1144-20-3

Usage

Uses

4-Hydroxy-2-phenylquinoline (cas# 1144-20-3) is a useful bacterial efflux pump inhibitor.

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 1270, 1946 DOI: 10.1021/ja01211a041

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

Upstream product

• 22680-63-3 4-ethoxy-2-phenylquinoline 
• 742-29-0 N-(2-phenyl-4-quinolyl)aniline 
• 53256-22-7 ethyl β-anilinocinnamate 
• 47057-64-7 1-(2-nitro-phenyl)-3-phenyl-propane-1,3-dione 
• 110422-10-1 3-amino-2-(α-phenylimino-benzyl)-crotonic acid ethyl ester 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 118-92-3 anthranilic acid 
• 98-86-2 acetophenone 
• 101-84-8 diphenylether 
• 4316-37-4 1,1,-diethoxy-1-phenylethane 
• 87-25-2 2-ethoxycarbonylaniline 
• 128924-98-1 4-tert-Butoxy-2-phenyl-quinoline 
• 7664-93-9 sulfuric acid 
• 959-66-0 3-oxo-3-phenylpropionanilide 

Downstream Products

• 22680-62-2 4-methoxy-2-phenyl-quinoline 
• 17182-60-4 N-methyl-2-phenylquinolin-4(1H)-one 
• 612-96-4 2-Phenylquinoline 
• 4979-79-7 4-chloro-2-phenylquinoline 
• 923590-76-5 C₂₆H₂₈N₂O₅ 
• 1313356-82-9 2-phenylquinolin-4-yl 4-nitrobenzenesulfonate 
• 5427-93-0 4-bromo-2-phenylquinoline 

Relevant academic research and scientific papers

An efficient oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones employing ferric chloride hexahydrate-methanol: Synthesis of naturally occurring 4-alkoxy-2-arylquinolines

A simple, inexpensive and efficient oxidation of 2-aryl-1,2,3,4-tetrahydro- 4-quinolones has been carried out by employing FeCl3·6H 2O-methanol under mild conditions. This method has been investigated for the synthesis of an endothel

Palladium catalyzed hydrodefluorination of fluoro-(hetero)arenes

Palladium catalyzed hydrodefluorination was developed for fine-tuning the properties of fluoro-(hetero)aromatic compounds. The robust reaction can be set up in air, requires only commercially available components, and tolerates a variety of heterocycles and functionalities relevant to drug discovery. Given the prevalence of fluorine incorporation around metabolic hotspots, the corresponding deuterodefluorination reaction may prove useful for converting fluorinated libraries to deuterated analogues to suppress the oxidative metabolism by kinetic isotope effects.

Lewis Acid Promoted Oxonium Ion Driven Carboamination of Alkynes for the Synthesis of 4-Alkoxy Quinolines

Lewis acid mediated multisegment coupling cascade is designed for the synthesis of densely substituted 4-alkoxy quinolines via an oxonium ion triggered alkyne carboamination sequence involving C-C and C-N bond formations. Cyclic ether fused-quinolines cou

Enzymatic resolution of 1-amino-2-vinylcyclopropyl caboxylic acid methyl ester

An enantiomeric-resolving process for obtaining (1R,2S)-1-amino-2-vinylcyclopropyl carboxylic acid methyl ester by use of an esterase, and especially Alcalase?, is disclosed.

A modified Niementowski reaction for the synthesis of 4-hydroxyquinoline and its realted compounds

The iminoketene generated from anthranilic acid and thionyl chloride reacted with ketones to afford 4-hydroxyquinoline derivatives in good yields.

An Unusual Base-Mediated Cyclization of Ketimines Derived from 2-(Trifluoromethyl)aniline That Involves the Trifluoromethyl Group: An Expedient Route to 2-Arylquinolines

6-(Substituted methylene)-N-(arylalkylidene)-2,4-cyclohexadien-1-imines, such as 13, 17, and 21 (Scheme II) are suggested intermediates in a novel synthetic route to 2-arylquinolines based on the reaction of trifluoromethyl-substituted ketimines, such as

Synthesis of Simple Quinoline Alkaloids. A Novel Quinazoline Synthesis

2-Alkyl (aryl), 4-amino-substituted quinolines are prepared in two steps by cycloaddition of 2-nitrobenzaldoximes with acetylenes and subsequent reductive cleavage of the intermediate isoxazole in acetic acid.Diazotization of the 4-aminoquinolines gives t