Coumarin 153

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Coumarin 153

Coumarin 153 | 53518-18-6

Catalog Number F06-0011
Category Coumarin
Molecular Formula C16H14F3NO2
Molecular Weight 309.28
Catalog Number Size Price Quantity
F06-0011 1 g $298

Product Introduction

Coumarin 153, a photophysical molecule with fluorescent properties, is a commonly applied dye within biomedical research and imaging. Its versatility ranges from labeling and tracking protein-protein interactions to detecting particular cellular components. Moreover, Coumarin 153 plays a vital role in the design and development of sophisticated imaging techniques for identifying and treating cancer.

Chemical Information

Synonyms Cumarin153;Coumarin 540A; 2,3,6,7-tetrahydro-9-(trifluoromethyl)-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizin-11-one; 2,3,6,7-Tetrahydro-9-trifluoromethyl-1H,5H-quinolizino(9,1-gh)coumarin
Purity >95.0%
IUPAC Name 6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),5,8-tetraen-4-one
Canonical SMILES C1CC2=C3C(=C4C(=C2)C(=CC(=O)O4)C(F)(F)F)CCCN3C1
InChI InChI=1S/C16H14F3NO2/c17-16(18,19)12-8-13(21)22-15-10-4-2-6-20-5-1-3-9(14(10)20)7-11(12)15/h7-8H,1-6H2
InChI Key VSSSHNJONFTXHS-UHFFFAOYSA-N
Appearance Light yellow to Yellow to Orange powder to crystaline
Melting Point 166 °C
  • Product Specification
  • Application
Excitation 422
Emission 528
Storage Keep in dark place. Sealed in dry. <-20°C

Coumarin 153, a highly sought-after fluorescent dye in scientific circles, boasts remarkable photophysical properties that make it an indispensable tool for various applications. Here are four key applications of Coumarin 153:

Fluorescence Microscopy: Leveraging the unparalleled attributes of Coumarin 153, scientists employ this fluorescent dye extensively in fluorescence microscopy to peer into the intricate world of cellular structures and molecules. Its vibrant fluorescence and exceptional photostability render it a prime candidate for dynamic live-cell imaging studies. Researchers harness Coumarin 153 to meticulously label specific proteins and organelles, facilitating a granular examination of cellular processes in real-time, unveiling the hidden marvels of biological dynamics.

Chemical Sensing: Delving into the realm of chemical sensing, Coumarin 153 emerges as a key player in crafting cutting-edge chemical sensors for detecting a spectrum of analytes, including metal ions and pH variations. Its fluorescence intensity serves as a chameleon, shifting in response to distinct substances, offering a platform for sensitive and precise detection mechanisms. These sensors find utility in a myriad of domains spanning environmental surveillance, medical diagnostics, and industrial applications, heralding a new era of nuanced sensing technologies.

Laser Technology: Standing at the forefront of laser innovation, Coumarin 153 finds its niche as a quintessential gain medium in dye lasers, revolutionizing the realm of tunable laser light production. Its prowess in generating sharp, intense laser beams across diverse wavelengths makes it a coveted component in spectroscopy and photonics applications. Dye lasers incorporating Coumarin 153 are the go-to choice in both research and industrial settings for conducting precise measurements and executing intricate materials processing tasks with finesse.

Photodynamic Therapy: Unveiling its potential in the domain of medical research, Coumarin 153 shines as a focal point in investigations exploring its viability in photodynamic therapy (PDT) for combating cancer. When subjected to specific light wavelengths, Coumarin 153 blooms into action, generating reactive oxygen species that target and dismantle cancer cells with precision. This therapeutic approach offers a targeted, minimally invasive treatment avenue, minimizing collateral damage to neighboring healthy tissues.

Computed Properties

XLogP3 3.2
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 0
Exact Mass 309.09766318 g/mol
Monoisotopic Mass 309.09766318 g/mol
Topological Polar Surface Area 29.5Ų
Heavy Atom Count 22
Formal Charge 0
Complexity 516
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

Patents

Publication NumberTitlePriority Date
CN-114716419-A A kind of fluorescent compound containing 7-aminocoumarin structural group 2022-03-16
CN-114716420-A A kind of fluorescent compound containing 7-cyanocoumarin structural group 2022-03-16
CN-114736189-A A kind of fluorescent compound containing naphthalimide structural group 2022-03-01
CN-114751896-A A kind of fluorescent compound containing 7-methyl coumarin structural group 2022-03-01
US-2022402955-A1 Metal complex and light emitting device 2021-05-18
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