6772-51-6

Usage

Uses

Used in Medical Applications:
2-Phenyl-3,4-dihydroisoquinolin-1(2H)-one is used as an anesthetic agent for its rapid onset of action, particularly in emergency rooms where quick sedation is required.
Used in Pain Management:
In the medical field, 2-Phenyl-3,4-dihydroisoquinolin-1(2H)-one serves as an analgesic, helping to alleviate severe pain by blocking nerve signals.
Used in Recreational Settings:
Despite its medical uses, 2-Phenyl-3,4-dihydroisoquinolin-1(2H)-one is also used illicitly as a hallucinogenic party drug, providing users with feelings of dissociation and euphoria.
Used in Research:
2-Phenyl-3,4-dihydroisoquinolin-1(2H)-one is utilized in scientific research to study the effects of NMDA receptor antagonists on the brain and to develop new treatments for various neurological conditions.

Upstream product

• 162334-78-3 2-phenylisoquinolin-1(2H)-one 
• 86448-88-6 N-benzoyl N-hydroxy <(benzoyl-2) phenyl-2 ethylamine> 
• 3340-78-1 2-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 105-53-3 diethyl malonate 
• 141-97-9 ethyl acetoacetate 
• 108-59-8 malonic acid dimethyl ester 
• 75-52-5 nitromethane 
• 850130-95-9 1,2,3,4-tetrahydro-1-(nitromethyl)-2-phenylisoquinoline 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 591-50-4 iodobenzene 
• 79-24-3 Nitroethane 
• 108-03-2 1-Nitropropane 
• 536-74-3 phenylacetylene 
• 27326-46-1 N-phenyl-2-vinylbenzamide 

Downstream Products

• 1428660-62-1 2-phenyl-1,2,3,4-tetrahydroisoquinoline-1,1-d₂ 

Relevant academic research and scientific papers

CuO-NiO-TiO2 bimetallic nanocomposites for catalytic applications

CuO-NiO-TiO2 nanocomposites with of 0.01–5.0 wt.% of Cu:Ni (1:1) supported on TiO2 were prepared by a decomposition method. The catalysts structure and chemical composition were studied by means of XRD, SEM, EDX, TEM, FT-IR, UV–DRS, BET-analysis and compared for direct sunlight photo-degradation of methylene blue with commercial P25 catalyst. These studies revealed that the catalyst efficiency solely depends on the percentage of Cu-Ni dopants. The catalyst with low metal dopants displayed better photocatalytic activity. The optimum doping concentration for photo-degradation was 0.05 wt.%. The nanocomposite with higher metal loading (5.0 wt.%) was effectively employed as heterogenous catalyst for selective reduction of nitro benzene to aniline using sodium borohydride and for air oxidation of tertiary amine functionality to a tertiary amide. The synergistic effect of the metals was confirmed by comparing the catalytic activity with individual metal dopings.

Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN

The electrochemical α-cyanation of tertiary and secondary amines has been developed by using a cheap cyanide reagent, azobisisobutyronitrile (AIBN). The CN radical, generated throughn-Bu4NBr-meidated electrochemical oxidation, participates in a novel α-cyanation reaction under exogenous oxidant-free conditions.

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.

Oxidation of the inert sp3C-H bonds of tetrahydroisoquinolines through C-H activation relay (CHAR): construction of functionalized isoquinolin-1-ones

A TBN/O2-initiated oxidation of the relatively inert 3,4-C-H bonds of THIQs was accomplished, in which the existence of an α-phosphoric ester group is crucial to enable dioxygen trapping and intramolecular HAT (C-H activation relay,CHAR), reali

Porphyrin-Catalyzed Oxidation of N-Substituted Tetrahydroisoquinolines to Dihydroisoquinolones

A visible-light-induced direct α-oxygenation of N-substituted 1,2,3,4-Tetrahydroisoquinoline derivatives has been successfully developed. Tetraphenylporphyrinatozinc(II) has been identified as an effective and inexpensive photocatalyst for this transformation with a wide range of substrates. This protocol provides a convenient route to the desired products in moderate to good yields at room temperature under air.

Direct, Site-Selective and Redox-Neutral α-C?H Bond Functionalization of Tetrahydrofurans via Quantum Dots Photocatalysis

As one of the most ubiquitous bulk reagents available, the intrinsic chemical inertness of tetrahydrofuran (THF) makes direct and site-selective C(sp3)?H bond activation difficult, especially under redox neutral condition. Here, we demonstrate that semiconductor quantum dots (QDs) can activate α-C?H bond of THF via forming QDs/THF conjugates. Under visible light irradiation, the resultant alkoxyalkyl radical directly engages in radical cross-coupling with α-amino radical from amino C?H bonds or radical addition with alkene or phenylacetylene, respectively. In contrast to stoichiometric oxidant or hydrogen atom transfer reagents required in previous studies, the scalable benchtop approach can execute α-C?H bond activation of THF only by a QD photocatalyst under redox-neutral condition, thus providing a broad of value added chemicals starting from bulk THFs reagent.

Visible-Light-Induced Controlled Oxidation of N-Substituted 1,2,3,4-Tetrahydroisoquinolines for the Synthesis of 3,4-Dihydroisoquinolin-1(2H)-ones and Isoquinolin-1(2H)-ones

A visible light-rose bengal-TBHP mediated, controlled oxidation of N-substituted 1,2,3,4-tetrahydroisoquinolines is developed for the synthesis of 3,4-dihydroisoquinolin-1(2H)-ones and isoquinolin-1(2H)-ones. The present method feature's a broad substrate scope, good functional group tolerances, and the products were prepared in good to excellent yields. The developed methodology further demonstrated in the synthesis of isoindolo[2,1-b] isoquinolin-5(7H)-one (topoisomerase-I inhibitor). (Figure presented.).

Synthesis of new quinolizinium-based fluorescent compounds and studies on their applications in photocatalysis

Quinoliziniums, cationic aromatic heterocycles bearing a quaternary bridgehead nitrogen, have been widely used as fluorescent dyes, DNA intercalators, ionic liquidsetc. A library of new quinolizinium compounds was synthesized from quinolines and internal alkyne substrates in up to 65% isolated yields. Systematic studies of their photophysical properties were conducted. The quinoliziniums have been used in three visible-light-induced photocatalysis reactions with good yields.

Photo-induced sp3 C?H bond arylation, cyanation and nitroalkylation of tetrahydroisoquinolines (THIQs) under visible light irradiation using a combination of NHPI and Rose Bengal

This work reports a sustainable protocol for α-arylation of tetrahydroisoquinolines (THIQs) with aryl diazonium salts using a combination of a cheap and stable oxidant, N-hydroxyphthalimide (NHPI), and an inexpensive dye photosensitizer, Rose Bengal (RB),

Tracing and elucidating visible-light mediated oxidation and C-H functionalization of amines using mass spectrometry

The co-existing mechanism of visible light mediated direct oxidation and C-H functionalization of amines was investigated by capturing all the intermediates using online mass spectrometry. The two-step dehydrogenation of amine involving a proton coupled electron transfer (PCET) process was revealed for the first time.