1810-66-8

Usage

Uses

Used in Pharmaceutical Industry:
6-BROMO-2(1H)-QUINOLONE is used as a synthetic intermediate for the development of new quinoline-based pharmaceutical compounds. Its unique structure allows for the creation of a wide range of quinoline derivatives with potential applications in the treatment of various diseases, including malaria, cancer, and bacterial infections.
Used in Chemical Research:
6-BROMO-2(1H)-QUINOLONE serves as a valuable research tool in the field of organic chemistry. It is used as a starting material for the synthesis of various complex organic molecules, enabling researchers to explore new chemical reactions and develop innovative synthetic pathways.
Used in Material Science:
6-BROMO-2(1H)-QUINOLONE can be utilized in the development of novel materials with specific properties, such as optoelectronic materials, due to its unique chemical structure and electronic properties.

InChI:InChI=1/C9H6BrNO/c10-7-2-3-8-6(5-7)1-4-9(12)11-8/h1-5H,(H,11,12)

Upstream product

• 5332-25-2 6-bromoquinoline 
• 6563-11-7 6-bromoquinoline-N-oxide 
• 127920-64-3 3-amino-6-bromo-3,4-dihydro-1H-quinolin-2-one 
• 7664-93-9 sulfuric acid 
• 99455-05-7 2-methoxy-6-bromoquinoline 
• 71205-21-5 methyl (E)-3-(2-amino-5-bromophenyl)prop-2-enoate 
• 106-40-1 4-bromo-aniline 
• 577967-86-3 N-(4-bromo-phenyl)-3-ethoxy-acrylamide 
• 327058-51-5 N-(4-bromophenyl)-(E)-3-ethoxyacrylamide 
• 1035669-79-4 C₁₁H₁₀BrNO 
• 140-88-5 ethyl acrylate 
• 1132940-92-1 (E)-N-(4-bromophenyl)-3-methoxyacrylamide 
• 914918-89-1 C₁₃H₁₈BrNO₃ 
• 6931-16-4 2-methoxy-quinoline 

Downstream Products

• 77514-31-9 2,6-di-bromoquinoline 
• 300811-62-5 2-(benzyloxy)-6-bromoquinoline 
• 1207370-28-2 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinolin-2-ol 
• 1426083-05-7 6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-1-methoxymethyl-5-pyridin-4-yl-1H-imidazol-4-yl}-quinolin-2-ol 
• 1810-71-5 6-bromo-2-chloroquinoline 
• 63124-11-8 2-oxo-1H-quinoline-6-carbonitrile 
• 916429-27-1 6-bromo-3-iodoquinolinone 
• 78060-54-5 2-chloroquinoline-6-carbonitrile 
• 205055-71-6 2-chloro-6-chlorosulfonylquinoline 

Relevant academic research and scientific papers

Aminoquinoline-rhodium(II) conjugates as src-family SH3 ligands

High-affinity, selective ligands are sought for a variety of biomolecules but are particularly difficult to generate in the protein-protein interaction space. Rhodium(II) conjugates provide a structure-based approach to improved affinity and specificity f

Selectfluor-mediated regioselective nucleophilic functionalization of N-heterocycles under metal- and base-free conditions

A practical and environmentally attractive methodology for the direct diversification of N-heterocycles at ambient temperature under open-air conditions was developed. The obvious advantage of the process is that no toxic reagent, transition metal, base or other additive is employed, thus greatly reducing costs, facilitating post-reaction neutralization and purification and minimizing the environmental impact.

Efficient visible light mediated synthesis of quinolin-2(1H)-ones from quinolineN-oxides

Quinolin-2(1H)-ones are one of the important classes of compounds due to their prevalence in natural products and in pharmacologically useful compounds. Here we present an unconventional and hitherto unknown photocatalytic approach to their synthesis from easily available quinoline-N-oxides. This reagent free highly atom economical photocatalytic method, with low catalyst loading, high yield and no undesirable by-product, provides an efficient greener alternative to all conventional synthesis reported to date. The robustness of the methodology has been successfully demonstrated with easy scaling up to the gram scale.

Scalable and Practical Synthesis of Halo Quinolin-2(1H)-ones and Quinolines

A practical and scalable synthesis of halo quinolin-2(1H)-ones is presented. The heterocycles are easily accessed from inexpensive halo anilines in a two-step sequence. The anilines are acylated with methyl 3,3-dimethoxypropionate under basic conditions in quantitative yields. The crude amides undergo cyclization in sulfuric acid to the desired halo quinolin-2(1H)-ones in 28-93% yield (2 steps). The synthetic sequence was successfully applied on 800 g scale. Anilines with strong electron withdrawing or electron donating groups were poor substrates for this procedure. 6-Iodoquinolin-2(1H)-one and 6-bromo-8-iodoquinolin-2(1H)-one were further functionalized to obtain quinolines substituted with various functional groups.

A nitrogen oxide C2 - bit hydroxylated method (by machine translation)

The present invention relates to nitrogen oxide C2 - bit hydroxylated method, in particular under reflux conditions in dichloroethane, three pyrrole alkyl bromide (PyBrop) [...] phosphate, sodium acetate, water and nitrogen oxides produced by the reaction of hydroxyl-substituted product. The process has simple operation, mild condition, high reaction selectivity, substrate wide applicability, high yield and the like. The application for the first time using this method to synthesize a series of 2 - hydroxyquinoline, 2 - hydroxy pyridine and 1 - hydroxy isoquinoline compound, in the establishment of the compounds of the library synthesis application have broad prospects. (by machine translation)

Practical route to 2-quinolinones via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade reaction

Quinolinone derivatives were constructed via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade process with simple anilines as the substrates. This finding provides a practical procedure for the synthesis of quinolinone-containing alkaloids and drug molecules. The utility of this method was demonstrated by a formal synthesis of Tipifarnib.

Synthesis and biological evaluation of 2-substituted quinoline 6-carboxamides as potential mGluR1 antagonists for the treatment of neuropathic pain

A series of 2-amino and 2-methoxy quinoline-6-carboxamide derivatives have been synthesized and their metabotropic glutamate receptor type 1 (mGluR1) antagonistic activities were evaluated in a functional cell-based assay. The compound 13c showed the highest potency with IC50 value of 2.16μM against mGluR1. Finally, in vivo evaluation of 13c in the rat spinal nerve ligation (SNL) model exhibited weak analgesic effects with regard to both mechanical allodynia and cold allodynia.

Manganese(III)-mediated direct Csp2-H radical trifluoromethylation of coumarins with sodium trifluoromethanesulfinate

Mn(OAc)3-mediated direct Csp2-H radical trifluoromethylation of coumarins with CF3SO2Na (Langlois reagent) to afford selective 3-trifluoromethyl coumarins in moderate to good yields is described. This methodology can also be applied to the trifluoromethylation of quinolinones and pyrimidinones. The Royal Society of Chemistry 2014.

ROR MODULATORS AND THEIR USES

The invention relates to ROR modulators; compositions comprising an effective amount of a ROR modulator; and methods for treating or preventing diseases associated with ROR.

URACIL OR THYMINE DERIVATIVE FOR TREATING HEPATITIS C

Present application relates to the compounds of formula I useful to treat hepatitis C (HCV) infections. In the structure of the disclosed compounds is the uracil or thymine derivative linked via a phenylene into either fused 2-ring cyclic system (R6) or alternatively via additional two-atom linker (L) to a 5-6 membered monocycle (R6). Application further discloses polymorphs and pseudopolymorphs of two specific compounds: N-(6(3-t-butyl-5-(2>4-dioxo-3,4-dihydropyrimidin-1 (2H)- y!)2-methoxy-phenyl)naphthalen-2-yl)methanesulfonamide and (E)-N-(4(3-t- butyl-5-(2,4-dioxo-3)4-dihydropyrimidin-1 (2H)-yl)2-methoxy-styryl- phenyl)methanesulfonamide.