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W511609

Sigma-Aldrich

2-Methylquinoxaline

≥97%

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Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
7251-61-8
Molecular Weight:
144.17
Beilstein:
113307
EC Number:
230-664-9
MDL number:
MFCD00006727
UNSPSC Code:
12164502
PubChem Substance ID:
24902061
Flavis number:
14.139
NACRES:
NA.21

biological source

synthetic

Quality Level

400

Assay

≥97%

refractive index

n20/D 1.613 (lit.)

bp

245-247 °C (lit.)

density

1.118 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

coffee; nutty; roasted

SMILES string

Cc1cnc2ccccc2n1

InChI

1S/C9H8N2/c1-7-6-10-8-4-2-3-5-9(8)11-7/h2-6H,1H3

InChI key

ALHUXMDEZNLFTA-UHFFFAOYSA-N

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General description

2-Methylquinoxaline is a heterocyclic compound used in roasted and meat flavoring. It is one of the volatile compounds formed during the thermal reaction between L-cysteine and dihydroxyacetone in glycerine.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

224.6 °F

Flash Point(C)

107 °C

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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Rowe DJ
Chemistry and Technology of Flavors and Fragrances., 110-110 (2004)
Volatile Products Formed from L-Cysteine and Dihydroxyacetone Thermally Treated in Different Solvents.
Okumura J, et al.
Agricultural and Biological Chemistry, 54(7), 1631-1638 (1990)
F W Chaplen et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(10), 5533-5538 (1998-05-20)
Methylglyoxal is an alpha-ketoaldehyde and dicarbonyl formed in cells as a side product of normal metabolism. Endogenously produced dicarbonyls, such as methylglyoxal, are involved in numerous pathogenic processes in vivo, including carcinogenesis and advanced glycation end-product formation; advanced glycation end-products
Methylglyoxal assay in cells as 2-methylquinoxaline using 1,2-diaminobenzene as derivatizing reagent.
C Cordeiro et al.
Analytical biochemistry, 234(2), 221-224 (1996-02-15)
Weerachat Sompong et al.
BMC complementary and alternative medicine, 15, 394-394 (2015-11-02)
Methylglyoxal (MG) is one of the most reactive glycating agents, which result the formation of advanced glycation end-products (AGEs) that have been implicated in the progression of age-related diseases. Inhibition of MG-induced AGE formation is the imperative approach for alleviating
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