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Dokumenty

W323705

Sigma-Aldrich

2,3,5,6-Tetramethylpyrazine

≥98%, FG

Synonim(y):

Chuanxingzine, Ligustrazine, Tetrapyrazine

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About This Item

Wzór empiryczny (zapis Hilla):
C8H12N2
Numer CAS:
1124-11-4
Masa cząsteczkowa:
136.19
Numer FEMA:
3237
Beilstein:
113100
Numer WE:
214-391-2
Nr Rady Europy:
734
Numer MDL:
MFCD00006146
Kod UNSPSC:
12164502
Identyfikator substancji w PubChem:
24901575
Numer Flavisa:
14.018
NACRES:
NA.21

pochodzenie biologiczne

synthetic

Poziom jakości

400

klasa czystości

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

zgodność regionalna

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

Próba

≥98%

tw

190 °C (lit.)

mp

77-80 °C (lit.)

Zastosowanie

flavors and fragrances

Dokumentacja

see Safety & Documentation for available documents

alergen pokarmowy

no known allergens

alergen zapachowy

no known allergens

Organoleptyczne

chocolate; coffee; fatty; musty; nutty

ciąg SMILES

Cc1nc(C)c(C)nc1C

InChI

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

Klucz InChI

FINHMKGKINIASC-UHFFFAOYSA-N

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Zastosowanie


  • 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).

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Piktogramy

Exclamation mark
GHS07

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

H302,H315,H319,H335

Klasyfikacja zagrożeń

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

Organy docelowe

Respiratory system

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves

Certyfikaty analizy (CoA)

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Isobutyraldehyde ≥98%, FG

Sigma-Aldrich

W222003

Isobutyraldehyde

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
Penglong Wang et al.
Die Pharmazie, 68(9), 782-789 (2013-10-24)
A new anticancer ligustrazine derivative, 3beta-hydroxyolea-12-en-28-oic acid-3,5,6-trimethylpyrazin-2-methyl ester (T-OA, C38H58O3N2), was previously reported. It was synthesized via conjugating the effective antitumor ingredients of a classic traditional Chinese medicine (TCM) formulation. In the present study, anticancer efficacy of T-OA was evaluated
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
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