88241-65-0

Basic information

• Product Name: COUMARIN 6
• Synonyms: COUMARIN, 3-(2-BENZOTHIAZOLYL)-7-(DIETHYLAMINO)-;COUMARIN 540;3-(1,3-BENZOTHIAZOL-2-YL)-7-(DIETHYLAMINO)-2H-CHROMEN-2-ONE;3-(2-BENZTHIAZOLYL)-7-DIETHYLAMINOCOUMARIN;3-(2'-BENZOTHIAZOLYL)-7-N,N-DIETHYLAMINOCOUMARIN;3-(2-Benzthiazolyl)-7-diethylaminocoumarine;(E)-4-phenylcinnaMic acid;(E)-3-([1,1'-biphenyl]-4-yl)acrylic acid
• CAS NO: 88241-65-0
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 350.43
• EINECS: 253-830-2
• Mol File: 88241-65-0.mol
• Article Data: 33

Chemical Properties

• Melting Point: 208-210 °C(lit.)
• Boiling Point: 412.912 °C at 760 mmHg
• Flash Point: 308.021 °C
• Appearance: /
• Density: 1.178 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMF: soluble
• CAS DataBase Reference: COUMARIN 6(CAS DataBase Reference)
• NIST Chemistry Reference: COUMARIN 6(88241-65-0)
• EPA Substance Registry System: COUMARIN 6(88241-65-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 88241-65-0(Hazardous Substances Data)

Usage

General Description

COUMARIN 6, also known as C6, is a fluorescent dye commonly used in biomedical and biological research as a fluorescent tracer and staining agent. It is a member of the coumarin family and displays strong green fluorescence under UV light. COUMARIN 6 is often used to label cells and cellular structures for visualization and tracking in live cell imaging studies. Additionally, it has been studied for its potential applications in photodynamic therapy, chemical sensing, and nonlinear optics. With its versatile and powerful fluorescence properties, COUMARIN 6 has become a valuable tool in various fields of scientific research.

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Relevant articles and documents

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.

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.

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.