497084-46-5

Usage

Uses

Used in Organic Synthesis:
3-Iodo-8-nitro-quinoline is used as a starting material for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and chemical compounds.
Used in Medicinal Chemistry:
3-Iodo-8-nitro-quinoline is employed as a reagent in chemical reactions, such as the preparation of heterocyclic compounds and the modification of organic molecules, playing a crucial role in the advancement of medicinal chemistry.
Used in Antibacterial and Antifungal Applications:
3-Iodo-8-nitro-quinoline is used as an active ingredient in the development of new drugs due to its reported antibacterial and antifungal properties, making it a valuable compound for addressing microbial infections.
Used in Chemical Reactions:
3-Iodo-8-nitro-quinoline is used as a reagent in various chemical reactions, facilitating the preparation of heterocyclic compounds and the modification of organic molecules, thereby enhancing the scope of organic synthesis.

InChI:InChI=1/C9H5IN2O2/c10-7-4-6-2-1-3-8(12(13)14)9(6)11-5-7/h1-5H

Upstream product

• 607-35-2 8-nitroquinoline 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 607743-07-7 8-nitro-3-(phenylsulfonyl)quinoline 
• 607743-25-9 3-(3-fluorophenylsulfonyl)-8-nitroquinoline 
• 1106784-89-7 8-nitro-3-(2-trifluoromethylphenyl)quinoline 
• 1106784-95-5 3-(4-(trifluoromethyl)phenyl)-8-nitroquinoline 
• 1106784-91-1 8-nitro-3-(3-trifluoromethylphenyl)quinoline 
• 190137-72-5 8-nitro-3-phenylquinoline 
• 1071218-86-4 3-methoxy-quinolin-8-ylamine 
• 497084-48-7 3-iodo-8-quinolinol 
• 497084-47-6 8-amino-3-iodoquinoline 

Relevant academic research and scientific papers

HETEROCYCLIC COMPOUND, APPLICATION THEREOF, AND COMPOSITION CONTAINING SAME

A heterocyclic compound represented by formula XI, a pharmaceutically acceptable salt, a solvate, or a solvate of a pharmaceutically acceptable salt thereof, use thereof, and a composition containing the same. The compound is novel in structure and has good STAT5 inhibitory activity.

Effect of 3-subsitution of quinolinehydroxamic acids on selectivity of histone deacetylase isoforms

A series of 3-subsituted quinolinehydroxamic acids has been synthesised and evaluated for their effect on human lung cancer cell line (A549), human colorectal cancer cell line (HCT116) and HDAC isoforms 1, 2, 6, and 8. The results indicated that substitut

Color-Tunable Light-up Bioorthogonal Probes for In Vivo Two-Photon Fluorescence Imaging

Light-up bioorthogonal probes have attracted increasing attention recently due to their capability to directly image diverse biomolecules in living cells without washing steps. The development of bioorthogonal probes with excellent fluorescent properties

Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway

An efficient photocatalytic method was developed for the remote C5-H bond carboxylation of 8-aminoquinoline amide and sulfonamide derivatives. This methodology uses in situ generated ?CBr3 radical as a carboxylation agent with alcohol and is further extended to a variety of arenes and heteroarenes to synthesize the desired carboxylated product in moderate-to-good yields. The reaction proceeding through a single electron transfer pathway was established by a control experiment, and a butylated hydroxytoluene-trapped aryl radical cation intermediate in high-resolution mass spectrometry was identified.

Halogen Bond-Assisted Electron-Catalyzed Atom Economic Iodination of Heteroarenes at Room Temperature

A halogen bond-assisted electron-catalyzed iodination of heteroarenes has been developed for the first time under atom economic condition at room temperature. The iodination is successful with just 0.55 equiv of iodine and 0.50 equiv of peroxide. The kinetic study indicates that the reaction is elusive in the absence of a halogen bond between the substrate and iodine. The formation of a halogen bond, its importance in lowering the activation barrier for this reaction, the presence of radical intermediates in a reaction mixture, and the regioselectivity of the reaction have been demonstrated with several control experiments, spectroscopic analysis, and quantum chemical calculations. Allowing the formation of the halogen bond may offer a new strategy to generate the reactive radical intermediates and to enable the otherwise elusive electron-catalyzed reactions under mild reaction conditions.

Metal-free synthesis of N-fused heterocyclic iodides via C-H functionalization mediated by tert-butylhydroperoxide

Direct, regioselective and metal-free synthesis of fused N-heterocyclic iodides is reported. This regioselective C-H functionalization is mediated by tert-butylhydroperoxide (TBHP), via dual activation of molecular iodine and a heterocyclic substrate, resulting in the in situ generation of electrophilic iodine species (I+), and free radical(s) tBuO? or tBuOO?, driving the iodination reaction.

The regioselective iodination of quinolines, quinolones, pyridones, pyridines and uracil

A radical based direct C-H iodination protocol for quinolines, quinolones, pyridones, pyridines, and uracil has been developed. The iodination occurs in a C3 selective manner for quinolines and quinolones. Pyridones and pyridines undergo C3 and C5 iodination, while dimethyl uracil undergoes C5 iodination. Scope of the method was demonstrated through the rapid synthesis of both electron rich as well as electron poor heteroaromatic iodides. The protocol was found to be scalable and general, while a mechanism has been proposed.

RADIOLABELED 5-HT6 LIGANDS

Compounds of formula (I) are disclosed Compounds of formula (I) are useful in treating conditions and disorders prevented by or ameliorated by 5-HT6 receptor ligands. Radiolabeled compounds of formula (I) are also useful as diagnostic tools as

Design, synthesis, and evaluation in vitro of quinoline-8-carboxamides, a new class of poly(adenosine-diphosphate-ribose)polymerase-1 (PARP-1) inhibitor

Poly(ADP-ribose)polymerase-1 is an important target enzyme in drug design; inhibitors have a wide variety of therapeutic activities. A series of quinoline-8-carboxamides was designed to maintain the required pharmacophore conformation through an intramolecular hydrogen bond. 3-Substituted quinoline-8-carboxamides were synthesized by Pd-catalyzed couplings (Suzuki, Sonogashira, Stille) to 3-iodoquinoline-8-carboxamide, an efficient process that introduces diversity in the final step. 2-Substituted quinoline-8-carboxamides were prepared by selective Pd-catalyzed couplings at the 2-position of 2,8-dibromoquinoline, followed by lithium-bromine exchange of the intermediate 2-(alkyl/aryl)-8-bromoquinolines and reaction with trimethylsilyl isocyanate. The intramolecular hydrogen bond was confirmed by X-ray and by NMR. The SAR of the 3-substituted compounds for inhibition of human recombinant PARP-1 activity showed a requirement for a small narrow group. Substituents in the 2-position increased potency, with the most active 2-methylquinoline-8-carboxamide having IC50 = 500 nM (IC50 = 1.8 μM for 5-aminoisoquinolin-1- one (5-AIQ, a standard water-soluble inhibitor)).

A POLYMORPHIC FORM OF 3-PHENYLSULFONYL -8-PIPERAZIN-1-YL-QUINOLINE

This invention relates to a novel compound of 3-phenylsulfonyl -8-piperazin-1-yl-quinoline, to processes for its preparation, to compositions containing it and to its use in the treatment of CNS and other disorders.