4594-71-2

Basic information

• Product Name: 2-Methyl-1(2H)-isoquinolone
• Synonyms: 2-Methyl-1(2H)-isoquinolone;2-Methyl-1(2H)-isoquinolinone;2-Methyl-1,2-dihydroisoquinoline-1-one;2-Methylisoquinolin-1(2H)-one;1(2H)-Isoquinolinone, 2-methyl-;N-Methylisocarbostyril;Isocarbostyril, 2-methyl-
• CAS NO: 4594-71-2
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.19
• Mol File: 4594-71-2.mol
• Article Data: 39

Chemical Properties

• Melting Point: 105-106 °C
• Boiling Point: 307.6 °C at 760 mmHg
• Flash Point: 145.2 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 0.000719mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -2.17±0.70(Predicted)
• CAS DataBase Reference: 2-Methyl-1(2H)-isoquinolone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-1(2H)-isoquinolone(4594-71-2)
• EPA Substance Registry System: 2-Methyl-1(2H)-isoquinolone(4594-71-2)

Safety Data

• Hazardous Substances Data: 4594-71-2(Hazardous Substances Data)

Usage

General Description

2-Methyl-1(2H)-isoquinolone is a heterocyclic compound with a molecular formula C10H9NO. It is a derivative of isoquinoline and contains a methyl group attached to the second carbon of the isoquinoline ring. This chemical is used in pharmaceutical research and drug development due to its potential medicinal properties, such as its ability to target certain receptors in the body. 2-Methyl-1(2H)-isoquinolone has been studied for its potential neuroprotective and anti-inflammatory effects, making it a compound of interest in the development of new medications for neurological disorders and inflammatory conditions. Additionally, it is a versatile building block for the synthesis of various bioactive compounds.

InChI:InChI=1/C10H9NO/c1-11-7-6-8-4-2-3-5-9(8)10(11)12/h2-7H,1H3

Upstream product

• 491-30-5 1-isoquinolone 
• 74-88-4 methyl iodide 
• 54410-18-3 2-methylisoquinolinium bromide 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 491-30-5 1-hydroxyisoquinoline 
• 872-36-6 vinylene carbonate 
• 1315257-09-0 N-methyl-2,3,4,5,6-pentadeuteriobenzamide 
• 88070-48-8 N-methylbenzamide 
• 19493-44-8 1-chloroisoquinoline 
• 124401-76-9 2-methylisoquinolin-2-ium trifluoromethanesulfonate 
• 119-65-3 isoquinoline 
• 4494-53-5 2-methyl-1,3(2H,4H)-isoquinolinedione 
• 89-51-0 Homophthalic acid 
• 1612-65-3 2-methyl-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 14945-74-5 2-methyl-1(2H)-thioisoquinolone 
• 6772-65-2 2-methyl-3,4-dihydro-2H-isoquinolin-1-one 
• 19493-44-8 1-chloroisoquinoline 
• 74746-22-8 2,10-dihydro-10-(methyliminomethyl)-2-phenyl-1,2,4-triazolo<1,2-b>phthalazine-1,3,5-trione 
• 27187-01-5 4-Chlor-N-methyl-isocarbostyril 
• 54931-72-5 2-methyl-4-(phenylethynyl)isoquinolin-1(2H)-one 

Relevant articles and documents

Ultrasound-promoted synthesis of quinolone and isoquinolone derivatives

Quinolinium and isoquinolinium salts are easily oxidized by potassium tert-butylate in tert-butanol under ultrasonic irradiation yielding quinolones and isoquinolones. Compared to the methods previously known, the main advantages of our process are shorter reaction times, easier work-up and good to quantitative yields.

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Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations

Photoactive two-dimensional covalent organic frameworks (2D-COFs) have become promising heterogenous photocatalysts in visible-light-driven organic transformations. Herein, a visible-light-driven selective aerobic oxidation of various small organic molecules by using 2D-COFs as the photocatalyst was developed. In this protocol, due to the remarkable photocatalytic capability of hydrazone-based 2D-COF-1 on molecular oxygen activation, a wide range of amides, quinolones, heterocyclic compounds, and sulfoxides were obtained with high efficiency and excellent functional group tolerance under very mild reaction conditions. Furthermore, benefiting from the inherent advantage of heterogenous photocatalysis, prominent sustainability and easy photocatalyst recyclability, a drug molecule (modafinil) and an oxidized mustard gas simulant (2-chloroethyl ethyl sulfoxide) were selectively and easily obtained in scale-up reactions. Mechanistic investigations were conducted using radical quenching experiments and in situ ESR spectroscopy, all corroborating the proposed role of 2D-COF-1 in photocatalytic cycle.

Iodine-catalyzed sulfuration of isoquinolin-1(2H)-ones applying ethyl sulfinates

An efficient sulfuration of isoquinolin-1(2H)-ones at the C-4 position is reported by employing ethyl sulfinates, and the corresponding products are obtained in moderate to excellent yields in the presence of iodine. This synthetic strategy provides a range of thioether-isoquinolin-1(2H)-ones while tolerating a number of functional groups on the isoquinoline nitrogen atom and benzene ring. In addition, pyridin-2(1H)-one is also reacted smoothly and afforded the corresponding thioether product in moderate yield. A plausible mechanism is suggested based on the preliminary mechanistic studies.

Harnessing selective PET and EnT catalysis by chlorophyll to synthesizeN-alkylated quinoline-2(1H)-ones, isoquinoline-1(2H)-ones and 1,2,4-trioxanes

Photocatalytic syntheses of quinoline-2(1H)-ones, isoquinoline-1(2H)-ones and 1,2,4-trioxanes were achieved by selective photo-induced electron transfer (PET) and energy transfer (EnT), respectively, by chlorophyll under visible light irradiation. Quinoli