55804-66-5

Basic information

• Product Name: Coumarin 314
• Synonyms: ethyl 2,3,6,7-tetrahydro-11-oxo-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizine-10-carboxylate;COUMARIN 314, DYE CONTENT 99+%;Coumarin 314, laser grade, pure, 99%;2,3,5,6-1h,4h-tetrahydro-9-carbethoxyquinolizino-[9,9a,1-gh]coumarin;Exciton Coumarin 504;Coumarin 504, 2,3,5,6-1H,4H-Tetrahydro-9-carbethoxyquinolizino-[9,9a,1-gh]coumarin;11-Oxo-2,3,6,7-tetrahydro-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizine-10-carboxylic acid ethyl ester;2,3,6,7-Tetrahydro-11-oxo-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizine-10-carboxylic acid ethyl ester
• CAS NO: 55804-66-5
• Molecular Formula: C18H19NO4
• Molecular Weight: 313.35
• EINECS: 259-825-1
• Mol File: 55804-66-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 140-144 °C(lit.)
• Boiling Point: 453.15°C (rough estimate)
• Flash Point: 281.9 °C
• Appearance: Yellow/Crystalline Powder
• Density: 1.2389 (rough estimate)
• Vapor Pressure: 7.83E-12mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• PKA: 5.37±0.40(Predicted)
• CAS DataBase Reference: Coumarin 314(CAS DataBase Reference)
• NIST Chemistry Reference: Coumarin 314(55804-66-5)
• EPA Substance Registry System: Coumarin 314(55804-66-5)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 55804-66-5(Hazardous Substances Data)

Usage

Description

Coumarin 314 is a synthetic compound belonging to the coumarin family, characterized by its yellow to orange crystalline powder appearance. It is a laser dye with unique chemical properties that make it suitable for various applications, particularly in the field of research.

Uses

Used in Research Applications:
Coumarin 314 is used as a laser dye for research purposes, specifically in the study of dyes and metabolites. Its distinct properties allow for the investigation of various scientific phenomena and contribute to the advancement of knowledge in related fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Coumarin 314 is utilized as a starting material for the synthesis of various drugs and pharmaceutical compounds. Its unique chemical structure makes it a valuable component in the development of new medications.
Used in Chemical Industry:
Coumarin 314 is also employed in the chemical industry for the production of dyes, pigments, and other specialty chemicals. Its vibrant color and stability contribute to the development of high-quality products for various applications.
Used in Analytical Chemistry:
As a laser dye, Coumarin 314 is used in analytical chemistry for the detection and quantification of specific substances. Its fluorescence properties make it an ideal tool for sensitive and accurate measurements in laboratory settings.

InChI:InChI=1/C18H19NO4/c1-2-22-17(20)14-10-12-9-11-5-3-7-19-8-4-6-13(15(11)19)16(12)23-18(14)21/h9-10H,2-8H2,1H3

Upstream product

• 41175-50-2 8-hydroxyjulolidine 
• 63149-33-7 9-formyl-8-hydroxyjulolidine 
• 105-53-3 diethyl malonate 

Downstream Products

• 55804-65-4 coumarin-343 
• 58336-35-9 coumarin-6H 
• 142730-52-7 11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbaldehyde 

Relevant articles and documents

Convenient Retinoid X Receptor Binding Assay Based on Fluorescence Change of the Antagonist NEt-C343

Retinoid X receptor (RXR) modulators (rexinoids) are considered to have therapeutic potential for multiple diseases, such as Alzheimer's disease and Parkinson's disease. To overcome various disadvantages of prior screening methods, we previously developed an RXR binding assay using a fluorescent RXR ligand, CU-6PMN (4). However, this ligand binds not only at the ligand-binding domain (LBD) but also at the dimer-dimer interface of hRXRα. Here, we present a new fluorescent RXR antagonist 6-[N-ethyl-N-(5-isobutoxy-4-isopropyl-2-(11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carboxamido)phenyl)amino]nicotinic acid (NEt-C343, 7), which emits strong fluorescence only when bound to the RXR-LBD. It allows us to perform a rapid, simple, and nonhazardous binding assay that does not require bound/free separation and uses a standard plate reader. The obtained Ki values of known compounds were correlated with the Ki values obtained using the standard [3H]9cis-retinoic acid assay. This assay should be useful for drug discovery as well as for research on endocrine disruptors, functional foods, and natural products.

Preparation method of large emission wavelength fluorescent dye

The invention discloses a preparation method of a large emission wavelength fluorescent dye, comprising the following steps: first, modifying a naphthalimide by three-step reaction to obtain naphthalimide with activated methyl; second, carrying out four-step reaction to obtain aldehyde modified coumarin; third, reacting the naphthalimide with the activated methyl with the aldehyde modified coumarin to obtain a target product, the large emission wavelength fluorescent dye. Compared with the existing fluorescent dyes, the fluorescent dye synthesized in the invention has a near-infrared emission spectrum and Stokes shift up to 150 nm and is applicable to the fields such as laser, electroluminescence and fluorescent probes.

A highly selective water-soluble optical probe for endogenous peroxynitrite

A colorimetric and fluorescent probe C-Py-1 for ONOO- was prepared and it could exhibit high sensitivity and excellent selectivity toward ONOO- among reactive oxygen species (ROS) and reactive nitrogen species (RNS) with a rapid response time in 100% water solution. Meanwhile, C-Py-1 was successfully applied in the imaging of endogenous ONOO- in RAW264.7 cells.