7-Diethylaminocoumarin-3-carboxylic acid
Basic information
- CAS
50995-74-9- Standard SMILES
CCN(CC)c1ccc2cc(C(=O)O)c(=O)oc2c1- InChIKey
WHCPTFFIERCDSB-UHFFFAOYSA-N- Molecular formula
- C14H15NO4
- Average molar mass
- 261.27 g/mol
- Monoisotopic mass
- 261.10010796
Names & identifiers
- Preferred name
- 7-Diethylaminocoumarin-3-carboxylic acid
- IUPAC
- 7-(diethylamino)-2-oxochromene-3-carboxylic acid
- English name
- 7-(Diethylamino)coumarin-3-carboxylic acid
- Molecular formula
- C14H15NO4
- Molecular weight
- 261.27
Names & synonyms
50995-74-97-Diethylaminocoumarin-3-carboxylic acid7-DeaccaDTXSID80198994RefChem:546319DTXCID401214857-(diethylamino)-2-oxo-2H-chromene-3-carboxylic acid7ACC17-(Diethylamino)coumarin-3-carboxylic acidMFCD000687217-(diethylamino)-2-oxochromene-3-carboxylic acid7-(Diethylamino)-2-oxo-2H-1-benzopyran-3-carboxylic acid
Show more names
7ACC-17ACC 1D 1421DEAC ACID7ACC1 (DEAC)RARECHEM AB KA K0247ACC1, 10 mM in DMSO
7-Diethylamino-2-oxo-2H-chromene-3-carboxylic acidCoumarin D 1421DEAC;Coumarin D 1421;D 1421CHEMBL13037662H-1-Benzopyran-3-carboxylic acid, 7-(diethylamino)-2-oxo-HMS560N21HY-D0067IDI1_006564
Database identifiers
- CAS
50995-74-9- PubChem CID
- 659294
- DTXSID
DTXSID80198994- ChEMBL
CHEMBL1303766- EC Number
- 805-796-0
- Nikkaji
- J1.055.268K
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 400
Physicochemical properties
- Melting point
- 222 · 222-224 °C (dec.)(lit.)
- Boiling point
- 464.7 · 464.7±45.0 °C(Predicted)
- Density
- 1.317 · 1.317±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- DMF: soluble
- pka
- -98.36 · -98.36 ± 0.20, most acidic, temperature: 25 °C; 6.06 ± 0.20, most basic(at 25℃)
- form
- Solid
- color
- Bright orange solid; Orange crystals; Orange crystalline solid; Orange laths; Orange powder; Orange solid
- Appearance
- Solid
- λmax
- 409 nm · 409 nm (Buffer pH 9.0)
- BRN
- 6145963 · 6145963
- Major Application
- Epoxy resinsphotoluminescent devices;lithographic platematerials; oil-repellent copolymers/coatings;polymer matrices; silica nanoparticles for imaging,security, and sensing applications
- Biological Applications
- Detecting hydrogenperoxide; evaluating iron ions; cysteine cathepsinsinhibitors; β-glucosidase inhibitors; humanmonoamine oxidase inhibitors; N-Methyl-D-aspartatereceptors (NMDARs) inhibitors; phosphateassay; probing actomyosin mechanism;treatingcancer/antitumor activity，treating cognitive deficits orschizophrenia;as a substrate for measuring proteinkinase activity
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 8-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29322090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Chemistry & industry
Applications
Description7-(Diethylamino)coumarin-3-carboxylic acid is an amine-reactive, non-activated fluorescent probe for bioconjugation.
Uses7-(Diethylamino)-coumarin-3-carboxylic acid is a reagent for the derivatisation of amines and proteins. It has also been used for labelling synthetic peptides for high-throughput detection.
Uses7-(Diethylamino)coumarin-3-carboxylic acid is an amine-reactive fluorescent label used for protein conjugation.
Upstream & downstream products
Downstream products
Related reactions
2 records
Compound notes
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