N-Succinimidyl 7-methoxycoumarin-3-carboxylate

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N-Succinimidyl 7-methoxycoumarin-3-carboxylate Basic information
Preparation
Product Name:N-Succinimidyl 7-methoxycoumarin-3-carboxylate
Synonyms:N-Succinimidyl 7-methoxycoumarin-3-carboxylate;7-METHOXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER;N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE;7-METHOXYCOUMARIN-3-CARBOXYLIC ACID N-SUCCINIMIDYL ESTER;7-METHOXYCOUMARIN-3-CARBOXYLIC ACID, SUCCINIMIDYL ESTER;SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE;7-Methoxycoumarin-3-carbonic acid N-succinimidyl ester;7-Methoxycoumarin-3-carboxylic acid, succinimidyl ester *CAS 150321-92-9*;2,5-Dioxopyrrolidin-1-yl 7-methoxy-2-oxo-2H-chromene-3-carboxylate
CAS:150321-92-9
MF:C15H11NO7
MW:317.25
EINECS:
Product Categories:Coumarines
Mol File:150321-92-9.mol
N-Succinimidyl 7-methoxycoumarin-3-carboxylate Structure
N-Succinimidyl 7-methoxycoumarin-3-carboxylate Chemical Properties
storage temp. −20°C
solubility DMF: soluble
form powder to crystal
color White solid
λmax358 nm (MeOH)
BRN 9145767
Major ApplicationSilica particles/beads
Biological ApplicationsAnalyzing/screening peptides; monitoring proteolysis; quantifying analytes;as ligands and/or substrates for transport proteins;as a substrate formeasuring extracellular matrix metalloprotease (MMP-1) activity,reverse transcriptase (RT) polymerase activity, proteases activity;viscosity sensor;colloidal diagnostic devices;useful for synthesizing peptides
InChIInChI=1S/C15H11NO7/c1-21-9-3-2-8-6-10(14(19)22-11(8)7-9)15(20)23-16-12(17)4-5-13(16)18/h2-3,6-7H,4-5H2,1H3
InChIKeyJMQAALOXLOSYCQ-UHFFFAOYSA-N
SMILESC1(=O)OC2=CC(OC)=CC=C2C=C1C(ON1C(=O)CCC1=O)=O
CAS DataBase Reference150321-92-9
Safety Information
WGK Germany 3
8-10-21
HS Code 2932.20.4500
MSDS Information
ProviderLanguage
SigmaAldrich English
N-Succinimidyl 7-methoxycoumarin-3-carboxylate Usage And Synthesis
PreparationThe preparation of N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE is as follows:
Method 1: Under magnetic stirring, 1 mmol of dimethylformamide (5 ml) and N-hydroxysuccinimide (115 mg, 1 mmol) were added to a solution of 7-methoxycoumarin-3-carboxylic acid. The mixture was cooled to -10 °C and held for 1 hour, and then N,N'-dicyclohexylcarbodiimide (226.96 mg, 1.1 mmol) was added. The mixture was stirred at -10 °C for 1 hour, and then stirred at room temperature for 3 hours. The mixture was then filtered to remove dicyclohexylurea (DCU), and then a mixture of isopropanol/hexane (1/10) was added to precipitate the product. After filtration and vacuum drying, N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE was obtained. 1H NMR (DMSO-d6)δppm: 8.76 (2H, s); 7.57 (1H, d, J=8.5Hz); 6.95 (1H, d, J=8.5Hz); 6.85 (1H, s); 3.95 (3H, s); 3.34 (2H, s), 2.90 (4H, s).
UsesN-Succinimidyl 7-Methoxycoumarin-3-carboxylate is used for labelling neuropeptides and other peptides.
Uses7-Methoxycoumarin-3-carboxylic Acid N-Succinimidyl Ester (cas# 150321-92-9) is a compound useful in organic synthesis.
N-Succinimidyl 7-methoxycoumarin-3-carboxylate Preparation Products And Raw materials
Tag:N-Succinimidyl 7-methoxycoumarin-3-carboxylate(150321-92-9) Related Product Information
Coumarin-3-carboxylic acid N-ACRYLOXYSUCCINIMIDE (2,5-Dioxopyrrolidin-1-yl) 2-oxochromene-3-carboxylate N-Succinimidyl 7-methoxycoumarin-3-carboxylate 7-Hydroxycoumarin-3-carboxylic acid N-succinimidyl ester 7-Methoxycoumarin-3-carboxylic acid 3-(3-Methoxyphenoxy)propionic acid 3-(2-Hydroxy-4-methoxy-phenyl)-acrylic acid 7-Methoxy-2H-chromene-3-carboxylic acid 2,4-Dimethoxycinnamic acid 7-Hydroxycoumarin-3-carboxylicacid