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7-Hydroxy-4-(trifluoromethyl)coumarin | CAS 575-03-1
| Catalog Number | A15-0016 |
| Category | pH Indicators |
| Molecular Formula | C10H5F3O3 |
| Molecular Weight | 230.14 |
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Product Introduction
This stable fluorescent dye is frequently used in enzyme assays and fluorometric sensors. Buy fluorescent labeling reagents from a trusted fluorescent probe supplier for high-performance analytical results.
Chemical Information
Product Specification
Application
Computed Properties
Literatures
Patents
| Synonyms | 4-Trifluoromethylumbelliferone |
| IUPAC Name | 7-hydroxy-4-(trifluoromethyl)chromen-2-one |
| Canonical SMILES | C1=CC2=C(C=C1O)OC(=O)C=C2C(F)(F)F |
| InChI | InChI=1S/C10H5F3O3/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4,14H |
| InChIKey | CCKWMCUOHJAVOL-UHFFFAOYSA-N |
| Signal | Danger |
| GHSHazardStatements | H300 (91.78%): Fatal if swallowed [Danger Acute toxicity, oral] H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] H336 (38.36%): May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects] |
| Precautionary Statement Codes | P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
7-Hydroxy-4-(trifluoromethyl)coumarin, often referred to as a coumarin derivative, is a synthetic organic compound. It is characterized by the presence of a hydroxy group and a trifluoromethyl group on a coumarin backbone. This compound is notable for its unique chemical properties, particularly its strong fluorescent nature, which makes it highly valuable in scientific research and industrial applications. The electronic structure of this molecule allows it to absorb light efficiently and emit a distinct fluorescent signal, which is leveraged in various technological applications.
One of the key applications of 7-Hydroxy-4-(trifluoromethyl)coumarin is in the field of fluorescence spectroscopy. Due to its high quantum yield and photostability, it is used as a fluorescence probe or marker in bioanalytical methods. Researchers often employ this compound to label biomolecules, enabling the tracking and visualization of complex biological processes under a fluorescence microscope. This application aids in studying cellular mechanisms, including enzyme activity and protein-protein interactions.
Another significant application of 7-Hydroxy-4-(trifluoromethyl)coumarin is within the pharmaceutical industry. It can be used as a building block in the synthesis of more complex therapeutic compounds. Its coumarin structure is a common motif in pharmacologically active agents, known for possessing anticoagulant, antimicrobial, and anti-inflammatory properties. Therefore, it serves as a valuable intermediate in drug development, facilitating the creation of new medications with improved efficacy and safety profiles.
In materials science, 7-Hydroxy-4-(trifluoromethyl)coumarin is employed in the design and development of advanced materials, including sensors and optoelectronic devices. Its ability to emit and modulate light makes it suitable for incorporation into materials that require specific fluorescent properties, enhancing the performance of light-emitting diodes (LEDs) and solar cells. Additionally, this compound’s stability and reactivity can be harnessed to improve the durability and efficiency of these devices.
Lastly, 7-Hydroxy-4-(trifluoromethyl)coumarin finds applications in the creation of fluorescent dyes used in various industrial and artistic contexts. The vibrant fluorescence of coumarin-based dyes is utilized in textile industries to produce vivid colors that are resistant to fading. Moreover, these dyes are used in the production of inks and pigments for artworks, offering options that are both brilliant and environmentally friendly. The versatility and effectiveness of this compound ensure its continued relevance and expansion into new application areas.
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 0 |
| Exact Mass | 230.01907850 g/mol |
| Monoisotopic Mass | 230.01907850 g/mol |
| Topological Polar Surface Area | 46.5Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 335 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 30776358 | 2019-04-01 | Phase II metabolism of betulin by rat and human UDP-glucuronosyltransferases and sulfotransferases | Chemico-biological interactions |
| 23850985 | 2013-09-01 | Interactions of sesquiterpenes zederone and germacrone with the human cytochrome P450 system | Toxicology in vitro : an international journal published in association with BIBRA |
| 21391687 | 2011-04-14 | Design, synthesis, and evaluation of coumarin-based molecular probes for imaging of myelination | Journal of medicinal chemistry |
| 20865407 | 2010-12-01 | A new ultrafast and high-throughput mass spectrometric approach for the therapeutic drug monitoring of the multi-targeted anti-folate pemetrexed in plasma from lung cancer patients | Analytical and bioanalytical chemistry |
| 20620155 | 2010-08-14 | Functional characterization of human and cynomolgus monkey UDP-glucuronosyltransferase 1A1 enzymes | Life sciences |
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113584099-A | A kind of method for preparing dihydrocoumarin or its derivative by adopting microfluidic field reaction technology | 2021-07-28 |
| EP-4062942-A1 | Disulfide-based prodrug compounds | 2021-03-22 |
| CN-112961205-B | Preparation method and medical use of a class of sulfonamide compounds with coumarin and glycosyl structures | 2021-03-19 |
| WO-2022144095-A1 | Biosystems to detect chemical contaminants | 2020-12-30 |
| WO-2022140515-A1 | Novel cyp3a4-specific inhibitors and methods of using same | 2020-12-22 |
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