Cas no 59489-71-3 (5-bromopyrazin-2-amine)

5-Bromopyrazin-2-amine is a brominated pyrazine derivative widely used as a versatile intermediate in pharmaceutical and agrochemical synthesis. Its distinct bromine substitution at the 5-position enhances reactivity, facilitating cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig amination. The amine group at the 2-position offers further functionalization potential, making it valuable for constructing heterocyclic scaffolds. This compound exhibits high purity and stability under standard conditions, ensuring reliable performance in synthetic applications. Its utility in medicinal chemistry is underscored by its role in developing kinase inhibitors and other bioactive molecules. Suitable for research and industrial use, 5-bromopyrazin-2-amine is a key building block for advanced chemical synthesis.
5-bromopyrazin-2-amine structure
5-bromopyrazin-2-amine structure
Product Name:5-bromopyrazin-2-amine
CAS No:59489-71-3
MF:C4H4BrN3
MW:173.998659133911
MDL:MFCD00235015
CID:57437
PubChem ID:24882771
Update Time:2025-10-29

5-bromopyrazin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-bromopyrazine
    • 5-Bromo-2-pyrazinamine
    • 5-bromopyrazin-2-amine
    • 2-Bromo-5-aminopyrazine
    • 2-Ami-5-bromopyrazine
    • 5-BroMo-2-pyrazinaMine, TECH
    • { "\"0\"": "5-Bromo-2-pyrazinamine" }
    • 5-bromo-pyrazin-2-ylamine
    • Pyrazinamine, 5-bromo-
    • 5-bromopyrazin-2-ylamine
    • 5-Bromo-2-aminopyrazine
    • 2-amino-5-bromo-pyrazine
    • 5-Bromo-2-pyrazinamine;2-Amino-5-bromopyrazine
    • 5-Amino-2-bromopyrazine
    • 5-Bromopyrazinamine
    • PubChem8867
    • zlchem 1278
    • 5-bromopyrazine-2-amine
    • 2-amino-5 bromopyrazine
    • 5-Bromo-2-pyrazineamine
    • 2-bromo-5-amino-pyrazine
    • 5-bromopyrazine-2-ylamine
    • 5-bromanyl
    • 59489-71-3
    • AC-1726
    • AC-907/25005447
    • A832340
    • BCP9000091
    • SY002807
    • 5-Bromo-2-pyrazinamine #
    • SCHEMBL40289
    • BDBM626227
    • BP-11361
    • 5-bromopyrazin-2-yl-amine
    • EN300-88705
    • 2-Amino-5-bromopyrazine, 97%
    • FS-2178
    • MFCD00235015
    • HY-59261
    • CS-W009264
    • Q-103315
    • CHEMBL4555899
    • DTXSID00344794
    • A8365
    • BCP23370
    • PB26019
    • 5-bromanylpyrazin-2-amine
    • FT-0611151
    • AM20070372
    • AKOS005068277
    • DB-011347
    • STL451640
    • A1683
    • MDL: MFCD00235015
    • Inchi: 1S/C4H4BrN3/c5-3-1-8-4(6)2-7-3/h1-2H,(H2,6,8)
    • InChI Key: KRRTXVSBTPCDOS-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C=N1)N
    • BRN: 111381

Computed Properties

  • Exact Mass: 172.95900
  • Monoisotopic Mass: 172.95886
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 77.7
  • 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
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 0.7
  • Topological Polar Surface Area: 51.8

Experimental Properties

  • Color/Form: Solid
  • Density: 1.8440
  • Melting Point: 112.0 to 116.0 deg-C
  • Boiling Point: 274.2°C at 760 mmHg
  • Flash Point: 119.7℃
  • Refractive Index: 1.648
  • PSA: 51.80000
  • LogP: 1.40250

5-bromopyrazin-2-amine Security Information

  • Symbol: GHS05 GHS07
  • Prompt:warning
  • Signal Word:Danger
  • Hazard Statement: H302,H315,H317,H318
  • Warning Statement: P280,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-36/38-43
  • Safety Instruction: S26-S37/39-S45-S36/37/39-S22
  • Hazardous Material Identification: Xn
  • Storage Condition:Keep in dark place,Inert atmosphere,2-8°C
  • Risk Phrases:R20/21/22; R36/37/38; R44
  • Safety Term:S22;S26;S36/37/39;S45

5-bromopyrazin-2-amine 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%

5-bromopyrazin-2-amine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A601845-250mg
2-Amino-5-bromopyrazine
59489-71-3
250mg
$ 64.00 2023-09-08
TRC
A601845-1g
2-Amino-5-bromopyrazine
59489-71-3
1g
$ 230.00 2023-09-08
TRC
A601845-2.5g
2-Amino-5-bromopyrazine
59489-71-3
2.5g
$ 540.00 2023-09-08
TRC
A601845-25g
2-Amino-5-bromopyrazine
59489-71-3
25g
$ 880.00 2022-06-08
TRC
A601845-50g
2-Amino-5-bromopyrazine
59489-71-3
50g
$ 1768.00 2023-04-19
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A1683-1g
5-bromopyrazin-2-amine
59489-71-3 98.0%(GC&T)
1g
¥90.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A1683-5g
5-bromopyrazin-2-amine
59489-71-3 98.0%(GC&T)
5g
¥295.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A009A-5g
5-bromopyrazin-2-amine
59489-71-3 98%
5g
¥47.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A009A-1g
5-bromopyrazin-2-amine
59489-71-3 98%
1g
¥32.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A009A-25g
5-bromopyrazin-2-amine
59489-71-3 98%
25g
¥180.0 2022-05-30

5-bromopyrazin-2-amine Production Method

5-bromopyrazin-2-amine Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:59489-71-3)2-氨基-5-溴吡嗪
Order Number:LE1883487
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:37
Price ($):discuss personally

Additional information on 5-bromopyrazin-2-amine

Recent Advances in the Application of 5-Bromopyrazin-2-amine (CAS: 59489-71-3) in Chemical Biology and Pharmaceutical Research

5-Bromopyrazin-2-amine (CAS: 59489-71-3) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by a pyrazine ring substituted with a bromine atom and an amine group, serves as a key intermediate in the synthesis of various bioactive molecules. Recent studies have highlighted its potential in drug discovery, particularly in the development of kinase inhibitors, antimicrobial agents, and anticancer therapeutics. This research brief aims to provide an overview of the latest advancements related to 5-bromopyrazin-2-amine, focusing on its synthesis, biological activities, and therapeutic applications.

One of the most notable developments in the use of 5-bromopyrazin-2-amine is its role as a building block for the synthesis of kinase inhibitors. Kinases are critical regulators of cellular signaling pathways, and their dysregulation is often associated with diseases such as cancer and inflammatory disorders. Researchers have recently reported the successful incorporation of 5-bromopyrazin-2-amine into novel kinase inhibitors, demonstrating its ability to enhance binding affinity and selectivity. For instance, a 2023 study published in the Journal of Medicinal Chemistry described the design of a series of pyrazine-based inhibitors targeting the epidermal growth factor receptor (EGFR), where 5-bromopyrazin-2-amine was utilized to optimize the pharmacokinetic properties of the compounds.

In addition to its applications in kinase inhibitor development, 5-bromopyrazin-2-amine has also shown promise in antimicrobial research. A recent study published in Bioorganic & Medicinal Chemistry Letters explored the synthesis of pyrazine derivatives incorporating 5-bromopyrazin-2-amine and evaluated their activity against drug-resistant bacterial strains. The results revealed that certain derivatives exhibited potent antibacterial effects, particularly against methicillin-resistant Staphylococcus aureus (MRSA). These findings underscore the potential of 5-bromopyrazin-2-amine as a scaffold for developing new antimicrobial agents to address the growing threat of antibiotic resistance.

Another area of interest is the anticancer potential of 5-bromopyrazin-2-amine derivatives. Recent preclinical studies have demonstrated that these compounds can induce apoptosis and inhibit tumor growth in various cancer cell lines. For example, a 2022 study in the European Journal of Medicinal Chemistry reported the synthesis of a novel series of 5-bromopyrazin-2-amine derivatives and their evaluation against breast cancer cells. The lead compound in this series exhibited significant cytotoxicity against MCF-7 cells, with a mechanism of action involving the inhibition of tubulin polymerization. These findings highlight the potential of 5-bromopyrazin-2-amine as a starting point for the development of new anticancer drugs.

The synthesis of 5-bromopyrazin-2-amine has also seen advancements in recent years. Traditional methods often involve multi-step reactions with low yields, but newer approaches have focused on improving efficiency and scalability. A 2023 publication in Organic Process Research & Development described a streamlined synthetic route for 5-bromopyrazin-2-amine using a one-pot reaction strategy, which significantly reduced production costs and environmental impact. This development is particularly relevant for industrial-scale applications, where cost-effective and sustainable synthesis methods are highly desirable.

In conclusion, 5-bromopyrazin-2-amine (CAS: 59489-71-3) continues to be a valuable compound in chemical biology and pharmaceutical research. Its versatility as a building block for kinase inhibitors, antimicrobial agents, and anticancer therapeutics underscores its importance in drug discovery. Recent advancements in synthesis methods further enhance its potential for large-scale applications. Future research should focus on exploring additional therapeutic targets and optimizing the pharmacokinetic properties of 5-bromopyrazin-2-amine derivatives to maximize their clinical potential. As the field progresses, this compound is likely to remain a key player in the development of novel bioactive molecules.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:59489-71-3)2-氨基-5-溴吡嗪
LE1883487
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email