183938
2,3,5,6-Tetramethylpyrazine
98%
Synonym(s):
2,3,5,6-Tetramethylpyrazine, Ligustrazin, Ligustrazine, Tetrapyrazine
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About This Item
Empirical Formula (Hill Notation):
C8H12N2
CAS Number:
Molecular Weight:
136.19
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39161809
UNSPSC Code:
12352100
EC Number:
214-391-2
MDL number:
Beilstein/REAXYS Number:
113100
Assay:
98%
Form:
solid
Quality Level
assay
98%
form
solid
bp
190 °C (lit.)
mp
77-80 °C (lit.)
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
General description
2,3,5,6-Tetramethylpyrazine has been isolated from Ephedra sinica. It is useful in the treatment of several disorders such as asthma, heart failure, rhinitis and urinary incontinence. It is a flavor ingredient of tobacco. It forms cocrystal with 4-hydroxybenzoic acid which exhibits supramolecular synthon polymorphism.
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Gyoseon Goya M Yeom et al.
International immunopharmacology, 18(2), 262-269 (2013-12-18)
2,3,5,6-Tetramethylpyrazine (TMP) is known as a composition of Ephedra sinica and it has been used in the treatment of several disorders such as asthma, heart failure, rhinitis, and urinary incontinence. It has been reported that TMP inhibits melanoma metastasis and
B R Sreekanth et al.
Chemical communications (Cambridge, England), (23)(23), 2375-2377 (2007-09-12)
Co-crystals of 4-hydroxybenzoic acid and 2,3,5,6-tetramethylpyrazine (2 : 1) exhibit the first supramolecular synthon polymorphism in a co-crystal; metastable anti-hierarchic polymorph I converts to stable hierarchic form II.
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 183938-100G | 04061838346681 |
| 183938-25G | 04061838756435 |