using the deriving agent. The deriving reaction of the deriving agent is simple to operate and mild in reaction condition, the deriving reaction can be completed within 1 hour at room temperature, the deriving efficiency is greatly improved, the derived product can generate the same fragment ions under the same collision energy, so that the establishment of a subsequent mass spectrometric detection method is facilitated. Meanwhile, the isotope labeled deriving agent is simple to synthesize, internal standard method quantification can be realized, and the accuracy of a quantification result is improved.

SYNTHETIC NUCLEOSIDES AND NUCLEOTIDES. XV. 5-DIMETHYLAMINO-2-OXIDOISOQUINOLIN-1-YL DIAZOMETHANE: A NOVEL WATER-SOLUBLE FLUORESCENT LABELLING AGENT FOR NUCLEOTIDES

A novel fluorescent labelling agent, 5-dimethylamino-2-oxidoisoquinolin-1-yl diazomethane (3) was designed and synthesized for the fluorescent labelling of the phosphate moiety of nucleotides and nucleic acids.Starting from 1-cyano-5-nitroisoquinoline (4), 1-carboxy-5-nitroisoquinoline (5) was obtained after hydrolysis with hydrochloric acid.Esterification of 5 with methanol in the presence of sulfuric acid afforded 1-methoxycarbonyl-5-nitroisoquinoline (6).Catalytic hydrogenation of 6 followed by treatment with formic acid-acetic anhydride gave the 5-formamido derivative (8).Methylation of 8 with methyl iodide in the presence of sodiu m hydride afforded the 5-N-methylformamido derivative (9).Reduction of both the ester group and formyl group with aluminum hydride followed by treatment with chloranil and acetic anhydride provided 1-acetoxymethyl-5-dimethylaminoisoquinoline (11).N-Oxidation of 11 with m-chloroperbenzoic acid followed by selective removal of the oxido group at the 5-position by reaction with carbon disulfide afforded 1-acetoxymethyl-5-dimethylaminoisoquinoline-2-oxide (13).After deacylation of 13, selenium dioxide oxidation of the hydroxymethyl group followed by reaction with p-toluenesulfonyl hydrazide gave 5-dimethylamino-1-formylisoquinoline-2-oxide p-toluenesulfonyl hydrazone (16).On treatment of 16 with sodium ethoxide, the desired compound (3) was obtained.Reaction of 3 with p-nitrobenzoic acid gave the crystalline p-nitrobenzoyl ester.Treatment of uridine 5'-phosphate with 3 gave uridine 5'-(5-dimethylamino-2-oxidoisoquinolin-1-yl)methylphosphate (17).This labelled nucleotide was highly fluorescent, with an excitation maximum of 353 nm and an emission maximum at 523 nm.The fluorescence characteristics of 17 were compared with those of the model compound (13) and uridine 5'-(5-dimethylaminoisoquinolin-1-yl) methylphosphate (18).Keywords- fluorescent labelling agent; fluorescent labelling of nucleotides; 5-dimethylamino-2-oxidoisoquinolin-1-yl diazomethane; synthesis; reaction with uridine 5'-phosphate; fluorescence properties;uridine 5'-(5-dimethylaminoisoquinolin-1-yl)methylphosphate; uridine 5'-(5-dimethylamino-2-oxidoisoquinolin-1-yl)methylphosphate