19840-99-4

Usage

Uses

Used in Laser Applications:
CARBOSTYRIL 124 is used as a laser dye for its ability to sensitize and enhance optical detection. Its role as an antenna molecule allows for improved light absorption and increased fluorescence efficiency, making it a crucial component in laser technology.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, CARBOSTYRIL 124 is used as a chromophore for its potential applications in drug development and molecular research. Its unique chemical properties and ability to enhance fluorescence efficiency can contribute to the advancement of pharmaceutical products and diagnostic tools.
Used in Research and Development:
CARBOSTYRIL 124 is utilized as a research tool in various scientific fields, including chemistry, physics, and materials science. Its properties as a chromophore and antenna molecule make it an essential component in the development of new materials and technologies, as well as in the study of molecular interactions and processes.
Used in Analytical Chemistry:
In analytical chemistry, CARBOSTYRIL 124 is employed as a fluorescence-enhancing agent. Its ability to improve fluorescence efficiency makes it a valuable tool for the detection and analysis of various compounds and substances, contributing to the accuracy and efficiency of analytical methods.
Used in Optoelectronics:
CARBOSTYRIL 124 is used in the field of optoelectronics as a component in the development of advanced optical devices and systems. Its role as a laser dye and antenna molecule contributes to the performance and functionality of optoelectronic devices, such as sensors, displays, and communication systems.

InChI:InChI=1/C10H10N2O/c1-6-4-10(13)12-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3,(H,12,13)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 108-45-2 m-phenylenediamine 
• 141-97-9 ethyl acetoacetate 
• 127556-39-2 7-(S-benzyl-L-cysteinyl-amido)-4-methyl-2-quinolinone hydrochloride 
• 1210052-44-0 C₃₁H₄₂N₆O₁₁ 
• 156942-38-0 7-(N^α-glutaryl-L-leucyl-L-tyrosylamido)-4-methyl-2-quinolinone 
• 156942-37-9 7-(N^α-glutaryl-L-tyrosylamido)-4-methyl-2-quinolinone 
• 137324-44-8 Z-Cys(Bzl)-Pro-NH-Meq 

Downstream Products

• 114058-74-1 2-chloro-4-methyl-7-aminoquinoline 
• 127556-38-1 7-(N^α-tert-butyloxycarbonyl-S-benzyl-L-cysteinyl-amido)-4-methyl-2-quinolinone 
• 1174006-41-7 TMP-cDTPA 
• 1174006-44-0 TMP-cTTHA 
• 1161124-38-4 C₁₇H₁₂N₄O₆ 
• 1161124-35-1 C₁₇H₁₂Br₂N₂O₂ 
• 1161124-33-9 C₁₇H₁₃FN₂O₂ 
• 1161124-27-1 C₁₇H₁₃ClN₂O₂ 
• 1161124-25-9 C₁₇H₁₃ClN₂O₂ 
• 1161124-23-7 N(1H)-7-(benzoylamino)-4-methylquinolin-2(1H)-one 
• 1161124-42-0 C₁₈H₁₆N₂O₂ 
• 1161124-29-3 N(1H)-7-(4'-chlorobenzoylamino)-4-methylquinolin-2(1H)-one 
• 328012-02-8 C₁₇H₁₃N₃O₄ 
• 1161124-40-8 C₁₈H₁₆N₂O₂ 

Relevant academic research and scientific papers

Antitumor agents 187: Synthesis and cytotoxicity of substituted 8,8- dimethyl-2H,8H-pyrano[6,5-h]quinoline-2-one and related compounds

Several substituted 8,8-dimethyl-2H,8H-pyrano[6,5-h]quinoline-2-ones and related compounds were synthesized and evaluated for their in vitro cytotoxicity against a panel of human tumor cell lines. The most active compound (3) showed significant cytotoxic activity with GI50 values in the micromolar range.

Structure-Based Identification of Inhibitory Fragments Targeting the p300/CBP-Associated Factor Bromodomain

The P300/CBP-associated factor plays a central role in retroviral infection and cancer development, and the C-terminal bromodomain provides an opportunity for selective targeting. Here, we report several new classes of acetyl-lysine mimetic ligands ranging from mM to low micromolar affinity that were identified using fragment screening approaches. The binding modes of the most attractive fragments were determined using high resolution crystal structures providing chemical starting points and structural models for the development of potent and selective PCAF inhibitors.

Synthesis and bioactivity of 4,10-dimethyl-pyridino[2,3-h]quinolin-2(1H)-one-9-carboxylic acid and its esters

4,10-Dimethyl-pyridino[2,3-h]quinolin-2(1H)-one-9-carboxylic acid (1) was synthesized by a new approach via the key intermediate 7-[1-aza-2-(dimethylamino)vinyl]-4-methylquinolin-2(1H)-one (4). Compound 1 and its esters were evaluated in cytotoxicity and anti_HIV assays. The 9-carboxyl (1s)-endo-(-)-borneol ester (9) showed marginal cytotoxic activity in CAK1-1, HOS, KB, and HCT-8 cells.

In-silico design, synthesis and evaluation of novel DNA-gyrase B inhibitors

2-Quinolones are an important class of compounds, isomeric to 4-quinolones. They may become promising candidates for exploiting more useful therapeutically active molecules. DNA-gyrase has drawn much attention as a selected target for finding potent anti-bacterial agents against multi-drug resistant strains such as methicillin-resistant Staphylococcus aureus, vancomycin-resistant enterococci, and penicillin-resistant Streptococci pneumonia. The objective of the present study was to study the molecular docking simulations on 2-quinolone analogs as probable candidates for inhibiting DNA gyrase subunit-B of S. aureus. In the present study, docking simulations were carried out on the reported inhibitors of DNA-gyrase subunit A and B using docking software. Based on it, series of 2-quinolone analogs (compound 1-8) were designed, synthesized, characterized, and evaluated for their anti-bacterial activity against S. aureus and E. coli. Out of the eight test compounds, compound-2 showed good anti-bacterial activity against S. aureus and E. coli as compared with the rest of the other compounds. The rational approach to lead discovery has prompted a better insight into developing more specific 2-quinolones as potential antibacterial agents.

Fluorescent retinoid X receptor ligands for fluorescence polarization assay

Retinoid X receptor (RXR) agonists are candidate agents for the treatment of metabolic syndrome and type 2 diabetes via activation of peroxisome proliferator-activated receptor (PPAR)/RXR or liver X receptor (LXR)/RXR-heterodimers, which control lipid and glucose metabolism. Reporter gene assays or binding assays with radiolabeled compounds are available for RXR ligand screening, but are unsuitable for high-throughput screening. Therefore, as a first step towards stabilizing a fluorescence polarization (FP) assay system for high-throughput RXR ligand screening, we synthesized fluorescent RXR ligands by modification of the lipophilic domain of RXR ligands with a carbostyril fluorophore, and selected the fluorescent RXR agonist 6-[ethyl(1-isobutyl-2-oxo-4-trifluoromethyl-1,2-dihydroquinolin-7-yl)amino] nicotinic acid 8d for further characterization. Compound 8d showed FP in the presence of RXR and the FP was decreased in the presence of the RXR agonist LGD1069 (2). This compound should be a lead compound for use in high-throughput assay systems for screening RXR ligands.

Synthesis and biological evaluation of quinolone derivatives as transthyretin amyloidogenesis inhibitors and fluorescence sensors

Under certain conditions, numerous soluble proteins possess an inherent tendency to convert into insoluble amyloid aggregates, which are associated with several sporadic and genetic human diseases. Transthyretin (TTR) is one of the more than 30 human amyloidogenic proteins involved in conditions such as senile systemic amyloidosis, familial amyloid polyneuropathy, and familial amyloid cardiomyopathy. Considerable effort has been focused on identifying the native tetrameric TTR stabilizers to inhibit rate-limiting tetramer dissociation and, consequently, ameliorate TTR amyloidogenesis. Here, we describe the design and synthesis of quinolin-2(1H)-one derivatives that could be structurally complementary to the thyroxine-binding site within tetrameric TTR. Among these quinolin-2(1H)-one derivatives, compound 7a allowed 16.7% of V30M-TTR (3.6 μM) fibril formation at the same concentration and 49.6% at a concentration of 1.8 μM. Compound 7a exhibited much greater potency in complex biological samples like human plasma than that observed with tafamidis, the drug approved for the treatment of TTR amyloid cardiomyopathy for wild-type or hereditary TTR-mediated amyloidosis. Furthermore, the unique spectral properties of compound 7a demonstrated its high potential for TTR quantification, imaging sensors, and fluorescent tools to study the mechanism of TTR amyloidogenesis.

Design, synthesis and evaluation of quinolinone derivatives containing dithiocarbamate moiety as multifunctional AChE inhibitors for the treatment of Alzheimer’s disease

A series of novel quinolinone derivatives bearing dithiocarbamate moiety were designed and synthesised as multifunctional AChE inhibitors for the treatment of AD. Most of these compounds exhibited strong and clearly selective inhibition to eeAChE. Among them, compound 4c was identified as the most potent inhibitor to both eeAChE and hAChE (IC50 = 0.22 μM for eeAChE; IC50 = 0.16 μM for hAChE), and it was also the best inhibitor to AChE-induced Aβ aggregation (29.02% at 100 μM) and an efficient inhibitor to self-induced Aβ aggregation (30.67% at 25 μM). Kinetic and molecular modelling studies indicated that compound 4c was a mixed-type inhibitor, which could interact simultaneously with the catalytic anionic site (CAS) and the peripheral anionic site (PAS) of AChE. In addition, 4c had good ability to cross the BBB, showed no toxicity on SH-SY5Y neuroblastoma cells and was well tolerated in mice at doses up to 2500 mg/kg (po).

METAL CHELATORS FOR IMAGING, THERAPEUTICS, AND BIOANALYSIS

A variety of compounds are provided capable of chelating a metal, in particular a lanthanide such as Eu(III) and Tb(III). Luminescent complexes of the compound and a metal ion are also provided, in particular luminescent metal complexes are provided containing a lanthanide such as Eu(III) or Tb(III) and a compound described herein. In some aspects, the luminescent complexes are capable of exhibiting bright emissions with high quantum yields. Methods of making the compound are provided. Methods of using the compounds and luminescent complexes are also provided, for example for imaging and therapeutic applications.

Synthesis and anticancer activity evaluation of novel derivatives of 7-amino-4-methylquinolin-2(1H)-one

In this study, we designed and synthesized sixteen new derivatives of 7-amino-4-methylquinolin- 2(1H)-one with potential anticancer activity. The structures of synthesized compounds were confirmed by 1H and 13C NMR. The activity of novel substances was evaluated by cell viability assay and wound healing assay. In vitro tests for series of sixteen novel compounds were performed. The results showed that examined compounds are selective for a cancer cells, but their activity for various types of cancer is different. Three of the new compounds presented the ability to inhibit cells migration. The novel compounds constitute a good starting point for further studies and optimization of structure for new therapeutically effective anti-cancerous drugs. Seven compounds, which showed the highest rate of cell inhibition, were selected for further studies.

Gold-Catalyzed Hydroarylation of N-Aryl Alkynamides for the Synthesis of 2-Quinolinones

A mild method for the synthesis of 2-quinolinones via hydroarylation of N-aryl alkynamides is reported. While traditional methods have relied on the use of strong Br?nsted or Lewis acids, this report describes the development of mild reaction conditions that yield 2-quinolinones in good to excellent yield using a commercially available gold catalyst. Substrates bearing a variety of functional groups are presented, with N-substitution proving to be key to the reactivity of several substrates.