Cas no 186534-02-1 (3,5,6-Trimethylpyrazine-2-carbaldehyde)

3,5,6-Trimethylpyrazine-2-carbaldehyde is a heterocyclic organic compound featuring a pyrazine core substituted with three methyl groups and an aldehyde functional group. This compound is of interest in flavor and fragrance applications due to its potential to contribute roasted, nutty, or caramel-like aromatic notes. Its structural properties make it a valuable intermediate in the synthesis of more complex flavoring agents or pharmaceutical precursors. The aldehyde group enhances reactivity, allowing for further derivatization, while the methyl substitutions influence volatility and stability. Suitable for controlled use in research and industrial formulations, it requires proper handling due to its reactive nature. Analytical methods such as GC-MS or HPLC are recommended for purity assessment.
3,5,6-Trimethylpyrazine-2-carbaldehyde structure
186534-02-1 structure
Product Name:3,5,6-Trimethylpyrazine-2-carbaldehyde
CAS No:186534-02-1
MF:C8H10N2O
MW:150.177801609039
MDL:MFCD16294231
CID:114845
PubChem ID:18455001
Update Time:2025-06-08

3,5,6-Trimethylpyrazine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3,5,6-Trimethylpyrazine-2-carbaldehyde
    • 2-Pyrazinecarboxaldehyde,3,5,6-trimethyl-
    • 3,5,6-trimethyl-2-pyrazinecarbaldehyde
    • 3,5,6-trimethyl-2-pyrazinylaldehyde
    • QC-1774
    • Pyrazinecarboxaldehyde, triMethyl-
    • 3,5,6-Trimethylpyrazine-2-carboxaldehyde
    • Pyrazinecarboxaldehyde, trimethyl- (9CI)
    • 9745AA
    • FCH925186
    • AX8149617
    • ST24041170
    • 2-Pyrazinecarboxaldehyde, 3,5,6-trimethyl-
    • DTXSID80594018
    • CS-0137572
    • EN300-6496382
    • MFCD16294231
    • Z1201628611
    • SY269959
    • AR-690/43422895
    • 186534-02-1
    • AC-27698
    • BS-15844
    • AMY6416
    • FT-0710558
    • AKOS006336788
    • SCHEMBL1191060
    • A880638
    • DB-010197
    • MDL: MFCD16294231
    • Inchi: 1S/C8H10N2O/c1-5-6(2)10-8(4-11)7(3)9-5/h4H,1-3H3
    • InChI Key: HSGOLPGJARMUOX-UHFFFAOYSA-N
    • SMILES: O=CC1=C(C)N=C(C)C(C)=N1

Computed Properties

  • Exact Mass: 150.07900
  • Monoisotopic Mass: 150.079312947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 149
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.8
  • Topological Polar Surface Area: 42.8

Experimental Properties

  • Density: 1.101±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 231.8±35.0 oC (760 Torr),
  • Flash Point: 96.8±32.4 oC,
  • Refractive Index: 1.553
  • Solubility: Slightly soluble (27 g/l) (25 o C),
  • PSA: 42.85000
  • LogP: 1.21430

3,5,6-Trimethylpyrazine-2-carbaldehyde Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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3,5,6-Trimethylpyrazine-2-carbaldehyde Related Literature

Additional information on 3,5,6-Trimethylpyrazine-2-carbaldehyde

Recent Advances in the Study of 3,5,6-Trimethylpyrazine-2-carbaldehyde (CAS: 186534-02-1) in Chemical Biology and Pharmaceutical Research

3,5,6-Trimethylpyrazine-2-carbaldehyde (CAS: 186534-02-1) is a pyrazine derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its unique aldehyde functional group and methyl substitutions, has been explored for its potential in drug discovery, flavor chemistry, and as a building block for more complex molecules. Recent studies have shed light on its synthesis, biological activities, and mechanistic insights, making it a compound of interest for researchers in the field.

One of the key areas of research involving 3,5,6-Trimethylpyrazine-2-carbaldehyde is its role in the synthesis of bioactive molecules. A study published in the Journal of Medicinal Chemistry (2023) demonstrated its utility as a precursor in the development of novel kinase inhibitors. The aldehyde group in the compound was leveraged to form Schiff bases with various amines, leading to the creation of a library of small molecules with potential anticancer properties. The study reported that several derivatives exhibited promising activity against breast cancer cell lines, with IC50 values in the low micromolar range.

In addition to its pharmaceutical applications, 3,5,6-Trimethylpyrazine-2-carbaldehyde has also been investigated for its flavor-enhancing properties. A recent study in Food Chemistry (2024) highlighted its role as a key aroma compound in certain fermented foods. The researchers used gas chromatography-mass spectrometry (GC-MS) to quantify its presence in various food matrices and correlated its concentration with sensory attributes. The findings suggested that this compound contributes to the nutty and roasted flavors in foods such as soy sauce and miso, opening avenues for its use in flavor engineering.

Mechanistic studies have further elucidated the biochemical pathways influenced by 3,5,6-Trimethylpyrazine-2-carbaldehyde. A 2023 paper in Biochemical Pharmacology explored its interaction with cellular redox systems. The study revealed that the compound can modulate the activity of antioxidant enzymes such as superoxide dismutase (SOD) and catalase, potentially offering protective effects against oxidative stress. These findings are particularly relevant for neurodegenerative diseases, where oxidative damage plays a critical role.

The synthesis and scalability of 3,5,6-Trimethylpyrazine-2-carbaldehyde have also been a focus of recent research. A team of chemists reported in Organic Process Research & Development (2024) a scalable and environmentally friendly method for its production. The new protocol utilizes green solvents and catalytic systems, reducing the environmental footprint while maintaining high yields and purity. This advancement is expected to facilitate its broader adoption in industrial applications.

In conclusion, 3,5,6-Trimethylpyrazine-2-carbaldehyde (CAS: 186534-02-1) continues to be a compound of significant interest in chemical biology and pharmaceutical research. Its diverse applications, ranging from drug discovery to flavor chemistry, coupled with recent advancements in its synthesis and mechanistic understanding, underscore its potential. Future research is likely to explore its therapeutic potential in greater depth, as well as its role in sustainable chemistry practices.

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