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411183

Sigma-Aldrich

3-Aminocoumarin

97%

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About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

135-139 °C (lit.)

SMILES string

NC1=Cc2ccccc2OC1=O

InChI

1S/C9H7NO2/c10-7-5-6-3-1-2-4-8(6)12-9(7)11/h1-5H,10H2

InChI key

QWZHDKGQKYEBKK-UHFFFAOYSA-N

Application

3-Aminocoumarin may be employed in the following studies:
  • As ligand for the synthesis of Cr(III), Ni(II), and Cu(II) complexes.
  • As starting reagent for the synthesis of 1,2,3,4-tetrahydropyrido[2,3-c]coumarins.
  • Synthesis of new 3-(heteroaryl)aminocoumarin derivatives, via optimized Buchwald-Hartwig amination reaction.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Fluorescence spectra of 3-aminocoumarin and its acid-base behaviour in the excited singlet state.
Rao RVS, et al.
Journal of Photochemistry, 34(1), 55-61 (1986)
Iu A Vladimirov et al.
Biulleten' eksperimental'noi biologii i meditsiny, 112(10), 358-360 (1991-10-01)
The antioxidant capacity of 3-aminocoumarin, 3-oxycoumarin, 3-acetylaminocoumarin, and 3-coumarin carbonic acid has been investigated with chemiluminescence measurement and by the accumulation of TBA-active products. All coumarins were found to be antioxidants, with 3-oxy-, 3-amino- and 3-acetylamino coumarins being capable of
Hydrolysis-free synthesis of 3-aminocoumarins.
Kudale AA, et al.
Tetrahedron Letters, 48(29), 5077-5080 (2007)
Wei Jia et al.
Analytica chimica acta, 957, 29-39 (2017-01-22)
An analytical method was developed and validated for simultaneous analysis of one hundred and thirty-seven veterinary drug residues and metabolites from sixteen different classes in tilapia utilizing an improved fully non-targeted way of data acquisition with fragmentation. The automated on-line
Oscar Aguilar-Sopeña et al.
International journal of molecular sciences, 21(7) (2020-04-09)
We have previously shown the delivery of phosphatase of regenerating liver-1 (PRL-1) to the immunological synapse (IS) and proposed a regulatory role of the catalytic activity of PRLs (PRL-1, PRL-2 and PRL-3) in antigen-induced IL-2 production. Nonetheless, the expression in

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