186534-02-1

Basic information

• Product Name: Pyrazinecarboxaldehyde, trimethyl- (9CI)
• Synonyms: Pyrazinecarboxaldehyde, trimethyl- (9CI);3,5,6-TRIMETHYLPYRAZINE-2-CARBALDEHYDE;2-Pyrazinecarboxaldehyde, 3,5,6-triMethyl-;Pyrazinecarboxaldehyde, triMethyl-;3,5,6-Trimethylpyrazine-2-carboxaldehyde
• CAS NO: 186534-02-1
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.1778
• Product Categories: ALDEHYDE;PIPERIDINE
• Mol File: 186534-02-1.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 231.8±35.0℃ (760 Torr)
• Flash Point: 96.8±32.4℃
• Appearance: /
• Density: 1.101±0.06 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.553
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 1.06±0.10(Predicted)
• CAS DataBase Reference: Pyrazinecarboxaldehyde, trimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrazinecarboxaldehyde, trimethyl- (9CI)(186534-02-1)
• EPA Substance Registry System: Pyrazinecarboxaldehyde, trimethyl- (9CI)(186534-02-1)

Safety Data

• Hazardous Substances Data: 186534-02-1(Hazardous Substances Data)

Usage

General Description

Pyrazinecarboxaldehyde, trimethyl- (9CI) is a chemical compound with the molecular formula C8H8N2O. It is a colorless to pale yellow liquid with a characteristic aromatic odor. This chemical is commonly used as a flavoring agent in the food industry due to its nutty, earthy, and roasted notes. It is also used in the production of fragrances and as an intermediate for the synthesis of pharmaceuticals and other chemicals. Pyrazinecarboxaldehyde, trimethyl- (9CI) is considered to be relatively low in toxicity, but it can cause irritation to the skin, eyes, and respiratory system, and should be handled with care in a well-ventilated area.

InChI:InChI=1/C8H10N2O/c1-5-6(2)10-8(4-11)7(3)9-5/h4H,1-3H3

Upstream product

• 76494-51-4 2,3,5,6-tetramethylpyrazine hydrochloride 
• 79074-43-4 (3,5,6-trimethylpyrazin-2-yl)methyl acetate 
• 22978-83-2 2,3,5,6-tetramethylpyrazine mono N-oxide 
• 1124-11-4 Tetramethylpyrazine 
• 75907-74-3 2-Pyrazinemethanol,3,5,6-trimethyl 

Downstream Products

• 1332730-39-8 methyl 3,5,6-trimethylpyrazine-2-carboxylate 
• 1000672-87-6 (E)-2-(3-cyanostyryl)-3,5,6-trimethylpyrazine 
• 1000672-80-9 (E)-2-(4-methylstyryl)-3,5,6-trimethylpyrazine 
• 1000672-79-6 (E)-2-(2-methylstyryl)-3,5,6-trimethylpyrazine 
• 1000672-86-5 (E)-2-(2-cyanostyryl)-3,5,6-trimethylpyrazine 

Relevant articles and documents

Synthesis of colletotrichumine A

A short synthesis of colletotrichumine A, an oxindole-pyrazine alkaloid isolated from the pathogenic fungus Colletotrichum capsici, is described.

Synthesis and relationship of stability and biological activity of new DSS and TMP conjugates

A series of novel conjugates of danshensu (DSS) and tetramethylpyrazine (TMP) were designed and synthesized. Their stability toward hydrolysis by carboxylesterase and cardioprotective effect against t-BHP- and doxorubicin-induced damage were evaluated in H9c2 cells. The results revealed that increasing steric hindrance with bulky groups at the linkage position between DSS and TMP prolonged the half-life and also markedly increased the protective effect. Compound 7 was the most potent in protecting against t-BHP- and doxorubicin-induced damage. The protective effect of compound 7 may in part be attributed to its promotion of mitochondrial biogenesis. This journal is

Synthesis and biological evaluation of novel ligustrazine-chalcone derivatives as potential anti-triple negative breast cancer agents

A series of novel ligustrazine-chalcone hybrids were synthesized and evaluated for their in vitro and in vivo antitumor activities. The results showed that most of these compounds exhibited significant in vitro cytotoxicity against MDA-MB-231, MCF-7, A549

Chloroxime compound as well as preparation method and application thereof in pharmacy

The invention relates to a chloroxime compound, its preparation method and application in pharmacy. The chloroxime compound has a structure shown as the general formula I in the specification. The compounds has a very strong effect in synergistic regulation of heat shock protein activity, can be used for treating neurodegenerative diseases caused by injection of Abeta1-42 to rats, and aims to treat human neurodegenerative diseases. The compound also has a significant stress resistant effect, and can be used for preparation of new drugs treating diseases caused by protein misfolding and/or aggregation, and oxidative stress.

Novel Ligustrazine-Based Analogs of Piperlongumine Potently Suppress Proliferation and Metastasis of Colorectal Cancer Cells in Vitro and in Vivo

Piperlongumine 1 increases reactive oxygen species (ROS) levels and preferably induces cancer cell apoptosis by triggering different pathways. However, the poor solubility of 1 limits its intensive investigation and clinical application. Ligustrazine possesses a water-soluble pyrazine skeleton and can inhibit proliferation and metastasis of cancer cells. We synthesized compound 3 by replacement of the trimethoxyphenyl of 1 with ligustrazine moiety and further introduced 2-Cl, -Br, and -I to 3 for synthesis of 4-6, respectively. Compound 4 possessed 14-fold greater aqueous solubility than 1 and increased ROS levels in colorectal cancer HCT-116 cells. Additionally, 4 preferably inhibited proliferation, migration, invasion, and heteroadhesion of HCT-116 cells. Treatment with 4 suppressed tumor growth and lung metastasis in vivo and prolonged the survival of tumor-bearing mice. Furthermore, 4 mitigated TGF-β1-induced epithelial-mesenchymal transition and Wnt/β-catenin activation by inhibiting the Akt and GSK-3β phosphorylation in HCT-116 cells. Collectively, 4 displayed significant antiproliferation and antimetastasis activities, superior to 1.