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Merck

W323705

Sigma-Aldrich

2,3,5,6-四甲基吡嗪

≥98%, FG

别名:

Chuanxingzine, Ligustrazine, Tetrapyrazine

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About This Item

经验公式(希尔记法):
C8H12N2
CAS号:
分子量:
136.19
FEMA號碼:
3237
Beilstein:
113100
EC號碼:
歐洲委員會號碼:
734
MDL號碼:
分類程式碼代碼:
12164502
PubChem物質ID:
Flavis號碼:
14.018
NACRES:
NA.21

生物源

synthetic

品質等級

等級

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

法律遵循

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

化驗

≥98%

bp

190 °C (lit.)

mp

77-80 °C (lit.)

應用

flavors and fragrances

文件

see Safety & Documentation for available documents

食物過敏原

no known allergens

香料過敏原

no known allergens

感官的

chocolate; coffee; fatty; musty; nutty

SMILES 字串

Cc1nc(C)c(C)nc1C

InChI

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

InChI 密鑰

FINHMKGKINIASC-UHFFFAOYSA-N

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應用


  • 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).

象形圖

Exclamation mark

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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川芎嗪 phyproof® Reference Substance

PHL82574

川芎嗪

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
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
Yu-Fang Leng et al.
The American journal of Chinese medicine, 40(6), 1229-1239 (2012-12-12)
The Bennett and Xie (1988) model of chronic constriction injury (CCI) investigated the effects of tetramethylpyrazine (TMP) on neuropathic pain-associated behaviors and neuronal apoptosis in the spinal dorsal horn. Fifty-four male rats were randomly divided into sham (group S), CCI
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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