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W323713

Sigma-Aldrich

2,3,5,6-Tetramethylpyrazine

natural, ≥98%, FG

Empirical Formula (Hill Notation):
C8H12N2
CAS Number:
Molecular Weight:
136.19
FEMA Number:
3237
Beilstein:
113100
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
14.018

Quality Level

grade

FG
Halal
Kosher
natural

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

assay

≥98%

impurities

≤2.0% water (Karl Fischer)

bp

190 °C (lit.)

mp

77-80 °C (lit.)

Documentation

see Safety & Documentation for available documents

Organoleptic

chocolate; coffee; fatty; musty; nutty

application(s)

flavors and fragrances

food allergen

no known allergens

fragrance allergen

no known allergens

SMILES string

Cc1nc(C)c(C)nc1C

InChI

1S/C8H12N2/c1-5-6(2)10-8(4)7(3)9-5/h1-4H3

InChI key

FINHMKGKINIASC-UHFFFAOYSA-N

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General description

2,3,5,6-Tetramethylpyrazine is one of the main volatile aroma compounds in roasted cocoa beans and maple syrup.

Packaging

100 g in poly bottle
1 kg in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - 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

Quantitation of alkylpyrazines in maple syrup, maple flavors and non-maple syrups.
Akochi-KE, et al.
Food Research International, 27(5), 451-457 (1994)
Donghui Xu et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 49(5), 2012-2021 (2018-09-24)
Ligustrazine (LSZ) has been identified as an antitumor agent against some types of cancers. Nevertheless, its ability to inhibit growth, migration and invasion of medulloblastoma cells is still unclear. This study aimed to explore the effect of LSZ on Daoy
Hongfei Chen et al.
European journal of medicinal chemistry, 46(11), 5609-5615 (2011-10-14)
A series of novel ligustrazinyloxy-cinnamic acid derivatives were designed, synthesized and evaluated for their inhibitory effect on adenosine diphosphate (ADP)-induced platelet aggregation in vitro, and also assayed for their protective effect against hydrogen peroxide (H(2)O(2))-induced oxidative damage on ECV-304 cells.
Xian-Chao Cheng et al.
Bioorganic & medicinal chemistry, 15(10), 3315-3320 (2007-03-27)
A series of novel Ligustrazine derivatives was designed, synthesized, and assayed for their protective effects on damaged ECV-304 cells and antiplatelet aggregation activities. The results showed that most Ligustrazine derivatives exhibited lower EC(50) values for protective effects on the ECV-304
Xian-Chao Cheng et al.
Bioorganic & medicinal chemistry, 17(8), 3018-3024 (2009-03-31)
A series of novel acylpiperazinyl Ligustrazine derivatives was designed, synthesized, and their protective effects on damaged ECV-304 cells and antiplatelet aggregation activities were evaluated. The results showed that compound E33 displayed most potential protective effects on the ECV-304 cells damaged

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