W323705
2,3,5,6-四甲基吡嗪
≥98%, FG
别名:
Chuanxingzine, Ligustrazine, Tetrapyrazine
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关于此项目
经验公式（希尔记法）:
C8H12N2
化学文摘社编号:
分子量:
136.19
FEMA Number:
3237
Council of Europe no.:
734
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
14.018
EC Number:
214-391-2
NACRES:
NA.21
MDL number:
Beilstein/REAXYS Number:
113100
eCl@ss:
39161809
Organoleptic:
chocolate; coffee; fatty; musty; nutty
Grade:
FG, Fragrance grade, Halal, Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines, meets purity specifications of JECFA
Food 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
biological source
synthetic
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
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Application
- Booklice Liposcelis bostrychophila are efficiently attracted by the combination of 2,3,5,6-tetramethylpyrazine and ultraviolet light.: This study demonstrates that the combination of 2,3,5,6-tetramethylpyrazine and ultraviolet light effectively attracts booklice, suggesting a potential application for pest management in stored product environments (Tanaka et al., 2024).
- 2,3,5,6-Tetramethylpyrazine protects retinal photoreceptors against endoplasmic reticulum stress by modulating ATF4-mediated inhibition of PRP aggregation.: The research highlights the neuroprotective effects of 2,3,5,6-tetramethylpyrazine, showing its potential in treating retinal diseases by protecting photoreceptors from stress-induced damage (Huang et al., 2021).
- Tetramethylpyrazine-Inducible Promoter Region from Rhodococcus jostii TMP1.: The study identifies a promoter region in Rhodococcus jostii TMP1 that is inducible by tetramethylpyrazine, which could be utilized in genetic engineering and biotechnology applications (Stanislauskienė et al., 2018).
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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.
Lijun Wei et al.
International journal of pharmaceutics, 437(1-2), 203-212 (2012-09-05)
Ligustrazine is a traditional Chinese medicine used to treat various cardiovascular and neurovascular complications. However, this compound exhibits rapid first-pass metabolism, a short biological half-life, low stability and potential vascular irritation that restrict its use for long-term therapy. The use
Jian-Zhong Hu et al.
Journal of the neurological sciences, 324(1-2), 94-99 (2012-11-13)
In the present study, we explored the effects of tetramethylpyrazine (TMP), an alkaloid extracted from the Chinese herbal medicine Ligusticum wallichii Franchat (chuanxiong), on a rat model of contusion spinal cord injury (SCI). The contusion SCI model was induced in
Jin-quan Wang et al.
The Journal of surgical research, 185(1), 286-293 (2013-07-09)
The sepsis-induced acute liver injury majorly depends on the dysfunction of mitochondria and the loss of cellular energy. Aquaporin 8 (AQP8) can modulate water transport and osmotic swelling of mitochondria in the inner mitochondrial membrane of the liver. In this
Tsung-Kuei Kao et al.
Experimental neurology, 247, 188-201 (2013-05-07)
Tetramethylpyrazine (TMP) has been used to treat ischemic stroke. However, scientific evidence related to its effectiveness or precise modes of neuroprotective action is largely unclear. This study provides evidence of an alternative target for TMP and sheds light on the
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