2,5-Dioxo-1-pyrrolidinyl 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylate
Basic information
- CAS
150321-92-9- Standard SMILES
COc1ccc2cc(C(=O)ON3C(=O)CCC3=O)c(=O)oc2c1- InChIKey
JMQAALOXLOSYCQ-UHFFFAOYSA-N- Molecular formula
- C15H11NO7
- Average molar mass
- 317.25 g/mol
- Monoisotopic mass
- 317.05355169
Names & identifiers
- Preferred name
- 2,5-Dioxo-1-pyrrolidinyl 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylate
- IUPAC
- (2,5-dioxopyrrolidin-1-yl) 7-methoxy-2-oxochromene-3-carboxylate
- English name
- N-SUCCINIMIDYL 7-METHOXYCOUMARIN-3-CARBOXYLATE
- Molecular formula
- C15H11NO7
- Molecular weight
- 317.25
Names & synonyms
150321-92-92,5-Dioxo-1-pyrrolidinyl 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylateRefChem:10601232,5-Dioxopyrrolidin-1-yl 7-methoxy-2-oxo-2H-chromene-3-carboxylate7-Methoxycoumarin-3-carboxylic acid N-succinimidyl esterN-Succinimidyl 7-methoxycoumarin-3-carboxylateMFCD00467593(2,5-dioxopyrrolidin-1-yl) 7-methoxy-2-oxochromene-3-carboxylateSuccinimidyl 7-methoxycoumarin-3-carboxylate7-Methoxycoumarin-3-carboxylic acid, SE2H-1-Benzopyran-3-carboxylic acid, 7-methoxy-2-oxo-, 2,5-dioxo-1-pyrrolidinyl esterAKOS015911915
Show more names
N-Succinimidyl 7-Methoxycoumarin-3-carboxylate >7-Methoxycoumarin-3-carboxylic acid succinimide ester7-Methoxycoumarin-3-carbonic acid N-succinimidyl ester
CS-01146297-Methoxycoumarin-3-carboxylicacid,succinimidyl esterF05-0015JMQAALOXLOSYCQ-UHFFFAOYSA-NSCHEMBL591072orb16851037-Methoxycoumarin-3-carboxylic acid, succinimidyl esterDTXSID00375220
Database identifiers
- CAS
150321-92-9- PubChem CID
- 2760554
- DTXSID
DTXSID00375220- Nikkaji
- J2.170.003G
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 99.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 4
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 581
Physicochemical properties
- storage temp.
- 20 °C · −20°C
- solubility
- DMF: soluble
- form
- powder to crystal
- color
- White solid
- λmax
- 358 nm · 358 nm (MeOH)
- BRN
- 9145767 · 9145767
- Major Application
- Silica particles/beads
- Biological Applications
- Analyzing/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
- InChI
- InChI=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
- InChIKey
- JMQAALOXLOSYCQ-UHFFFAOYSA-N
- SMILES
- C1(=O)OC2=CC(OC)=CC=C2C=C1C(ON1C(=O)CCC1=O)=O
- CAS DataBase Reference
- 150321 · 150321-92-9
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8-10-21
- wgk
- 3
- hs_code
- 2932.20.4500
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501
Chemistry & industry
Applications
Uses7-Methoxycoumarin-3-carboxylic Acid N-Succinimidyl Ester (cas# 150321-92-9) is a compound useful in organic synthesis.
UsesN-Succinimidyl 7-Methoxycoumarin-3-carboxylate is used for labelling neuropeptides and other peptides.
Preparation methods
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).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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