214045-85-9

Usage

Uses

Used in Pharmaceutical Industry:
1(2H)-Isoquinolinone,6-fluoro-(9CI) is utilized as a key intermediate in the synthesis of various pharmaceutical compounds. The presence of the fluorine atom can enhance the compound's lipophilicity, metabolic stability, and bioavailability, making it a promising candidate for the development of new drugs with improved pharmacokinetic properties.
Used in Research and Development:
In the field of research, 1(2H)-Isoquinolinone,6-fluoro-(9CI) serves as a valuable tool for studying the effects of fluorination on the properties and reactivity of isoquinolinone derivatives. It can be used to investigate the structure-activity relationships of related compounds and to explore the potential applications of fluorinated heterocyclic compounds in various chemical and biological processes.
Used in Industrial Processes:
The unique properties of 1(2H)-Isoquinolinone,6-fluoro-(9CI), such as its altered reactivity and solubility due to the presence of the fluorine atom, may find applications in various industrial processes. For instance, it could be employed as a catalyst or a building block in the synthesis of specialty chemicals, materials, or agrochemicals.

InChI:InChI=1/C9H6FNO/c10-7-1-2-8-6(5-7)3-4-11-9(8)12/h1-5H,(H,11,12)

Upstream product

• 214045-84-8 6-fluoro-3,4-dihydro-2H-isoquinolin-1-one 
• 108-05-4 vinyl acetate 
• 400076-38-2 N-tert-pentanoyloxy-p-fluorobenzamide 
• 456-22-4 4-Fluorobenzoic acid 
• 403-43-0 4-fluorobenzoyl chloride 
• 36282-26-5 2-bromo-4-fluorobenzonitrile 
• 13162-05-5 n-vinylformamide 
• 13565-05-4 (E)-3-(3-fluorophenyl)acryloyl chloride 
• 700-84-5 5-fluoro-1-indanone 
• 1075-11-2 6-fluoroisoquinoline 
• 1008-86-2 6-fluoroisoquinoline 2-oxide 

Downstream Products

• 608515-77-1 6-fluoro-1-methylisoquinoline 
• 923023-34-1 6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one 
• 214045-86-0 1-chloro-6-fluoroisoquinoline 

Relevant academic research and scientific papers

Synthesis of Isoquinolones by Sequential Suzuki Coupling of 2-Halobenzonitriles with Vinyl Boronate Followed by Cyclization

A novel, facile, and expeditious two-step synthesis of 3,4-unsubstituted isoquinolin-1(2H)-ones from a Suzuki cross-coupling between 2-halobenzonitriles and commercially available vinyl boronates followed by platinum-catalyzed nitrile hydrolysis and cyclization is described.

SUBSTITUTED ARYLMETHYLUREAS AND HETEROARYLMETHYLUREAS, ANALOGUES THEREOF, AND METHODS USING SAME

The present invention includes substituted arylmethyl ureas and heteroarylmethyl-ureas, and compositions comprising the same, that can be used to treat or prevent hepatitis B virus (HBV) infections in a patient.

Aromatic compounds and preparation method and application thereof

The invention discloses aromatic compounds and a preparation method and application thereof. The preparation method of the aromatic compounds includes the step of performing a cyclization reaction between an amide compound and a benzoic acid compound in the presence of a rhodium catalyst, a metal oxidant and base, wherein the aromatic compounds are isoquinolinone compounds or isocoumarin derivatives, and the amide compound is N-vinylformamide or N-vinylacetamide. Through the synergistic effect of the rhodium catalyst, the metal oxidant and the base, the isoquinolinone compounds or isocoumarinderivatives are obtained through the one-step reaction between the benzoic acid compound and the amide compound. The reaction has simple operation, the raw materials are cheap and easily available, reaction substrates can be selected flexibly according to the required isoquinolinone compounds and the isocoumarin derivatives, and the synthesized isoquinolinone compounds and the isocoumarin derivatives can be used as a backbone structure in multiple biologically active molecules and natural products, and have high practicality.

Divergent Synthesis of Isoquinolone and Isocoumarin Derivatives by the Annulation of Benzoic Acid with N-Vinyl Amide

A simple and efficient method for the synthesis of isoquinolone and isocoumarin derivatives is reported. The method for the first time provides a one-step divergent synthesis of important isoquinolone and isocoumarin skeletons from benzoic acid by switching the coupling partners. In addition, a reliable mechanism has been proposed on the basis of experimental investigations, including kinetic isotope effect experiments, 13C labeling experiments, time-tracking experiments, and competitive experiments, as well as DFT calculation studies.

Rhodium(III)-catalyzed C-H activation/annulation with vinyl esters as an acetylene equivalent

The behavior of electron-rich alkenes in rhodium-catalyzed C-H activation/annulation reactions is investigated. Vinyl acetate emerges as a convenient acetylene equivalent, facilitating the synthesis of sixteen 3,4-unsubstituted isoquinolones, as well as select heteroaryl-fused pyridones. The complementary regiochemical preferences of enol ethers versus enol esters/enamides is discussed.

Inhibitors of Bruton's Tyrosine Kinase

This application discloses 5-phenyl-1H-pyridin-2-one, 6-phenyl-2H-pyridazin-3-one, and 5-Phenyl-1H-pyrazin-2-one derivatives according to generic Formulae I-III: wherein, variables Q, R, X, X′, Y1, Y2, Y2′, Y3, Y4, Y5, m, and n are defined as described herein, which inhibit Btk. The compounds disclosed herein are useful to modulate the activity of Btk and treat diseases associated with excessive Btk activity. The compounds are further useful to treat inflammatory and auto immune diseases associated with aberrant B-cell proliferation such as rheumatoid arthritis. Also disclosed are compositions containing compounds of Formulae I-III and at least one carrier, diluent or excipient.

NOVEL PYRIDINONES AND PYRIDAZINONES

This application discloses 5-phenyl-1H-pyridin-2-one and 6-phenyl-2H-pyridazin-3-one deriva-tives according to generic Formulae I-III : wherein, variables R, X, Y1, Y2, Y3, Y4, n and m are defined as described herein, which inhibit Btk. The compounds disclosed herein are useful to modulate the activity of Btk and treat diseases associated with excessive Btk activity. The compounds are further useful to treat in-flammatory and auto immune diseases associated with aberrant B-cell proliferation such as rheumatoid arthritis. Also disclosed are compositions containing compounds of Formulae I-III and at least one carrier, diluent or excipient.

CYCLOALKYLAMINE SUBSTITUTED ISOQUINOLONE DERIVATIVES

The invention relates to 6-substituted isoquinolone derivatives of the formula (I) useful for the treatment and/or prevention of diseases associated with Rho-kinase and/or Rho-kinase mediated phosphorylation of myosin light chain phosphatase, and composit

CYCLOALKYLAMINE SUBSTITUTED ISOQUINOLINE AND ISOQUINOLINONE DERIVATIVES

The invention relates to 6-substituted isoquinoline and isoquinolinone derivatives of the formula (I) useful for the treatment and/or prevention of diseases associated with Rho-kinase and/or Rho-kinase mediated phosphorylation of myosin light chain phosphatase, and compositions containing such compounds.