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W323705

Sigma-Aldrich

2,3,5,6-Tetramethylpyrazine

≥98%, FG

Synonym(s):
Chuanxingzine, Ligustrazine, Tetrapyrazine
Empirical Formula (Hill Notation):
C8H12N2
CAS Number:
Molecular Weight:
136.19
FEMA Number:
3237
Beilstein:
113100
EC Number:
Council of Europe no.:
734
MDL number:
PubChem Substance ID:
Flavis number:
14.018

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

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

Assay

≥98%

bp

190 °C (lit.)

mp

77-80 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

chocolate; coffee; fatty; musty; nutty

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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1 of 4

This Item
W32371318393895162
2,3,5,6-Tetramethylpyrazine analytical standard

Supelco

95162

2,3,5,6-Tetramethylpyrazine

grade

FG, Fragrance grade, Halal, Kosher

grade

FG, Fragrance grade, Halal, Kosher, natural

grade

-

grade

analytical standard

agency

follows IFRA guidelines, meets purity specifications of JECFA

agency

follows IFRA guidelines, meets purity specifications of JECFA

agency

-

agency

-

assay

≥98%

assay

≥98%

assay

98%

assay

≥98.0% (GC)

bp

190 °C (lit.)

bp

190 °C (lit.)

bp

190 °C (lit.)

bp

190 °C (lit.)

mp

77-80 °C (lit.)

mp

77-80 °C (lit.)

mp

77-80 °C (lit.)

mp

77-80 °C (lit.), 85-87 °C

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

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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
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, 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
Penglong Wang et al.
Molecules (Basel, Switzerland), 17(5), 4972-4985 (2012-05-02)
To discover new anti-cancer agents with multi-effect and low toxicity, a series of ligustrazine derivatives were synthesized using several effective anti-tumor ingredients of Shiquandabu Wan as starting materials. Our idea was enlightened by the "combination principle" in drug discovery. The
Ling Guo et al.
Molecules (Basel, Switzerland), 17(5), 5412-5421 (2012-05-10)
The aim of the study was to determine the effect of tetramethylpyrazine phosphate tablets (TPT), a Chinese medicine used for cardiovascular disease, on immunity activity and oxidative injury in rats. Heart failure (HF) was induced by isoproterenol (ISO). After the

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