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W323705

Sigma-Aldrich

2,3,5,6-Tetramethylpyrazine

≥98%, FG

Sinónimos:

Chuanxingzine, Ligustrazine, Tetrapyrazine

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About This Item

Fórmula empírica (notación de Hill):
C8H12N2
Número de CAS:
1124-11-4
Peso molecular:
136.19
Número de FEMA:
3237
Beilstein:
113100
Número CE:
214-391-2
nº del Consejo Europeo:
734
Número MDL:
MFCD00006146
Código UNSPSC:
12164502
ID de la sustancia en PubChem:
24901575
Número Flavis:
14.018
NACRES:
NA.21
Organoléptico:
chocolate; coffee; fatty; musty; nutty
grado:
FG
Fragrance grade
Halal
Kosher
origen biológico:
synthetic
Agency:
follows IFRA guidelines
meets purity specifications of JECFA
alérgeno alimentario:
no known allergens

origen biológico

synthetic

Nivel de calidad

400

grado

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

cumplimiento norm.

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

Ensayo

≥98%

bp

190 °C (lit.)

mp

77-80 °C (lit.)

aplicaciones

flavors and fragrances

Documentación

see Safety & Documentation for available documents

alérgeno alimentario

no known allergens

alérgeno de la fragancia

no known allergens

Organoléptico

chocolate; coffee; fatty; musty; nutty

cadena SMILES

Cc1nc(C)c(C)nc1C

InChI

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

Clave InChI

FINHMKGKINIASC-UHFFFAOYSA-N

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Aplicación


  • 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).

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302,H315,H319,H335

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SHBP0438
STBK2084
STBJ8386
SHBL5041
SHBL3098

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Sigma-Aldrich

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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
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
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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