4494-53-5

Usage

Uses

Used in Organic Synthesis:
2-Methylisoquinoline-1,3(2H,4H)-dione is used as a key intermediate for the synthesis of various organic compounds due to its unique chemical structure and reactivity.
Used in Medicinal Chemistry:
In the pharmaceutical industry, 2-Methylisoquinoline-1,3(2H,4H)-dione is used as a starting material for the development of new pharmaceutical compounds, leveraging its potential anti-inflammatory, anti-tumor, and anti-bacterial properties.
Used in Dye Industry:
2-Methylisoquinoline-1,3(2H,4H)-dione is utilized as a dye intermediate, contributing to the production of various dyes and pigments due to its chemical composition and color properties.
Further research is required to fully explore the potential uses and properties of 2-Methylisoquinoline-1,3(2H,4H)-dione, ensuring its safe and effective application across different industries.

InChI:InChI=1/C10H9NO2/c1-11-9(12)6-7-4-2-3-5-8(7)10(11)13/h2-5H,6H2,1H3

Upstream product

• 89-51-0 Homophthalic acid 
• 74-89-5 methylamine 
• 25113-15-9 methyl 3-methyl-1-oxo-1H-isochromene-4-carboxylate 
• 76746-89-9 ethyl 3-methyl-1-oxo-1H-isochromene-4-carboxylate 
• 703-59-3 homophthalic anhydride 
• 201230-82-2 carbon monoxide 
• 86811-39-4 2-(2-iodophenyl)-N-methylacetamide 
• 2848-28-4 α-Acetylhomophthalic anhydride 
• 88070-48-8 N-methylbenzamide 
• 501130-44-5 dithiocarbonic acid S-[2-(benzoyl-methyl-amino)-2-oxo-ethyl] ester O-ethyl ester 
• 99389-01-2 1,1-bis(2-methyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-1-yl)acetone 
• 109-77-3 malononitrile 

Downstream Products

• 76694-28-5 2-Chloro-3-(4'-N-methylhomophthalimido)-1,4-naphthoquinone 
• 76694-29-6 12-(2'-N-methylcarboxyamidophenyl)naphth<2,3-b>indolizine-6,11-dione 
• 76706-74-6 12-(2'-N-carbethoxy-N-methylcarboxyamidophenyl)naphth<2,3-b>indolizine-6,11-dione 
• 113258-82-5 4-((2-carboxymethyl)phenyl)-2-methylisoquinoline-1,3-dione 
• 78363-94-7 4-[1-(4-Chloro-phenylamino)-meth-(Z)-ylidene]-2-methyl-4H-isoquinoline-1,3-dione 
• 97458-94-1 4-(4-chlorophenylhydrazono)-2-methyl-1,3(2H,4H)-isoquinolinedione 
• 61378-70-9 4-anilinomethylene-2-methyl-4H-isoquinoline-1,3-dione 
• 107465-39-4 2-Methyl-4-[1-(methyl-phenyl-amino)-meth-(Z)-ylidene]-4H-isoquinoline-1,3-dione 
• 61378-70-9 2-Methyl-4-[1-phenylamino-meth-(Z)-ylidene]-4H-isoquinoline-1,3-dione 
• 113258-81-4 4-(2-carboxyphenyl)-2-methylisoquinoline-1,3-dione 
• 119-65-3 isoquinoline 
• 4594-71-2 N-methylisocarbostyril 
• 6772-65-2 2-methyl-3,4-dihydro-2H-isoquinolin-1-one 
• 1612-65-3 2-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Inhibition of human rhinovirus 3C protease by homophthalimides

Homophthalimides 2a and 3a were found to be inhibitors of Rhinovirus 3C protease through a blind screening effort. SAR studies resulted in compound 3g, which exhibited improved enzyme inhibition, in addition to whole cell antiviral activity. Molecular modeling studies suggest a preferred enzyme/inhibitor interaction, and LC/MS experiments confirmed tight/covalent binding of 3g to the enzyme.

Facile synthesis of the isoquinoline alkaloids doryanine and oxyhydrastinine

Starting from 4,5-(methylenedioxy)homophthalic acid, a concise and efficient synthesis of the isoquinoline alkaloids doryanine and oxyhydrastinine is described via the corresponding homophthalimide utilizing a one-pot regioselective reductive dehydration

4-benzylideneisoquinoline-1,3(2H,4H)-diones as tyrosyl DNA phosphodiesterase 2 (TDP2) inhibitors

Tyrosyl-DNA phosphodiesterase 2 (TDP2) repairs topoisomerase II (Top2) mediated DNA damages, including double-strand breaks (DSBs) that underpin the anticancer mechanism of clinical Top2 poisons such as etoposide (ETP). Inhibition of TDP2 could sensitize

Macrocyclic derivative of pyrazole[3,4-d]pyrimidin-3-one and pharmaceutical composition and application thereof

The present invention relates to a macrocyclic derivative of pyrazole[3,4-d]pyrimidin-3-one as shown in the formula (I) and/or a pharmaceutically acceptable salt thereof, and a composition of a compound of the formula (I) and/or a pharmaceutically acceptable salt thereof, a preparation method thereof, application thereof as a Wee1 inhibitor and application thereof as a sensitizer for cancer chemotherapy or radiotherapy. The macrocyclic derivative of pyrazole[3,4-d]pyrimidin-3-one can effectively inhibit Wee1 and related signaling pathways, and has good cancer treatment and/or relieving effect.The formula is shown in the description.

RhII-Catalyzed Cycloaddition of α-Diazo Homophthalimides and Nitriles Delivers Oxazolo[5,4-c]isoquinolin-5(4H)-one Scaffold

Homophthalimides underwent facile diazo transfer reactions and the resulting diazo homophthalimides entered cycloaddition reactions with nitriles catalyzed by Rh2(OAc)4. The latter reaction represents the first example of 1,3-oxazole

Total Synthesis of Tetrahydroisoquinoline-Based Bioactive Natural Products Laudanosine, Romneine, Glaucine, Dicentrine, and Their Unnatural Analogues Isolaudanosine and Isoromneine

Starting from suitably substituted homophthalic acids, total synthesis of titled alkaloids have been demonstrated in very good yields. The obtained natural products laudanosine and romneine were utilized to accomplish synthesis of two isoquinoline-based alkaloids glaucine and dicentrine. Base-induced selective generation of two different types of benzylic carbanions, their coupling reactions with 3,4-dimethoxybenzyl mesylate, and the regioselective iodination followed by intramolecular aryl-aryl coupling reactions to form the fused biaryl systems were the strategic steps.

2-Arylacetamides as Versatile Precursors for 3-Aminoisocoumarin and Homophthalimide Derivatives: Palladium-Catalyzed Cascade Double Carbonylation Reactions

The synthesis of biologically relevant homophthalimide and 3-aminoisocoumarin nuclei via palladium-catalyzed carbonylation of 2-(2-iodoaryl)acetamides has been developed. The degree of N-substitution on the starting amide substrate dictates whether C?N or

Synthesis and reactivity of ortho-palladated phenylacetamides. Intramolecular C-N vs C-O reductive coupling after CO or XyNC insertion into the Pd-C bond. Synthesis of isoquinoline- and isocoumarin-based heterocycles

Aryl palladium complexes [Pd{C6H4CH 2C(O)NRR′-2}I(N^N)] (N^N = N,N,N′,N′- tetramethylethylenediamine = tmeda, NRR′ = NH2 (1a), NHMe (1b), NMe2 (1c); N^N = 4,4′-di-tert-butyl-2,2′-bipyridyl (dbbpy), NR

An expedient synthesis of homophthalimides

The six-membered heterocyclic subunit of homophthalimides can be obtained by a direct, hitherto unprecedented, radical cyclisation onto an aromatic ring starting from a xanthate precursor.

On the reactions of 1,3-isoquinolinediones with singlet oxygen

Reactions of 1,3-isoquinolinediones 5 and 4-alkylated 1,3- isoquinolinediones 13 with singlet oxygen are entirely dominated by their enolization and proceed smoothly in benzene in the presence of pyridine as a base and a hydrogen bond acceptor. The products are triketones 6 and benzoisofuranones 7 for 5, and hydroperoxides 14, hydroxides 15 and benzoisofuranones 16 for 13. It was found that hydrolysis of 6 afforded the isoindolones 8 and not products 7, whereas alkaline cleavage of the hydroperoxide 14a yielded not only 16a, but also the isoindolone 19a, In view of these observations, an unusual [4+2] cycloaddition of the electron-rich enol 21 with singlet oxygen is proposed to be responsible for the formation of products 7 and 16, while products 6, 14 and 15 arise from both the [4+2] cycloaddition and the usual Schenck ene reaction pathways. This special diene reactivity of the isoquinolinone system towards singlet oxygen is further interpreted by frontier molecular orbital (FMO) interaction considerations.