Skip to Content
Merck
All Photos(1)

Documents

923818

Sigma-Aldrich

N-(But-3-yn-1-yl)-2-(((2-oxo-2H-chromen-7-yl)oxy)methyl)acrylamide

Synonym(s):

Coumarin alkyne CoLDR probe

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C17H15NO4
Molecular Weight:
297.31

reaction suitability

reagent type: chemical modification reagent
reaction type: click chemistry

Quality Level

100

functional group

(Alkyne)

storage temp.

2-8°C

Inchi Code

1S/C17H15NO4/c1-3-4-9-18-17(20)12(2)11-21-14-7-5-13-6-8-16(19)22-15(13)10-14/h1,5-8,10H,2,4,9,11H2,(H,18,20)

InChI key

MTTOLTREJYBDSH-UHFFFAOYSA-N

SMILES string

O=C1OC2=CC(OCC(C(NCCC#C)=O)=C)=CC=C2C=C1

Related Categories

Application

N-(But-3-yn-1-yl)-2-(((2-oxo-2H-chromen-7-yl)oxy)methyl)acrylamide is a proteomic cysteine probe. As described in Reddi et al, the Nir London lab developed a-substituted N-alkynyl-methacrylamides for covalent ligand directed release chemistry (CoLDR). CoLDR represents a new type of acrylamide-based electrophiles for targeted covalent inhibitor discovery and design. Specifically this CoLDR probe is a coumarin derivative with a terminal alkyne for click chemistry.

Other Notes

Chemical Biology Tools

Click Chemistry Reagents

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Rambabu N Reddi et al.
Journal of the American Chemical Society, 143(13), 4979-4992 (2021-03-26)
Targeted covalent inhibitors are an important class of drugs and chemical probes. However, relatively few electrophiles meet the criteria for successful covalent inhibitor design. Here we describe α-substituted methacrylamides as a new class of electrophiles suitable for targeted covalent inhibitors.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service