63463-20-7

Usage

Uses

Used in Pharmaceutical Research:
3-Quinolinecarboxylic acid, 7-fluoro-4-hydroxy-(9CI) is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its presence of a fluorine atom and hydroxy group allows for the development of new drugs with improved pharmacokinetic and pharmacodynamic properties. 3-Quinolinecarboxylicacid,7-fluoro-4-hydroxy-(9CI)'s potential biological activity makes it a promising candidate for the treatment of various diseases and disorders.
Used in Agrochemical Research:
In the agrochemical industry, 3-Quinolinecarboxylic acid, 7-fluoro-4-hydroxy-(9CI) is utilized as a building block for the development of novel agrochemicals. Its unique structure and potential biological activity enable the creation of new pesticides, herbicides, and other agrochemicals with enhanced efficacy and selectivity. 3-Quinolinecarboxylicacid,7-fluoro-4-hydroxy-(9CI) can contribute to the development of more sustainable and environmentally friendly agricultural practices.
Used in Medicinal Chemistry:
3-Quinolinecarboxylic acid, 7-fluoro-4-hydroxy-(9CI) is employed as a versatile scaffold in medicinal chemistry for the design and synthesis of new bioactive molecules. Its structural features, including the quinoline ring, fluorine atom, and hydroxy group, provide opportunities for further functionalization and optimization of drug candidates. 3-Quinolinecarboxylicacid,7-fluoro-4-hydroxy-(9CI) can be used to explore new chemical space and identify potential therapeutic agents with improved potency, selectivity, and safety profiles.
Used in Chemical Synthesis:
As a chemical compound with unique structural features, 3-Quinolinecarboxylic acid, 7-fluoro-4-hydroxy-(9CI) serves as a valuable starting material for various chemical synthesis processes. Its reactivity and functional groups enable the preparation of a wide range of derivatives and analogs, which can be further explored for their potential applications in different fields, such as materials science, catalysis, and environmental chemistry.

InChI:InChI=1/C10H6FNO3/c11-5-1-2-6-8(3-5)12-4-7(9(6)13)10(14)15/h1-4H,(H,12,13)(H,14,15)

Upstream product

• 1583-58-0 2,4-difluoro-benzoic acid 
• 26832-95-1 diethyl 2-(((3-fluorophenyl)amino)methylene)malonate 
• 372-19-0 meta-fluoroaniline 
• 216986-75-3 4-cyclopropylimino-1-ethyl-7-fluoro-1,4-dihydroquinoline-3-carboxylic acid 
• 216986-62-8 1-ethyl-4-ethylimino-7-fluoro-1,4-dihydroquinoline-3-carboxylic acid 
• 213454-52-5 1-Ethyl-4-[(E)-ethylimino]-7-fluoro-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 
• 53977-49-4 1-ethyl-1,4-dihydro-7-fluoro-4-oxoquinoline-3-carboxylic acid 
• 26892-97-7 7-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid ethyl ester 
• 26892-97-7 ethyl 7-fluoro-4-hydroxy-3-quinolinecarboxylate 

Downstream Products

• 86-98-6 4,7-dichloroquinoline 
• 26707-52-8 7-chloro-4-methoxyquinoline 
• 5448-52-2 7-chloro-4-ethoxyquinoline 
• 391-82-2 4-Chloro-7-fluoroquinoline 
• 391-83-3 7-fluoro-1,4-dihydroquinolin-4-one 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of new quinoline derivatives as potential antitumor agents

A series of new quinoline derivatives was designed, synthesized and evaluated for their antiproliferative activity. The results demonstrated that compounds 11p, 11s, 11v, 11x and 11y exhibited potent antiproliferative activity with IC50 value of lower than 10 μM against seven human tumor cell lines, and N-(3-methoxyphenyl)-7- (3-phenylpropoxy)quinolin-4-amine 11x was found to be the most potent antiproliferative agent against HCT-116, RKO, A2780 and Hela cell lines with an IC50 value of 2.56, 3.67, 3.46 and 2.71 μM, respectively. The antitumor efficacy of the representative compound 11x in mice was also evaluated, and the results showed that compound 11x effectively inhibited tumor growth and decreased tumor weight in animal models. Further investigation on mechanism of action indicated that compound 11x could inhibit colorectal cancer growth through ATG5-depenent autophagy pathway. Therefore, these quinoline derivatives are a new class of molecules that have the potential to be developed as new antitumor drugs.

Polysubstituted quinolone compounds, and preparation method and use thereof

The invention provides polysubstituted quinolone compounds, and a preparation method and a use thereof, and concretely provides a polysubstituted quinolone compound represented by formula I, and optical isomers, pharmaceutically acceptable salts or solvates thereof. All groups in the formula I are defined in the description. The quinolone compound has excellent c-Met inhibition activity, and can be used for treating c-Met activity or expression level corrected diseases.

For antibacterial chlorine oxygen kui derivatives

The invention relates to an oxo-quinoline derivative with activity of resisting bacterial infection relevant diseases such as helicobacter pylori (Hp) infection disease. The invention specifically relates to a compound as shown in formula I in the specification, and a pharmaceutically acceptable salt, solvate or prodrug thereof, wherein R is selected from hydrogen, -C alkyl, -C alkenyl, -C alkynyl, or -C alkyl-phenyl, and the alkyl, alkenyl, alkynyl and phenyl can be randomly substituted by halogen, nitro, cyan, hydroxyl, -C alkoxy and phenyl; R is selected from hydrogen, -CONHR and -COOR, R and R are independently selected from -C alkyl and -C alkyl amino, and the amino is randomly substituted by one to two -C alkyls; R is selected from halogen, -C alkoxy, morpholinyl or piperazinyl.

With anti-tumor activity of chlorine oxygen kui derivatives

The invention relates to a chloroxoquinoline derivatives with anti-tumor activity and specifically relates to compounds of a formula I as shown in the specification and pharmaceutically acceptable salts, solvates and prodrugs thereof, wherein R1 is selected from hydrogen, -C1-6 alkyl, -C2-6 alkenyl, -C2-6 alkynyl and -C1-6 alkyl-phenyl, and the alkyl, the alkenyl, the alkynyl and the phenyl can be optionally substituted by halogens, nitryl, cyan, hydroxyl, -C1-6 alkoxy and phenyl; R3 is selected from hydrogen, -CONHR31 and -COOR32, the R31 and the R32 are independently selected from -C1-6 alkyl and -C1-6 alkylamino, respectively, and the amino can be optionally substituted by 1 to 2 -C1-6 alkyls; R7 is selected from halogens, -C1-6 alkoxy, morpholinyl and piperazine; the formula I is as shown in the specification.

Synthesis and anti-tumor activities of 4-anilinoquinoline derivatives

Twenty-two 7-fluoro (or 8-methoxy)-4-anilinoquinolines compounds were designed and synthesized as potentially potent and selective antitumor inhibitors. All the prepared compounds were evaluated for their in vitro antiproliferative activities against the HeLa and BGC823 cell lines. Ten compounds (1a-g; 2c; 2e and 2i) exhibited excellent antitumor activity superior to that of gefitinib. Among the ten compounds; seven (1a-c; 1e-1g and 2i) displayed excellent selectivity for BGC823 cells. In particular; 1f and 2i exhibited potent cytotoxic activities against HeLa cells and BGC823 cells with better IC50 values than gefitinib.

6,7-Difluoro-1,4-dihydro-1-methyl-4-oxo-3-quinolinecarboxylic acid, a newly designed fluorescence enhancement-type derivatizing reagent for amino compounds

A novel fluorescence enhancement-type derivatizing reagent for amino compounds, 6,7-difluoro-1,4-dihydro-1-methyl-4-oxo-3-quinolinecarboxylic acid (FMQC), was developed. FMQC reacts with aliphatic primary amino compounds to afford strong fluorescent derivatives having high photo-and thermo-stabilities. The FMQC derivatives of amino compounds showed 12-159 times higher fluorescence quantum efficiencies than those of FMQC in aqueous and polar organic media. Additionally, the absorption and fluorescence emission wavelength of the derivatives are red-shifted from those of FMQC. These differences in the fluorescence properties between FMQC and the fluorescent derivative enabled the simple and highly sensitive determination of amino compounds without removing any excess unreacted FMQC by using a simple spectrofluorometer as well as HPLC.

IMAGING AGENTS

The invention relates to compounds of formula (I), or a salt or solvate thereof which comprise a detectable label. The compounds have use as radioligands for the GABAA receptor.

1-Alkyl-1,4-dihydro-4-iminoquinoline-3-carboxylic acids: Synthesis, structure and properties

1-Alkyl-1,4-dihydro-4-iminoquinoline-3-carboxylates undergo neutral hydrolysis (in H2O or H2O-EtOH mixtures) to yield water-soluble 4-iminoquinoline-3-carboxylic acids and the corresponding 4-oxo esters. Such 4-imino acids are also accessed by treating an appropriate 1-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid successively with thionyl chloride and an amine-H2O mixture, or from treatment of a 4-imino ester salt with aqueous amine. In the latter procedures 7-fluoro substituted substrates gave rise to 7-alkylamino derivatives even at room temperature. The title compounds are inferred to have an intramolecularly H-bonded charge transfer structure, and some of their chemical reactions and spectral (HRMS, 1H NMR) properties are described.

Oxazolo, thiazolo and selenazolo [4,5-c]-quinolin-4-amines and analogs thereof

Thiazolo-, oxazolo- and selenazolo[4,5-c]quinolin-4-amines and analogs thereof are described including methods of manufacture and the use of novel intermediates. The compounds are immunomodulators and induce cytokine biosynthesis, including interferon and/or tumor biosynthesis, necrosis factor, and inhibit the T-helper-type 2 immune response. The compounds are further useful in the treatment of viral and neoplastic diseases.

Synthesis of fluoro-4-hydroxyquinoline-3-carboxylic acids by the Gould-Jacobs reaction

The synthesis of several fluoro-4-hydroxyquinoline-3-carboxylic acids by the Gould-Jacobs reaction is presented. These quinolines are important intermediates for the preparation of antibacterial fluoroquinolones.