83696-69-9

Usage

Uses

Used in Pharmaceutical Applications:
1(2H)-Isoquinolinone,2-propyl-(9CI) is used as a potential candidate in the pharmaceutical industry for its possible biological activities. 1(2H)-Isoquinolinone,2-propyl-(9CI) is being investigated for its anticancer properties, as isoquinolinone derivatives have shown promise in this area. Further research is necessary to explore its full potential and effects on different types of cancer.
Additionally, 1(2H)-Isoquinolinone,2-propyl-(9CI) may also be utilized in the development of anti-inflammatory and antimicrobial drugs, given the known properties of isoquinolinone derivatives in these areas. As with its anticancer potential, more research is required to confirm its efficacy and safety in these applications.
Used in Research and Development:
In the field of scientific research, 1(2H)-Isoquinolinone,2-propyl-(9CI) serves as a valuable compound for studying the structure-activity relationships of isoquinolinone derivatives. This knowledge can be applied to the design and synthesis of new drugs with improved pharmacological properties and reduced side effects.
Furthermore, the compound can be used as a reference material in the development of analytical methods and techniques for the detection and quantification of isoquinolinone derivatives in various samples, such as biological tissues, pharmaceutical formulations, and environmental samples.

Upstream product

• 83696-63-3 propyl-2 isoquinoleine thione-1 
• 690256-02-1 2-(3-bromo-propyl)-2H-isoquinolin-1-one 
• 491-30-5 1-isoquinolone 
• 6426-92-2 N-propyl N-vinyl benzamide 
• 83696-51-9 N-propyl N-vinyl thiobenzamide 
• 86377-01-7 2-propylisoquinolin-2-ium bromide 
• 119-65-3 isoquinoline 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 57464-64-9 2-propylisoquinolin-2-ium iodide 

Relevant academic research and scientific papers

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

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.

Carbene-catalyzed aerobic oxidation of isoquinolinium salts: Efficient synthesis of isoquinolinones

A mild and environmentally friendly carbene-catalyzed aerobic oxidation of isoquinolinium salts was successfully realized. Accordingly, a diverse set of isoquinolinones and phenanthridinones was efficiently prepared in good to excellent yields. The mechanistic study indicates that the formation of an aza-Breslow intermediate is the crucial step in this transformation. This reaction features ambient air as the sole oxidant and oxygen source, a broad substrate scope, and excellent functional-group tolerance and proceeds under mild reaction conditions. Furthermore, a highly efficient synthesis of bioactive molecules and natural products including N-methylcrinasiadine, N-isopentylcrinasiadine, N-phenethylcrinasiadine, isoindolo[2,1-b]isoquinolin-5(7H)-one, PJ-34, rac-Gusanlung D, rosettacin, 8-oxopseudopalmatine and ilicifoline B was accomplished.

Visible-Light-Mediated Aerobic Oxidation of N-Alkylpyridinium Salts under Organic Photocatalysis

Quinolones and isoquinolones exhibit diverse biological and pharmaceutical activities, and their synthesis is highly desirable under mild conditions. Here, a highly efficient and environmentally friendly visible light-mediated aerobic oxidation of readily available N-alkylpyridinium salts has been developed with Eosin Y as the organic photocatalyst and air as the terminal oxidant, and the reaction provided quinolones and isoquinolones in good yields. The method shows numerous advantages including mild and environmentally friendly conditions, high efficiency, tolerance of wide functional groups and low cost. Furthermore, 4-desoxylonimide with important pharmaceutical activities was effectively prepared by using our method. Therefore, the present method should provide a novel and useful strategy for synthesis and modification of N-heterocycles.

Radical cyclizations to quinolone and isoquinolone systems under oxidative and reductive conditions

Radical cyclizations to quinolone and isoquinolone systems under Fenton-type and n-Bu3SnH-mediated conditions are described. For N-iodoalkylquinolones, ca. 3:1 mixtures of oxidative cyclization products at C-2, and unexpectedly at C-8, were obtained under both conditions. Five- or six-membered oxidative cyclization products were obtained from N-iodoalkylisoquinolones under Fenton-type conditions, whereas n-Bu 3SnH-mediated reactions gave products of reductive cyclization in the five, six, and seven-membered series.

Synthetic approaches to 2-substituted 1-oxo- and 3-oxotetrahydroisoquinolines

2-Substituted homophthalimides 2a-c were reduced regioselectively with sodium borohydride to carbinol-lactam intermediates 3a-c, which were dehydrated, followed by hydrogenation, to give 1-oxotetrahydroisoquinolines or 3,4-dihydroisoquinolin-1(2H)ones 5a-c. The isomeric 3-oxo-tetrahydroisoquinolines or 1,4-dihydroisoquinolin-3(2H)-ones 8a-i were obtained in satisfactory yields via heating 3-isochromanone (6) with the corresponding amines 7a-i in the presence of aluminum chloride.

Thioenamide Photochemistry

In contrast with their oxo-analogues, thioenamides undergo photochemical cyclization to yield isoquinolinethione derivatives which are easily converted into isoquinolones and tetrahydroisoquinolines by treatment with benzeneseleninic anhydride and EtO3BF4