53400-41-2

Usage

Uses

Used in Pharmaceutical Industry:
5,6,7,8-TETRAHYDROQUINOLINONE-5 is used as a reagent for the synthesis of pyridino N-alkylated nicotine analogs, which can serve as nicotinic acetylcholine receptor antagonists. These antagonists have potential applications in the treatment of various neurological disorders and conditions related to nicotine addiction.
Used in Organic Synthesis:
In the field of organic chemistry, 5,6,7,8-TETRAHYDROQUINOLINONE-5 is used in the total synthesis of (±)-tangutorine, a novel indole alkaloid. 5,6,7,8-TETRAHYDROQUINOLINONE-5 has potential applications in the development of new drugs and therapeutic agents due to its unique chemical structure and properties.

InChI:InChI=1/C9H9NO/c11-9-5-1-4-8-7(9)3-2-6-10-8/h2-3,6H,1,4-5H2

Upstream product

• 87549-96-0 1-(pyridin-3-yl)cyclobutanol 
• 22971-46-6 5-oxo-5-(pyridin-3-yl)pentanoic acid 

Downstream Products

• 194151-99-0 5,6,7,8-tetrahydroquinolin-5-ol 
• 60975-88-4 5-phenyl-5,6,7,8-tetrahydro-quinolin-5-ol 
• 129574-56-7 5-Oxo-1-(2-oxo-2-phenyl-ethyl)-5,6,7,8-tetrahydro-quinolinium; bromide 
• 71569-15-8 5,6,7,8-tetrahydroquinolin-5-ylamine 
• 150737-70-5 (R)-5,6,7,8-tetrahydroquinolin-5-ol 
• 98218-74-7 1-hydroxy-cis,cis-5-<(p-tolylsulfonyl)oxy>decahydroquinoline 
• 98218-73-6 3-[(4aS,5R,8aS)-5-(Toluene-4-sulfonyloxy)-octahydro-quinolin-1-yl]-propionic acid methyl ester 
• 98218-77-0 (Z)-2-Phenyl-3,3a,4,5,6,9,10,11-octahydro-2H-1-oxa-11a-aza-cyclopentacyclodecene 
• 200188-69-8 2-(4-chlorophenyl)-4,4a,5,6-tetrahydropyrido[2,3-h]cinnolin-3(2H)-one 
• 155277-64-8 1-(4-chlorophenyl)-8,9-dihydro-7H-pyrrolo[3,2,1-ij]quinolin-7-one 
• 155277-63-7 1-(4-bromophenyl)-8,9-dihydro-7H-pyrrolo[3,2,1-ij]quinolin-7-one 
• 1392299-52-3 7-(biphenyl-4-yl)-9-(piperidin-1-yl)-5,6-dihydrobenzo[f]quinoline-10-carbonitrile 
• 1392299-48-7 7-phenyl-9-(piperidin-1-yl)-5,6-dihydrobenzo[f]quinoline-10-carbonitrile 
• 1392299-49-8 7-phenyl-9-(pyrrolidin-1-yl)-5,6-dihydrobenzo[f]quinoline-10-carbonitrile 

Relevant academic research and scientific papers

Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light

An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.

Tandem Oxidative Ring-Opening/Cyclization Reaction in Seconds in Open Atmosphere for the Synthesis of 1-Tetralones in Water-Acetonitrile

A mild and practical tandem oxidative ring-opening/cyclization reaction mediated by Ce4+ for the synthesis of 1-tetralones is presented. This rapid transformation was completed within 30 s and conducted in an open reactor at 0 °C in a water-acetonitrile mixture. Various cyclobutanol derivatives are transformed into desired products in good to high yields, and this reaction can be easily scaled up to the gram scale.

Tandem Oxidative Ring-Opening/Cyclization Reaction in Seconds in Open Atmosphere for the Synthesis of 1-Tetralones in Water-Acetonitrile

A mild and practical tandem oxidative ring-opening/cyclization reaction mediated by Ce4+ for the synthesis of 1-tetralones is presented. This rapid transformation was completed within 30 s and conducted in an open reactor at 0 °C in a water-acetonitrile mixture. Various cyclobutanol derivatives are transformed into desired products in good to high yields, and this reaction can be easily scaled up to the gram scale.

Certain 5,6,7,8-tetrahydroquinoline-8-thiocarboxamides

The invention relates to novel pyridine derivatives which have a fused 5,6, or 7-membered saturated hydrocarbon ring adjacent to the nitrogen of the pyridine ring, and a group X situated on said hydrocarbon ring and separated by one carbon atom from the pyridine nitrogen atom, said group X is cyano, CONHR3, CSNHR3 or CO2 R5 wherein R3 is selected from hydrogen, lower alkyl and lower aralkyl radicals and R5 is selected from hydrogen, lower alkyl and lower aralkyl radicals which may be substituted by alkyl, alkoxy, halogen, nitro or trifluoromethyl; other substituents may be present. Compounds wherein X is CSNHR3 are anti-ulcer agents and the other compounds are intermediates therefor.

Cyclopenteno[b]pyridine derivatives

The invention relates to novel cyclopenteno[b]pyridine derivatives which have a group X on the 7-position and related tricyclic compounds. X is CONHR3, or CO2 R5 wherein R3 is hydrogen or lower alkyl and R5 is hydrogen or a lower alkyl or lower aralkyl group which may be substituted by alkyl, alkoxy, halogen, nitro or trifluoromethyl; other substituents may be present. The compounds are intermediates for compounds wherein X is CSNHR3 which are anti-ulcer agents.

Cyclopenteno[b]pyridine derivatives

The invention relates to novel cyclopenteno[b]pyridine derivatives which have a thioamide group in the 7-position and related tricyclic compounds. The compounds are anti-ulcer agents.

8-Carboxylester, and 8-carbamyl derivitives of 5,6,7,8-tetrahydroquinoline

The invention relates to novel 5,6,7,8-tetrahydroquinoline derivatives which have a group X situated at the 8-position said group X is CONHR3, or CO2 R5 wherein R3 is hydrogen lower alkyl and R5 is hydrogen, lower alkyl or a lower aralkyl radical. The compounds are intermediates for corresponding compounds where X is CSNHR3 and these are anti-ulcer agents.

8-Cyano-5,6,7,8-tetrahydroquinoline derivatives

The invention relates to novel 8-cyano-5,6,7,8-tetrahydroquinoline derivatives which are intermediates for the preparation of corresponding 8-thioamides. Some of the 8-cyano compounds are anti-ulcer agents.

Pharmaceutical compositions containing 5,6,7,8-tetrahydroquinoline derivatives and related compounds

The invention relates to pharmaceutical compositions containing 5,6,7,8-tetrahydroquinoline-8-thioamides and nitriles and related tricyclic compounds and methods of treating ulcers using said compounds.