88241-65-0

Usage

Uses

Used in Biomedical and Biological Research:
COUMARIN 6 is used as a fluorescent tracer and staining agent for visualizing and tracking cells and cellular structures in live cell imaging studies. Its strong green fluorescence under UV light enhances the visibility and analysis of cellular processes.
Used in Photodynamic Therapy:
COUMARIN 6 is studied for its potential applications in photodynamic therapy, where its fluorescence properties may contribute to the treatment of various diseases, including cancer, by inducing localized phototoxic effects upon light exposure.
Used in Chemical Sensing:
As a fluorescent dye, COUMARIN 6 is utilized in chemical sensing for detecting and quantifying specific chemical species or environmental conditions. Its fluorescence properties allow for sensitive and selective detection mechanisms.
Used in Nonlinear Optics:
COUMARIN 6's fluorescence characteristics also make it suitable for applications in nonlinear optics, where it can be employed in the development of advanced optical devices and systems that rely on nonlinear interactions with light.

Upstream product

• 141-82-2 malonic acid 
• 3218-36-8 4-Phenylbenzaldehyde 
• 92-52-4 biphenyl 
• 40795-99-1 ethyl 3-([1,1′-biphenyl]-4-yl)acrylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1200-07-3 3-(4-bromophenyl)acrylic acid 
• 98-80-6 phenylboronic acid 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 35888-99-4 3-(4-biphenylyl)propionic acid 
• 6287-94-1 <(1,1'-biphenyl)-4-ylmethylene>propanedioic acid 
• 108-24-7 acetic anhydride 
• 141-78-6 ethyl acetate 
• 81069-41-2 3-biphenyl-4-yl-acrylic acid ethyl ester 
• 113538-22-0 (E)-3-([1,1′-biphenyl]-4-yl)acrylaldehyde 

Downstream Products

• 35888-99-4 3-(4-biphenylyl)propionic acid 
• 97013-75-7 9--Δ^4a-dodecahydro-phenanthren-carbonsaeure-(10) 
• 101475-29-0 4-(Biphenylyl-4)-1,2,3,6,7,8-hexahydro-as-indacen 
• 101674-26-4 5--Δ^8a-decahydro-as-indacen-carbonsaeure-(4) 
• 102018-35-9 2-<4-Diphenyl>-1,2,3,6-tetrahydro-benzoesaeure 
• 102448-20-4 4,5-Dimethyl-2-<4-diphenyl>-1,2,3,6-tetrahydro-benzoesaeure 
• 109979-65-9 5-Methyl-2-<4-diphenyl>-1,2,3,6-tetrahydro-benzoesaeure 
• 28065-98-7 2-phenylfluorene 
• 109809-32-7 7-Methyl-2-phenyl-fluoren 
• 109811-81-6 8-Methyl-2-phenyl-fluoren 
• 110245-75-5 6,7-Dimethyl-2-phenyl-fluoren 
• 95950-75-7 9-(4-biphenyl)phenanthrene 
• 103241-78-7 2-Phenyl-5,6,7,8-dibenzo-fluoren 
• 101175-72-8 2-Phenyl-5,6,7,8-dicyclopentano-fluoren 

Relevant academic research and scientific papers

The Discovery of Novel ACA Derivatives as Specific TRPM2 Inhibitors that Reduce Ischemic Injury Both in Vitro and in Vivo

The transient receptor potential melastatin 2 (TRPM2) channel is associated with ischemia/reperfusion injury, inflammation, cancer, and neurodegenerative diseases. However, the limit of specific inhibitors impedes the development of TRPM2-targeted therapeutic agents. To discover more potent and selective TRPM2 inhibitors, 59 N-(p-amylcinnamoyl) anthranilic acid (ACA) derivatives were synthesized and evaluated using calcium imaging and electrophysiology approaches. Systematic structure-activity relationship studies resulted in some potent compounds inhibiting the TRPM2 channel with sub-micromolar half-maximal inhibitory concentration values. Among them, the preferred compound A23 exhibited TRPM2 selectivity over TRPM8 and TRPV1 channels as well as phospholipase A2 and showed neuroprotective activity in vitro. Following pharmacokinetic studies, A23 was further evaluated in a transient middle cerebral artery occlusion model in vivo, which significantly reduced cerebral infarction. These data indicate that A23 might serve as a useful tool for TRPM2-related research as well as a lead compound for the development of therapeutic agents for ischemic injury.

Water-initiated hydrocarboxylation of terminal alkynes with CO2and hydrosilane

This work discloses a Cu(ii)-Ni(ii) catalyzed tandem hydrocarboxylation of alkynes with polysilylformate formed from CO2and polymethylhydrosiloxane that affords α,β-unsaturated carboxylic acids with up to 93% yield. Mechanistic studies indicate that polysilylformate functions as a source of CO and polysilanol. Besides, a catalytic amount of water is found to be critical to the reaction, which hydrolyzes polysilylformate to formic acid that induces the formation of Ni-H active species, thereby initiating the catalytic cycle.

Discovery of Novel Benzothiazepinones as Irreversible Covalent Glycogen Synthase Kinase 3β Inhibitors for the Treatment of Acute Promyelocytic Leukemia

Recently, irreversible inhibitors have attracted great interest in antitumors due to their advantages of forming covalent bonds to target proteins. Herein, some benzothiazepinone compounds (BTZs) have been designed and synthesized as novel covalent GSK-3β inhibitors with high selectivity for the kinase panel. The irreversible covalent binding mode was identified by kinetics and mass spectrometry, and the main labeled residue was confirmed to be the unique Cys14 that exists only in GSK-3β. The candidate 4-3 (IC50 = 6.6 μM) showed good proliferation inhibition and apoptosis-inducing ability to leukemia cell lines, low cytotoxicity on normal cell lines, and no hERG inhibition, which hinted the potential efficacy and safety. Furthermore, 4-3 exhibited decent pharmacokinetic properties in vivo and remarkably inhibited tumor growth in the acute promyelocytic leukemia (APL) mouse model. All the results suggest that these newly irreversible BTZ compounds might be useful in the treatment of cancer such as APL.

Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters

Herein, a dual nickel/ruthenium strategy is developed for photoinduced decarboxylative cross-coupling between α,β-unsaturated carboxylic acids and cycloketone oxime esters. The reaction mechanism is distinct from previous photoinduced decarboxylation of α,β-unsaturated carboxylic acids. This reaction might proceed through a nickelacyclopropane intermediate. The C(sp2)-C(sp3) bond constructed by the aforementioned reaction provides an efficient approach to obtaining various cyanoalkyl alkenes, which are synthetically valuable organic skeletons in organic and medicinal chemistry, under mild reaction conditions. The protocol tolerates many critical functional groups and provides a route for the modification of complex organic molecules.

Photo-Promoted Decarboxylative Alkylation of α, β-Unsaturated Carboxylic Acids with ICH2CN for the Synthesis of β, γ-Unsaturated Nitriles

An efficient, catalyst/photocatalyst-free, and cost-effective methodology for the decarboxylative alkylation of α,β-unsaturated carboxylic acids to synthesize β,γ-unsaturated nitriles has been developed. The reaction proceeded in an environmentally benign atmosphere of blue light-emitting diode irradiation with K2CO3 and water at room temperature. The methodology worked for a wide range of substrates (22 examples) with up to 83% yield. The protocol is also compatible for gram-scale synthesis.

Method for preparing alpha, beta-unsaturated carboxylic acid compound

The invention discloses a method for preparing an alpha, beta-unsaturated carboxylic acid compound, which comprises the following steps: 1) in an atmosphere containing carbon dioxide, heating and reacting a mixture containing hydrosilane and a copper catalyst to obtain a system I; and 2) adding a raw material containing alkyne and a nickel catalyst into the system I in the step 1), and heating to react. The method has the advantages of simple, easily available, cheap and stable raw materials, common, easily available and stable catalyst, mild reaction conditions, simple post-treatment, high yield and the like.

Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst

We have developed an efficient photocatalytic synthesis of coumarin derivativesviaa tandem double bond isomerization/oxidative cyclization of cinnamic acids. Inexpensive and stable xanthone was used as the photocatalyst, and readily available Selectfluor was used as the oxidant. This method tolerates a wide range of functional groups and offers excellent chemical yields in general. Besides, the photocatalytic oxidative cyclization of cinnamic acid esters gives dimerized lignan-type products.

Carboxylation of Alkenyl Boronic Acids and Alkenyl Boronic Acid Pinacol Esters with CO2 Catalyzed by Cuprous Halide

A cuprous halide catalysed carboxylation of alkenyl boronic acids and alkenyl boronic acid pinacol esters under CO2, affording the corresponding α, β-unsaturated carboxylic acids in good yield, has been developed. The potassium (E)-trifluoro(styryl)borate is also compatible with this reaction. This simple and efficient copper(I) catalytic system showed good functional group tolerance.

Method for preparing alpha, beta-unsaturated carboxylic acid by reacting alkenyl boron compound with carbon dioxide under catalysis of cuprous halide

The invention discloses a method for preparing alpha, beta-unsaturated carboxylic acid through a carboxylation reaction of an alkenyl boron compound and carbon dioxide under the catalysis of cuprous halide. According to the method, carbon dioxide is used as a C1 source, the cuprous halide is adopted for catalysis, and alkoxide serves as alkali to react in an organic solvent, so the method is simple and easy to implement, has a wide substrate application range, converts various alkenyl boron compounds such as alkenyl boric acid, alkenyl borate and borate into corresponding alpha, beta-unsaturated carboxylic acid under mild conditions, and has a very high yield. The obtained product alpha, beta-unsaturated carboxylic acid is an important intermediate for preparing fine chemical products suchas perfumes, insecticides and the like.

Electrical properties of amino acid substituted novel cinnamic acid compounds

Amino acid conjugates are combinations of one or more compounds, at least one of them active in terms of biological, pharmacological or physical. In this work, some novel amino acid conjugates, four different aldehydes (Pyrene, Naphthalene, Phenanthrene and Phenyl benzyl) have been chosen and from these initial materials four different amino acid conjugates were synthesized. The compounds from initial steps to final steps have been characterized by 1H and 13C APT NMR spectroscopy. The dielectric measurements were done by QuadTech 7600 LRC impedance analyzer. The dielectric constant (ε′) dielectric loss (ε’’) and ac conductivity (σ) values of amino acid conjugates in the frequency of 1 kHz and at 25 °C. The results show that the increase in conjugation affect the dielectric constant and conductivity.