Cas no 87444-41-5 (6-Bromo-2-methylthiazolo5,4-bpyrazine)

6-Bromo-2-methylthiazolo[5,4-b]pyrazine is a heterocyclic compound featuring a thiazolo[5,4-b]pyrazine core substituted with a bromine atom at the 6-position and a methyl group at the 2-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical research, particularly in the synthesis of biologically active molecules. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, while the methyl group contributes to stability and lipophilicity. Its well-defined molecular framework is advantageous for exploring structure-activity relationships in drug discovery. The compound is typically handled under controlled conditions due to its sensitivity to light and moisture.
6-Bromo-2-methylthiazolo5,4-bpyrazine structure
87444-41-5 structure
Product Name:6-Bromo-2-methylthiazolo5,4-bpyrazine
CAS No:87444-41-5
MF:C6H4BrN3S
MW:230.08505821228
CID:61088
PubChem ID:14181152
Update Time:2025-05-20

6-Bromo-2-methylthiazolo5,4-bpyrazine Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-2-methylthiazolo[4,5-b]pyrazine
    • 6-bromo-2-methyl-[1,3]thiazolo[4,5-b]pyrazine
    • 6-bromo-2-methyl-Thiazolo[4,5-b]pyrazine
    • 6-bromo-2-methylthiazolo[5,4-b]pyrazine
    • 2-Methyl-6-bromthiazolo<4,5-b>pyrazin
    • 6-Brom-2-methyl-thiazolo<4,5-b>pyrazin
    • QC-6200
    • DTXSID30557092
    • AKOS016003036
    • SCHEMBL1673946
    • FT-0735482
    • 6-bromo-2-methyl[1,3]thiazolo[4,5-b]pyrazine
    • A853529
    • 87444-41-5
    • 6-Bromo-2-methylthiazolo5,4-bpyrazine
    • Inchi: 1S/C6H4BrN3S/c1-3-9-5-6(11-3)10-4(7)2-8-5/h2H,1H3
    • InChI Key: CYGQNATXHJNJTD-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C2C(=N1)SC(C)=N2

Computed Properties

  • Exact Mass: 228.93100
  • Monoisotopic Mass: 228.93093g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 157
  • 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: 2.3
  • Topological Polar Surface Area: 66.9?2

Experimental Properties

  • Density: 1.838
  • Melting Point: 158 oC
  • Boiling Point: 293 oC
  • Flash Point: 131 oC
  • Refractive Index: 1.717
  • PSA: 66.91000
  • LogP: 2.15720

6-Bromo-2-methylthiazolo5,4-bpyrazine Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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6-Bromo-2-methylthiazolo5,4-bpyrazine Suppliers

Amadis Chemical Company Limited
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(CAS:87444-41-5)6-Bromo-2-methylthiazolo5,4-bpyrazine
Order Number:A853529
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:45
Price ($):531.0

Additional information on 6-Bromo-2-methylthiazolo5,4-bpyrazine

Introduction to 6-Bromo-2-methylthiazolo[5,4-bpyrazine (CAS No: 87444-41-5)

6-Bromo-2-methylthiazolo[5,4-bpyrazine], identified by the Chemical Abstracts Service Number (CAS No) 87444-41-5, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the thiazolo[5,4-bpyrazine] class, a structural motif known for its diverse biological activities and potential applications in drug discovery. The presence of both bromine and methyl substituents in its molecular structure enhances its reactivity, making it a valuable scaffold for further chemical modifications and derivatization.

The significance of 6-Bromo-2-methylthiazolo[5,4-bpyrazine] lies in its versatile applications across multiple domains, including medicinal chemistry, agrochemicals, and material science. Its unique structural framework, combining the thiazole and pyrazine rings, contributes to its ability to interact with various biological targets. This interaction potential has been explored in recent studies, particularly in the development of novel therapeutic agents.

In the realm of pharmaceutical research, 6-Bromo-2-methylthiazolo[5,4-bpyrazine] has been investigated for its potential as an intermediate in the synthesis of bioactive molecules. The bromine atom at the 6-position and the methyl group at the 2-position provide reactive sites that can be selectively modified through various chemical reactions such as Suzuki-Miyaura cross-coupling, nucleophilic substitution, and metal-catalyzed coupling reactions. These modifications allow chemists to tailor the compound's properties for specific applications.

Recent studies have highlighted the compound's role in the development of small-molecule inhibitors targeting various disease pathways. For instance, derivatives of 6-Bromo-2-methylthiazolo[5,4-bpyrazine] have been explored as potential inhibitors of kinases and other enzymes involved in cancer progression. The thiazolo[5,4-bpyrazine] core is known to exhibit inhibitory activity against several kinases by binding to their active sites and disrupting their function. This has led to its incorporation into libraries of compounds screened for anticancer activity.

The compound's structural features also make it a promising candidate for designing molecules with enhanced solubility and bioavailability. By incorporating polar functional groups or optimizing the overall molecular architecture, researchers aim to improve pharmacokinetic properties while maintaining or enhancing biological activity. This approach is particularly important in drug development, where achieving optimal pharmacokinetic profiles is crucial for therapeutic efficacy.

Moreover, 6-Bromo-2-methylthiazolo[5,4-bpyrazine] has found applications beyond pharmaceuticals. In agrochemical research, derivatives of this compound have been investigated for their potential as herbicides or fungicides. The ability of thiazolo[5,4-bpyrazine] derivatives to interact with biological targets in plants makes them attractive candidates for developing novel crop protection agents.

The synthesis of 6-Bromo-2-methylthiazolo[5,4-bpyrazine] involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions between appropriate precursors followed by bromination and methylation steps. Advanced techniques such as flow chemistry have also been employed to improve reaction efficiency and scalability.

In conclusion,6-Bromo-2-methylthiazolo[5,4-bpyrazine (CAS No: 87444-41-5) represents a versatile and valuable compound with broad applications in pharmaceuticals and agrochemicals. Its unique structural features and reactivity make it a preferred scaffold for designing novel bioactive molecules. Ongoing research continues to uncover new possibilities for this compound, reinforcing its importance in modern chemical and biomedical sciences.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:87444-41-5)6-Bromo-2-methylthiazolo5,4-bpyrazine
A853529
Purity:99%
Quantity:1g
Price ($):531.0
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