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257370

Sigma-Aldrich

7-Amino-4-methylcoumarin

99%

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Synonym(s):
Coumarin 120
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
Beilstein/REAXYS Number:
142231
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

description

chromophore for enzyme substrates

Quality Level

assay

99%

form

solid

mp

223-226 °C (lit.)

λmax

354 nm in ethanol

storage temp.

2-8°C

SMILES string

CC1=CC(=O)Oc2cc(N)ccc12

InChI

1S/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3

InChI key

GLNDAGDHSLMOKX-UHFFFAOYSA-N

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This Item
A9891D87759A3401
vibrant-m

257370

7-Amino-4-methylcoumarin

vibrant-m

A9891

7-Amino-4-methylcoumarin

vibrant-m

D87759

7-Diethylamino-4-methylcoumarin

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

solid

form

powder

form

solid

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

description

chromophore for enzyme substrates

description

chromophore for enzyme substrates

description

-

description

-

mp

223-226 °C (lit.)

mp

223-226 °C (lit.)

mp

72-75 °C (lit.)

mp

-

General description

7-Amino-4-methylcoumarin (coumarin120) is an aminocoumarin laser dye that can emit laser in the range of 370-760 nm. It has three intermolecular hydrogen bonded structures with C-H···O and N-H····O.

Application

Coumarin 120 is used as a fluorescent labeling reagent for trace determination of enzymes. It may be used as an antibacterial agent against MDR isolates of M. tuberculosis as it impacts the cell morphology. Coumarin 120 may also be used as an electron donor (amino groups) to transfer charge in a fluorescent sensor for the detection of mercury ions in aqueous media.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Aldrichimica Acta, 15, 42-42 (1982)
7-Amino-4-methylcoumarin.
Jasinski J and Woudenberg R
Acta Crystallographica Section C, Crystal Structure Communications, 50(12), 1954-1956 (1994)
A ?turn-on? coumarin-based fluorescent sensor with high selectivity for mercury ions in aqueous media.
Voutsadaki S, et al.
Chemical Communications (Cambridge, England), 46(19), 3292-3294 (2010)
Fluorescence quenching of 7-amino-4-methylcoumarin by different TEMPO derivatives.
Zamojc K, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 136(12), 1875-1880 (2015)
Melissa Birol et al.
PloS one, 9(8), e105688-e105688 (2014-08-22)
The Cop9 signalosome complex (CSN) regulates the functional cycle of the major E3 ubiquitin ligase family, the cullin RING E3 ubiquitin ligases (CRLs). Activated CRLs are covalently modified by the ubiquitin-like protein Nedd8 (neural precursor cell expressed developmentally down-regulated protein

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