4494-53-5

Basic information

• Product Name: 2-Methylisoquinoline-1,3(2H,4H)-dione
• Synonyms: 2-Methylisoquinoline-1,3(2H,4H)-dione;1,2,3,4-Tetrahydro-2-Methyl-1,3-dioxoisoquinoline
• CAS NO: 4494-53-5
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18396
• EINECS: -0
• Mol File: 4494-53-5.mol
• Article Data: 16

Chemical Properties

• Melting Point: 121-122 °C
• Boiling Point: 355.6°C at 760 mmHg
• Flash Point: 173.4°C
• Appearance: /
• Density: 1.248g/cm³
• Vapor Pressure: 3.09E-05mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C
• PKA: -2.13±0.20(Predicted)
• CAS DataBase Reference: 2-Methylisoquinoline-1,3(2H,4H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylisoquinoline-1,3(2H,4H)-dione(4494-53-5)
• EPA Substance Registry System: 2-Methylisoquinoline-1,3(2H,4H)-dione(4494-53-5)

Safety Data

• Hazardous Substances Data: 4494-53-5(Hazardous Substances Data)

Usage

General Description

2-Methylisoquinoline-1,3(2H,4H)-dione, also known as MIQD, is a chemical compound that belongs to the class of isoquinoline derivatives. It is a yellow solid with a molecular formula C10H7NO2 and a molecular weight of 173.17 g/mol. MIQD has potential applications in the field of organic synthesis and medicinal chemistry. It has been studied for its anti-inflammatory, anti-tumor, and anti-bacterial properties. MIQD has also been investigated for its potential use as a dye intermediate and in the development of new pharmaceutical compounds. However, further research is needed to fully understand the potential uses and properties of 2-Methylisoquinoline-1,3(2H,4H)-dione.

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

• 703-59-3 homophthalic anhydride 
• 74-89-5 methylamine 
• 201230-82-2 carbon monoxide 
• 86811-39-4 2-(2-iodophenyl)-N-methylacetamide 
• 89-51-0 Homophthalic acid 
• 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 
• 76746-89-9 ethyl 3-methyl-1-oxo-1H-isochromene-4-carboxylate 
• 25113-15-9 methyl 3-methyl-1-oxo-1H-isochromene-4-carboxylate 

Downstream Products

• 21640-33-5 2-methyl-isoquinoline-1,3,4-trione 
• 1391158-52-3 C₁₈H₁₅NO₂ 
• 1391158-53-4 C₁₇H₁₂N₂O₄ 
• 352201-14-0 C₁₇H₁₃NO₂ 
• 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 
• 22988-16-5 1-(3',4'-dimethoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 76694-29-6 12-(2'-N-methylcarboxyamidophenyl)naphth<2,3-b>indolizine-6,11-dione 
• 78364-00-8 3-Benzenesulfonyl-10-methyl-10H-1-oxa-10-aza-phenanthrene-2,9-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 
• 84484-52-6 2'-methyl-1-phenylspiro-2,3',5-trione 
• 84484-48-0 2-methyl-4-(N'-phenylureido)isoquinoline-1,3(2H,4H)-dione 

Relevant articles and documents

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.

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

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

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