6961-25-7

Usage

Uses

Used in Organic Material Synthesis:
2-Phenyl-8-hydroxyquinoline is used as a key component in the synthesis of various organic materials due to its effective fluorescence and high thermal stability, which are essential for the development of advanced materials with specific optical and electronic properties.
Used in Organic Photovoltaic Devices:
In the photovoltaic industry, 2-Phenyl-8-hydroxyquinoline is utilized as a crucial element in the development of organic photovoltaic devices, leveraging its fluorescence and thermal stability to improve the efficiency and performance of these solar energy converters.
Used in Optical Applications:
2-Phenyl-8-hydroxyquinoline is employed as a material with unique photophysical properties in optical applications, where its fluorescence and interaction with light can be harnessed for various technological advancements, such as in the creation of light-emitting diodes (LEDs) and optical sensors.
Used as a Chelating Agent in Industrial Applications:
2-Phenyl-8-hydroxyquinoline is used as a chelating agent in various industrial processes, where its ability to form multiple bonds with metal ions is crucial for applications such as metal extraction, purification, and the synthesis of metal-organic frameworks. This versatility makes it a valuable tool in the chemical and materials science industries.

InChI:InChI=1/C15H11NO/c17-14-8-4-7-12-9-10-13(16-15(12)14)11-5-2-1-3-6-11/h1-10,17H

Upstream product

• 148-24-3 8-quinolinol 
• 591-51-5 phenyllithium 
• 108-86-1 bromobenzene 
• 139399-61-4 2-bromo-8-hydroxyquinoline 
• 98-80-6 phenylboronic acid 
• 42123-33-1 3-hydroxy-2-nitrobenzaldehyde 
• 100-83-4 meta-hydroxybenzaldehyde 
• 1004545-97-4 2-amino-3-hydroxybenzaldehyde 
• 98-86-2 acetophenone 
• 1127-45-3 8-Hydroxyquinoline-N-oxide 
• 100-59-4 phenylmagnesium chloride 
• 63404-84-2 8-(benzyloxy)quinolin-2(1H)-one 
• 687637-87-2 8-benzyloxy-2-phenylquinoline 

Downstream Products

• 116529-78-3 2-phenylquinolin-8-ylamine 
• 1375158-97-6 C₉H₅C₆H₅NNCCH₃CHCOHCH₃ 
• 146830-22-0 2-phenylquinoline-5,8-quinone 

Relevant academic research and scientific papers

Comparing a series of 8-quinolinolato complexes of aluminium, titanium and zinc as initiators for the ring-opening polymerization of rac-lactide

The preparation and characterization of a series of 8-hydroxyquinoline ligands and their complexes with Ti(IV), Al(III) and Zn(II) centres is presented. The complexes are characterized using NMR spectroscopy, elemental analysis and, in some cases, by sing

Method of preparing Quinoline-5,8-dione derivatives for TGase 2 inhibitor

I Is -5,8- of the quinoline, dione derivative compound. of Formula I, or a stereoisomer or a pharmaceutically acceptable salt thereof, wherein the compound of Formula, TGase 2 has, inhibitory effects TGase 2, and thus the pharmaceutical composition may be useful for preventing or treating disorders or diseases mediated by TGase 2 or inhibiting. (by machine translation)

Quinoline-5,8-dione derivatives for TGase 2 inhibitor, and the pharmaceutical composition comprising the same

The present invention relates to a quinolin-5,8-dione derivative compound represented by chemical formula I, an optical isomer thereof or a pharmaceutically acceptable salt thereof. The compound represented by chemical formula I of the present invention has a TGase 2 inhibitory effect, and the pharmaceutical composition comprising the same can be usefully used for preventing or treating disorders or diseases mediated by TGase 2 or response to TGase 2 inhibition.COPYRIGHT KIPO 2020

Microwave-enhanced Friedl?nder synthesis for the rapid assembly of halogenated quinolines with antibacterial and biofilm eradication activities against drug resistant and tolerant bacteria

Herein, we disclose the development of a catalyst- and protecting-group-free microwave-enhanced Friedl?nder synthesis which permits the single-step, convergent assembly of diverse 8-hydroxyquinolines with greatly improved reaction yields over traditional oil bath heating (increased from 34% to 72%). This rapid synthesis permitted the discovery of novel biofilm-eradicating halogenated quinolines (MBECs = 1.0-23.5 μM) active against MRSA, MRSE, and VRE. These small molecules exhibit activity through mechanisms independent of membrane lysis, further demonstrating their potential as a clinically useful treatment option against persistent biofilm-associated infections.

Direct, catalytic, and regioselective synthesis of 2-alkyl-, aryl-, and alkenyl-substituted N -Heterocycles from n -oxides

A one-step transformation of heterocyclic N-oxides to 2-alkyl-, aryl-, and alkenyl-substituted N-heterocycles is described. The success of this broad-scope methodology hinges on the combination of copper catalysis and activation by lithium fluoride or magnesium chloride. The utility of this method for the late-stage modification of complex N-heterocycles is exemplified by facile syntheses of new structural analogues of several antimalarial, antimicrobial, and fungicidal agents.

Synthesis and structures of tridentate ketoiminate zinc complexes that act as l-lactide ring-opening polymerization catalysts

A series of NNO tridentate Schiff base ligands were used to prepare zinc amide and zinc phenoxide complexes that were shown to be efficient l-lactide ring-opening polymerization (ROP) catalysts. The complexes were prepared from ketoimines bearing a pendant quinoline donor, zinc bis(trimethylsilyl)amide, and 2,6-di-tert-butylphenol. They were characterized with 1H and 13C NMR, absorbance spectroscopy, microanalysis, and X-ray crystallography. The zinc amide and zinc phenoxide structures showed mononuclear complexes with tridentate coordination by the ketoiminate ligands. ROP of l-lactide with the zinc amides and phenoxide complexes gave isotactic poly-l-lactide with generally low molecular weight distributions. As compared to their amide counterparts, the zinc phenoxide complexes showed superior lactide ROP behavior in terms of percent conversion as a function of time, measured molecular weights closer to the predicted values, and lower polydispersity index values. Increasing size of the substituent at the 2-position on quinoline (H, Me, Ph) improved the synthesis of the complexes but adversely affected the ROP.

Novel quinolinequinone antitumor agents: Structure-metabolism studies with NAD(P)H:quinone oxidoreductase (NQO1)

A series of quinolinequinones bearing various substituents has been synthesized, and the effects of substituents on the metabolism of the quinones by recombinant human NAD(P)H:quinone oxidoreductase (hNQO1) was studied. A range of quinolinequinones were selected for study, and were specifically designed to probe the effects of aryl substituents at C-2. A range of 28 quinolinequinones 2-29 was prepared using three general strategies: the palladium(0) catalyzed coupling of 2-chloroquinolines, the classical Friedlaender synthesis and the double-Vilsmeier reaction of acetanilides. One example of an isoquinolinequinone 30 was also prepared, and the reduction potentials of the quinones were measured by cyclic voltammetry. For simple substituents R2 at the quinoline 2-position, the rates of quinone metabolism by hNQO1 decrease for R2=Cl>H～Me>Ph. For aromatic substituents, the rate of reduction decreases dramatically for R 2=Ph>1-naphthyl>2-naphthyl>4-biphenyl. Compounds containing a pyridine substituent are the best substrates, and the rates decrease as R 2=4-pyridyl>3-pyridyl>2-pyridyl>4-methyl-2-pyridyl>5- methyl-2-pyridyl. The toxicity toward human colon carcinoma cells with either no detectable activity (H596 or BE-WT) or high NQO1 activity (H460 or BE-NQ) was also studied in representative quinones. Quinones that are good substrates for hNQO1 are more toxic to the NQO1 containing or expressing cell lines (H460 and BE-NQ) than the NQO1 deficient cell lines (H596 and BE-WT).

Design of a new class of chiral quinoline-phosphine ligands. Synthesis and application in asymmetric catalysis

The design and synthesis of a new class of chiral quinoline-phosphine ligands has been achieved. Their efficiency as asymmetric ligands in enantioselective palladium-catalyzed allylic substitution reactions and in the asymmetric copper-catalyzed addition