7-Diethylamino-4-methylcoumarin | 91-44-1
Catalog Number | F06-0006 |
Category | Coumarin |
Molecular Formula | C14H17NO2 |
Molecular Weight | 231.29 |
Catalog Number | Size | Price | Quantity |
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F06-0006 | -- | $-- |
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Product Introduction
7-Diethylamino-4-methylcoumarin (CAS# 91-44-1) is a useful research chemical compound.
Chemical Information |
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Synonyms | Coumarin 1;7-(diethylamino)-4-methyl-1-benzopyran-2-one; 7-(diethylamino)-4-methylchromen-2-one |
IUPAC Name | 7-(diethylamino)-4-methylchromen-2-one |
Canonical SMILES | CCN(CC)C1=CC2=C(C=C1)C(=CC(=O)O2)C |
InChI | InChI=1S/C14H17NO2/c1-4-15(5-2)11-6-7-12-10(3)8-14(16)17-13(12)9-11/h6-9H,4-5H2,1-3H3 |
InChI Key | AFYCEAFSNDLKSX-UHFFFAOYSA-N |
Solubility | Slightly soluble in hot solvent |
Density | 1.122 g/cm3 |
Appearance | Crystals from alcohol & benzene-petroleum ether |
Boiling Point | 240 °C / 6.5 mmHg |
Melting Point | 154 to 162 °F |
LogP | 2.94760 |
- Product Specification
- Application
Excitation | 375 |
Emission | 445 |
Storage | 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. |
Signal | Warning |
GHS Hazard Statements | H312 (84.64%): Harmful in contact with skin [Warning Acute toxicity, dermal] H315 (86.29%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (87.39%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H332 (84.64%): Harmful if inhaled [Warning Acute toxicity, inhalation] H335 (85.56%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] H411 (11.15%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard] |
Precautionary Statement Codes | P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
7-Diethylamino-4-methylcoumarin, commonly known as a fluorescent dye, is a synthesized organic compound that is part of the coumarin family. This family of compounds is well-known for their unique ability to emit fluorescence when exposed to ultraviolet light, making them invaluable in various scientific and industrial applications. With a distinctive molecular structure that includes a diethylamino group at the 7 positions and a methyl group at the 4 position, this compound is highly appreciated for its photophysical properties. Its fluorescence is characterized by high intensity and remarkable stability, which makes it a popular choice in fields requiring precise fluorescence detection and imaging.
One of the pivotal applications of 7-Diethylamino-4-methylcoumarin is in the field of fluorescence microscopy. This technique relies on the ability of fluorescent dyes to illuminate and enhance the visualization of biological samples under a microscope. By tagging proteins, nuclei, or other cellular components with this dye, researchers can observe and analyze complex biological processes with improved clarity and contrast. The high quantum yield of this coumarin derivative ensures that even the smallest amounts of biological material can be detected, providing valuable insights in cellular biology and medical research.
Another key application of 7-Diethylamino-4-methylcoumarin is in the development of fluorescence-based sensors. These sensors are constructed to detect various environmental parameters such as pH, temperature, or the presence of specific ions or molecules. The efficiency of this coumarin as a signaling dye is due to its sharp emission spectrum and robust photostability, which are crucial for consistent and reliable measurements. Used extensively in environmental and industrial monitoring, these sensors help in real-time data acquisition, aiding in prompt decision-making and analysis.
In the realm of organic electronics, 7-Diethylamino-4-methylcoumarin has been investigated as a component in organic light-emitting diodes (OLEDs). As a fluorescent material, it enhances the light-emitting efficiency of OLEDs, contributing to more vivid displays in electronic devices such as TVs, smartphones, and wearable technology. Its role in improving the luminance and energy efficiency of these devices positions it as a critical compound in the advancement of modern digital display technology, paving the way for more energy-efficient and high-performance electronic gadgets.
Finally, the photophysical properties of 7-Diethylamino-4-methylcoumarin make it an asset in photodynamic therapy (PDT), a form of treatment used for certain types of cancer. Fluorescent dyes like this coumarin are employed to produce reactive oxygen species upon light activation, which selectively kill cancerous cells. The advantage lies in its ability to target specific areas with minimal impact on surrounding healthy tissue, offering a promising adjunct or alternative to conventional cancer treatments. As research progresses, its application in PDT continues to show potential in clinical settings, showcasing the multifaceted utility of this compound in medical therapies.
Computed Properties | |
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Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 3 |
Rotatable Bond Count | 3 |
Exact Mass | 231.125928785 g/mol |
Monoisotopic Mass | 231.125928785 g/mol |
Topological Polar Surface Area | 29.5Ų |
Heavy Atom Count | 17 |
Formal Charge | 0 |
Complexity | 320 |
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 |
Literatures
PMID | Publication Date | Title | Journal |
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35435491 | 2022-07-01 | Identification of environmental chemicals that activate p53 signaling after in vitro metabolic activation | Archives of toxicology |
31442592 | 2019-10-01 | Environmental chemicals differentially affect epigenetic-related mechanisms in the zebrafish liver (ZF-L) cell line and in zebrafish embryos | Aquatic toxicology (Amsterdam, Netherlands) |
28478275 | 2017-06-15 | Identifying environmental chemicals as agonists of the androgen receptor by using a quantitative high-throughput screening platform | Toxicology |
21538407 | 2012-09-01 | Effect of fluorescent whitening agent on the transcription of cell damage-related genes in zebrafish embryos | Journal of applied toxicology : JAT |
22947088 | 2012-09-01 | Spectroscopic interaction of a coumarin derivative with bovine serum albumin | Cancer biotherapy & radiopharmaceuticals |
Patents
Publication Number | Title | Priority Date |
---|---|---|
CN-115149948-A | A Pipelined SAR ADC with High Linearity | 2022-07-15 |
CN-114844506-A | A machine learning-based digital front-end calibration method for pipeline ADC | 2022-05-20 |
CN-114900183-A | Input common mode compensation circuit, pipeline analog-to-digital converter and input common mode compensation method | 2022-05-18 |
CN-114584140-B | An interstage gain error calibration method, device, equipment and medium | 2022-02-21 |
CN-114437048-A | A kind of coumarin-based fluorescent probe for detecting Ag+, its preparation method and use | 2022-02-17 |
Applications of Fluorescent Probes & Dyes
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