897-83-6

Basic information

• Product Name: DIETHYLUMBELLIFERYL PHOSPHATE
• Synonyms: 7-hydroxy-4-methyl-coumaridiethylphosphate;DEUP, UBP;Phosphoric acid diethyl(4-methyl-2-oxo-2H-1-benzopyran-7-yl) ester;Phosphoric acid=diethyl=4-methyl-2-oxo-2H-1-benzopyran-7-yl ester
• CAS NO: 897-83-6
• Molecular Formula: C14H17O6P1
• Molecular Weight: 312.25
• Mol File: 897-83-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 408.5°C at 760 mmHg
• Flash Point: 214.3°C
• Appearance: pale yellow/oil
• Density: 1.272g/cm³
• Vapor Pressure: 6.98E-07mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: −20°C
• Solubility: DMSO: 5 mg/mL
• CAS DataBase Reference: DIETHYLUMBELLIFERYL PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYLUMBELLIFERYL PHOSPHATE(897-83-6)
• EPA Substance Registry System: DIETHYLUMBELLIFERYL PHOSPHATE(897-83-6)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• RTECS: GN7350000
• Hazardous Substances Data: 897-83-6(Hazardous Substances Data)

Usage

Uses

Diethylumbelliferyl phosphate has been used as a lipase inhibitor to treat wild-type myeloblasts for in vitro neutrophil differentiation assays.

Biochem/physiol Actions

Diethylumbelliferyl phosphate (DEUP), an organophosphate does not block protein kinase activity A in vitro.

InChI:InChI=1/C14H17O6P/c1-4-17-21(16,18-5-2)20-11-6-7-12-10(3)8-14(15)19-13(12)9-11/h6-9H,4-5H2,1-3H3

Upstream product

• 299-45-6 potasan 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 814-49-3 diethyl chlorophosphate 
• 78-40-0 triethyl phosphate 
• 762-04-9 phosphonic acid diethyl ester 

Relevant articles and documents

Synthesis and anticancer activity of cyclotriphosphazenes functionalized with 4-methyl-7-hydroxycoumarin

As an important branch of heterocyclic compounds, coumarin and its derivatives with diverse potential biological activities have attracted wide attention and have been applied in medical-related fields. In this article, three cyclotriphosphazene derivatives bearing 4-methyl-7-hydroxycoumarin moieties with the numbers of 2, 4, and 6 were synthesized and characterized and their antitumor activities were investigated. All the new compounds were found to display antitumor activity in vitro against breast cancer cell lines (MCF-7 and 4T1 cells) with the IC50 values in the range of 108.72-188.44 μM and 75.93-154.91 μM, respectively. In contrast, the coumarin monomer displayed the values of 4140 μM and 1640 μM (IC50). Our results suggested that the antitumor activity was significantly enhanced when coumarin was introduced onto the surface of cyclotriphosphazenes, thereby providing potent candidate molecules for pharmaceutical applications.

Synthesis and anticholinesterase activity of some new fluorogenic analogues of organophosphorus nerve agents

Eighteen new fluorogenic analogues of organophosphorus nerve agents were synthesised and characterised. They included analogues of tabun, sarin, cyclosarin, soman, VX, and Russian VX, with the 7-oxy-4-methylcoumarin or 7-oxy-4-(trifluoromethyl)coumarin leaving group. These analogues inhibited acetylcholinesterase (AChE) effectively in vitro and therefore have potential as tools for the identification of novel organophosphatases in biological systems. Analogues of VX and Russian VX with the 7-amino-4-methylcoumarin group, although poor AChE inhibitors, may have utility for screening enzyme libraries for phosphoramidases capable of cleaving P-N bonds.