36926-82-6

Usage

Uses

Used in Medicinal Chemistry:
2-OXO-1,2-DIHYDRO-3-QUINOLINECARBONITRILE is used as a precursor for the synthesis of pharmaceutical compounds due to its quinoline-based structure and functional groups. Its reactivity and potential to form heterocyclic ring systems make it a valuable intermediate in the development of new drugs.
Used in Synthetic Chemistry:
In the field of synthetic chemistry, 2-OXO-1,2-DIHYDRO-3-QUINOLINECARBONITRILE serves as an intermediate for the production of other organic compounds. Its carbonyl and nitrile groups contribute to its reactivity, allowing for various synthetic transformations and the creation of diverse chemical products.
Used in Pharmaceutical Industry:
2-OXO-1,2-DIHYDRO-3-QUINOLINECARBONITRILE is used as a key building block in the pharmaceutical industry for the development of novel therapeutic agents. Its unique structure and functional groups enable the design and synthesis of innovative drugs with potential applications in various therapeutic areas.
Used in Organic Synthesis:
In the realm of organic synthesis, 2-OXO-1,2-DIHYDRO-3-QUINOLINECARBONITRILE is utilized as a versatile intermediate for the preparation of a wide range of organic compounds. Its reactivity and compatibility with various synthetic methods make it a valuable component in the synthesis of complex organic molecules.

InChI:InChI=1/C10H6N2O/c11-6-8-5-7-3-1-2-4-9(7)12-10(8)13/h1-5H,(H,12,13)

Upstream product

• 95104-21-5 2-chloroquinoline-3-carbonitrile 
• 106073-17-0 (±)-2-oxo-1,2,3,4-tetrahydroquinoline-3-carbonitrile 
• 116704-96-2 3-Hydroxyiminomethylquinoline-2(1H)-one 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 176214-83-8 o-tosylaminobenzaldehyde morpholinal 
• 1262102-50-0 C₁₆H₂₅N₃O₄S 
• 106073-15-8 2-chloro-3-cyano-1,4-dihydroquinoline 
• 91301-03-0 3-formyl-2-quinolone 
• 529-23-7 o-aminobenzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 2003-79-4 2-oxo-1,2-dihydro-quinoline-3-carboxylic acid 
• 28448-08-0 3-cyano-1-methyl-2(1H)-quinolone 
• 99465-04-0 6-bromo-2-chloro-3-cyanoquinoline 
• 353273-43-5 1-(1H-pyrazolo[3,4-b]quinolin-3-yl)-3-p-tolyl-thiourea 
• 353273-42-4 3-phenyl-1-(1H-pyrazolo[3,4-b]quinolin-3-yl)thiourea 
• 353273-46-8 [1-(4-Bromo-phenyl)-meth-(E)-ylidene]-(1H-pyrazolo[3,4-b]quinolin-3-yl)-amine 
• 353273-45-7 3-benzylideneamino-1H-pyrazolo[3,4-b]quinoline 
• 106835-44-3 1H‐pyrazolo[3,4‐b]quinolin‐3‐amine 
• 136812-19-6 2-chloroquinoline-3-carbonyl chloride 
• 73776-25-7 2-chloro-3-quinolinecarboxylic acid 
• 99465-03-9 6-bromo-3-cyano-2(1H)-quinoline 

Relevant academic research and scientific papers

Copper-Catalyzed N- and O-arylation of amides: Alternative approaches to 3,4-dihydroquinolin-2-ones, quinolin-2-ones, and 12h-chromeno[2,3-b]quinolin-12- ones

The efficient syntheses of 3-cyanoquinolin-2-ones, 3-(2-bromobenzyl)-3- cyano-3,4-dihydroquinolin-2-ones, 3-(2-bromobenzyl)quinolin-2-ones, and 12H-chromeno[2,3-b]quinolin-12-ones through copper-catalyzed N- and O-arylation of amides by using readily avai

Synthesis of phthalimidines linked to quinoline derivatives by an amide bridge

The reactions of 3-acetoxy-2-acetyl(cyanoacetyl)aminoisoindolin-1-one (1) with o-tosylaminobenzaldehyde and o-mesylaminobenzaldehyde morpholinals lead to a mixture of 2-(2-aminoquinoline-3-carboxamido)-3-morpholinoisoindolin-1-one (3) and 3-cyanoquinolin-2(1H)-one (4). The reaction of 1 with 5-nitro-2- tosylaminobenzaldehyde morpholinal yields a mixture of 2-(2-amino-6- nitroquinoline-carboxamido)-3-morpholinoisoindolin-1-one and 3-cyano-6-nitroquinolin-2(1H)-one. 3-Acetoxy-2-(quinolino[2,3-d]-2-methyl-4- oxopyrimidin-3-yl)isoindolin-1-one (20) was prepared by the condensation of o-formylbenzoic acid and 2-aminoquinoline-3-carbohydrazide in Ac2O. The structures of compounds 3, 4, and 20 were established by X-ray analysis.

QUINOLINONE DERIVATIVES

HIV inhibitory compounds of formula (I) including the stereoisomeric forms thereof, the pharmaceutically acceptable salts, and pharmaceutically acceptable solvates thereof; wherein R1 is cyano; R2 is H, C1-6alkyl, trifluoromethyl, amino, mono- or di-C1-6alkylamino, C1-6alkylamino wherein the C1-6alkyl group can be substituted; X1 is CH or N; R3 is phenyl or pyridyl, each unsubstituted or substituted; R4 is H, C1-6alkyl, (C1-6alkylcarbonyla mino)C1-6alkyl-, Ar, potionally substituted thienyl, furanyl, pyridyl, pyrimidyl, pyrazinyl, pyrrolyl, pyrazolyl, imidazolyl, triazo lyl, oxazolyl, thiazolyl, halo, trifluoromethyl, hydroxy, C1-6alkyloxy, -OPO(OH)2, amino, aminocarbonyl, cyano, -Y1-R6, -Y1-Alk-R6, or -Y1-Alk-Y2-R7; R5 is H, halo, hydroxy or C1-6alkyloxy; or R4 and R5 form -O-CH2-O-; Y1 is O or NR8; Y2 is O or NR9; Alk is bivalent C1-6alkyl; R6 is pyrrolidinyl, piperidinyl, morpho linyl, piperazinyl, 4-C1 -6alkylpiperazinyl, 4-(C1-6alkylcarbonyl)piperazinyl, pyridyl, or imidazolyl; R7 is H, C1-6alkyl, hydroxyC1 -6alkyl, C1-6alkylcarbonyl; R8 and R9 are H or C1-6alkyl; Ar is optionally substituted phenyl; pharmaceut ical compositions comprising the above compounds (I) as active ingredient.

Synthesis and antimicrobial activity of novel pyrazolo[3,4-b]quinoline derivatives

New pyrazolo[3,4-b]quinoline derivatives have been prepared by cyclization of the intermediate 2-chloroquinoline-3-carbonitrile 7, namely 3-amino-1H-pyrazolo[3,4-b]quinoline 8a, 3-amino-1phenyl/(p-substituted)phenyl/-1H-pyrazolo[3,4-b]-quinoline 8bf. Furthermore, 3-[(3-aryl-4-oxothiazolidin-2-ylidene)amino]1H-pyrazolo[3,4-b]quinolines 11a,b; 3-[(3-aryl-4-oxothiazin-2ylidene)amino]-1H-pyrazolo[3,4-b]quinolines 12a,b and 3-(2aryl-4-oxothiazolidin-3-yl)- 1H-pyrazolo[3,4-b]quinolines 13a,b were synthesized. The antimicrobial activity was evaluated for most of the prepared compounds.

Synthesis of Pyrimidothienoquinolin-4(3H)-ones

The Synthesis of compounds containing a novel tetracyclic condensed quinoline system, pyrimidothienoquinoline, by successive building up of thiophene and pyrimidine rings on quinoline, employing 3-cyanoquinoline-2(1H)-thiones(IV) as key intermediates, is reported.

(1H-tetrazol-5-yl)-2(1H)-quinolinones and-naphthyridones and antiallergic use thereof

(1H-Tetrazol-5-yl)-2(1H)-quinolones useful as antiallergic agents are described herein. The compounds are prepared by the reaction of sodium azide and ammonium chloride with an appropriate 3-cyano-2(1H)-quinolinone.

Antiallergic (1H-tetrazol-5-yl)tetrazolo[1,5-a]quinolines and derivatives thereof

(1H-Tetrazol-5-yl)tetrazolo[1,5-a]quinolines and related compounds which are useful as antiallergic agents are described herein. The compounds are prepared by the reaction of an appropriate halocyanoquinoline or isoquinoline with ammonium chloride and an