N-(7-Dimethylamino-4-methyl-3-coumarinyl)maleimide
Basic information
- CAS
55145-14-7- Standard SMILES
Cc1c(N2C(=O)C=CC2=O)c(=O)oc2cc(N(C)C)ccc12- InChIKey
ADEORFBTPGKHRP-UHFFFAOYSA-N- Molecular formula
- C16H14N2O4
- Average molar mass
- 298.29 g/mol
- Monoisotopic mass
- 298.09535693
Overview
fluorescent thiol reagent; structure
Names & identifiers
- Preferred name
- N-(7-Dimethylamino-4-methyl-3-coumarinyl)maleimide
- IUPAC
- 1-[7-(dimethylamino)-4-methyl-2-oxochromen-3-yl]pyrrole-2,5-dione
- English name
- DACM
- Molecular formula
- C16H14N2O4
- Molecular weight
- 298.29
Names & synonyms
DACM55145-14-7N-(7-Dimethylamino-4-methyl-3-coumarinyl)maleimide1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-N-(7-Dimethylamino-4-methylcoumarinyl)maleimide26Z996Y092DTXSID90690011H-Pyrrole-2,5-dione, 1-(7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl)-RefChem:426851DTXCID1041841N-(7-(dimethylamino)-4-methyl-3-coumarinyl)maleimideDACM-3
Show more names
N-(7-DIMETHYLAMINO-4-METHYL-3- &N-[4-Methyl-7-(dimethylamino)coumarin-3-yl]maleimideN-(7-DIMETHYLAMINO-4-METHYLCOUMARINYL)MALEIMIDE [DACM]DACM [N-(7-Dimethylamino-4-methylcoumarin-3-yl)maleimide] - 10 mg
1-[7-(dimethylamino)-4-methyl-2-oxochromen-3-yl]pyrrole-2,5-dioneMFCD000068631-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-1H-pyrrole-2,5-dioneN-(4-Methyl-7-dimethylamino-3-coumarinyl)maleimide1-(7-(Dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl)-1H-pyrrole-2,5-dioneN-(7-Dimethylamino-4-methylcoumarin-3-yl)maleimide1-(7-(Dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl)-1H-pyrrole-2,5-dione1-[7-(Dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-1H-pyrrole-2,5-dione; DACM 3
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 66.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 587
Physicochemical properties
- Melting point
- 218 · 218-220 °C(lit.)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Light Yellow to Dark Yellow
- FDA UNII
- 26 Z996Y092 · 26Z996Y092
- EPA Substance Registry System
- 1 H-Pyrrole-2,5-dione, · 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- (55145-14-7)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 335 · H335-H315
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362
- Hazard Codes
- Xi
- Risk Statements
- 37 · 37/38
- WGK Germany
- 3 · 3
- F
- 8 · 8-10-34
- TSCA
- TSCA listed
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, P271, P280, P302+P352, P304+P340, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 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
- 8-10-34
- wgk
- 3
- tsca
- TSCA listed
- risk_code
- 37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- Hazard statements
- H335-H315
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Uses & manufacturing
General Manufacturing Information1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-: INACTIVE
Applications
UsesFluorescent reagent with high selectivity for protein thiols and with superior fluorescence and water solubility properties than dansyl chloride.
UsesN-(7-Dimethylamino-4-methyl-3-coumarinyl)maleimide is a fluorescent reagent with high selectivity for protein thiols.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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