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Merck
CN

103217

Lumichrome

Synonym(s):

7,8-Dimethylalloxazine

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About This Item

Empirical Formula (Hill Notation):
C12H10N4O2
CAS Number:
Molecular Weight:
242.23
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
214-120-8
MDL number:
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form

powder, crystals or chunks

Quality Level

technique(s)

titration: suitable

mp

>300 °C (lit.)

λmax

350 nm, 392 nm (2nd)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Cc1cc2nc3NC(=O)NC(=O)c3nc2cc1C

InChI

1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)

InChI key

ZJTJUVIJVLLGSP-UHFFFAOYSA-N

General description

Lumichrome (7,8-Dimethylalloxazine) is a natural metabolite of riboflavin. It is a flourescent photoproduct of riboflavin degradation. It is known to be an effective photosensitizer and a fluorescent dye.

Application

Lumichrome is suitable as a fluorescence probe, metal ion sensor, and may be used for the inactivation of biological contaminants. Its applications are also seen in memory and semiconductor devices.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Xiancheng Zeng et al.
The Journal of chemical physics, 130(16), 164111-164111 (2009-05-02)
A quantum mechanical/molecular mechanical minimum free energy path (QM/MM-MFEP) method was developed to calculate the redox free energies of large systems in solution with greatly enhanced efficiency for conformation sampling. The QM/MM-MFEP method describes the thermodynamics of a system on
Iqbal Ahmad et al.
International journal of pharmaceutics, 280(1-2), 199-208 (2004-07-22)
The kinetics of photolysis of aqueous riboflavin solutions on UV and visible irradiation has been studied in the pH range 1-12 using a specific multicomponent spectrophotometric method for the simultaneous determination of riboflavin and its major photoproducts (formylmethylflavin, lumichrome and
Carlo Ignazio Giovanni Tuberoso et al.
Food chemistry, 135(3), 1985-1990 (2012-09-08)
Riboflavin (vitamin B(2)) and its metabolite lumichrome were quantified in 117 samples from 11 unifloral honeys types (Arbutus unedo L., Asphodelus microcarpus Salzm. et Viv., Citrus spp., Eucalyptus spp., Hedysarum coronarium L., Castanea sativa L. honeydew, Mentha spp., Paliurus spina-christi.



Global Trade Item Number

SKUGTIN
103217-5G04061838670434
103217-1G04061826111888