Cas no 52833-94-0 (2-amino-5-bromo-pyridine-3-carboxylic acid)

2-Amino-5-bromo-pyridine-3-carboxylic acid is a versatile heterocyclic compound featuring both amino and carboxylic acid functional groups on a brominated pyridine scaffold. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for constructing complex molecules with potential biological activity. The presence of multiple reactive sites (bromo, amino, and carboxyl groups) enables diverse derivatization pathways, facilitating its use in cross-coupling reactions, amide formations, and heterocycle elaborations. Its bromine substituent enhances reactivity in metal-catalyzed transformations, while the carboxylic acid moiety allows for further functionalization or salt formation. The compound's high purity and well-defined structure ensure reproducibility in research applications, making it particularly useful in medicinal chemistry for drug discovery and development.
2-amino-5-bromo-pyridine-3-carboxylic acid structure
52833-94-0 structure
Product Name:2-amino-5-bromo-pyridine-3-carboxylic acid
CAS No:52833-94-0
MF:C6H5BrN2O2
MW:217.020100355148
MDL:MFCD01860227
CID:56323
PubChem ID:737445
Update Time:2025-07-02

2-amino-5-bromo-pyridine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-bromonicotinic acid
    • 2-Amino-5-bromo-3-pyridinecarboxylic acid
    • 2-Amino-5-bromo-nicotinic acid
    • 2-AMINO-5-BROMOPYRIDINE-3-CARBOXYLIC ACID
    • 1-AMino-5-broMonicotinic acid
    • 2-Amino-5-bromonicotinic ...
    • 2-Amino-5-bromonicotonic acid
    • 5-bromo-2-amino-nicotinic acid
    • 2-amino-5-bromo-pyridine-3-carboxylic acid
    • 3-Pyridinecarboxylic acid, 2-amino-5-bromo
    • MFCD01860227
    • Z905189356
    • 2-Amino-5-bromo nicotinic acid
    • 2-amino-5-bromonicotinic acid, AldrichCPR
    • 2-amino-5-bromonicotinicacid
    • 11W-0705
    • AJ-333/25022118
    • SY002955
    • 2-amino-5-bromo-3-carboxypyridine
    • AC-2801
    • AKOS005064141
    • A7712
    • CS-W002834
    • FT-0600890
    • 3-Pyridinecarboxylic acid, 2-amino-5-bromo-
    • 2-amino-5-bromo-3-pyridine carboxylic acid
    • 5-bromo-2-aminonicotinic acid
    • 2-amino5-bromonicotinic acid
    • 5-Bromo-2-Amino Nicotinic Acid
    • SB10157
    • EN300-113866
    • J-507917
    • IEPDTLRHISNBLB-UHFFFAOYSA-N
    • SCHEMBL836163
    • 528333-94-0
    • AM20061284
    • CX1229
    • PB12952
    • 52833-94-0
    • DTXSID60353241
    • BBL100945
    • DB-005947
    • STL554739
    • MDL: MFCD01860227
    • Inchi: 1S/C6H5BrN2O2/c7-3-1-4(6(10)11)5(8)9-2-3/h1-2H,(H2,8,9)(H,10,11)
    • InChI Key: IEPDTLRHISNBLB-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(C(=O)O)=C1)N

Computed Properties

  • Exact Mass: 215.95300
  • Monoisotopic Mass: 215.95344
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 165
  • 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: 4
  • XLogP3: 1.3
  • Topological Polar Surface Area: 76.2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.909
  • Melting Point: 256-259°C
  • Boiling Point: 350.4℃ at 760 mmHg
  • Flash Point: 165.7℃
  • Refractive Index: 1.5150 (estimate)
  • PSA: 76.21000
  • LogP: 1.70570
  • Solubility: Not available

2-amino-5-bromo-pyridine-3-carboxylic acid Security Information

2-amino-5-bromo-pyridine-3-carboxylic acid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2-amino-5-bromo-pyridine-3-carboxylic acid Production Method

2-amino-5-bromo-pyridine-3-carboxylic acid Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:52833-94-0)2-Amino-5-bromonicotinic acid
Order Number:sfd619
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:32
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:52833-94-0)5-溴-2-氨基煙酸
Order Number:LE2466840
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:38
Price ($):discuss personally

Additional information on 2-amino-5-bromo-pyridine-3-carboxylic acid

Recent Advances in the Application of 2-Amino-5-Bromo-Pyridine-3-Carboxylic Acid (CAS: 52833-94-0) in Chemical Biology and Pharmaceutical Research

2-Amino-5-bromo-pyridine-3-carboxylic acid (CAS: 52833-94-0) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a crucial building block for the synthesis of various pharmacologically active molecules, particularly in the development of kinase inhibitors, antimicrobial agents, and anti-inflammatory drugs. Recent studies have highlighted its potential in addressing unmet medical needs, making it a focal point of contemporary research in the chemical biology and pharmaceutical sectors.

The structural uniqueness of 2-amino-5-bromo-pyridine-3-carboxylic acid lies in its pyridine core, which is substituted with an amino group at the 2-position, a bromine atom at the 5-position, and a carboxylic acid moiety at the 3-position. This arrangement allows for diverse chemical modifications, enabling the creation of novel derivatives with enhanced biological activity and selectivity. Researchers have exploited this scaffold to design compounds targeting specific enzymes and receptors, thereby opening new avenues for therapeutic intervention.

One of the most notable applications of 2-amino-5-bromo-pyridine-3-carboxylic acid is in the development of kinase inhibitors. Kinases play a pivotal role in cellular signaling pathways, and their dysregulation is implicated in various diseases, including cancer and autoimmune disorders. Recent studies have demonstrated that derivatives of this compound exhibit potent inhibitory activity against several kinases, such as JAK2 and EGFR, which are critical targets in oncology. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported the synthesis of a series of 2-amino-5-bromo-pyridine-3-carboxylic acid derivatives that showed nanomolar potency against JAK2, with promising selectivity profiles.

In addition to its role in kinase inhibition, 2-amino-5-bromo-pyridine-3-carboxylic acid has been explored for its antimicrobial properties. The bromine substituent enhances the compound's ability to interact with bacterial enzymes, making it a valuable scaffold for designing new antibiotics. A recent study in Bioorganic & Medicinal Chemistry Letters highlighted the synthesis of novel analogs that exhibited broad-spectrum activity against drug-resistant strains of Staphylococcus aureus and Escherichia coli. These findings underscore the potential of this compound in addressing the growing threat of antimicrobial resistance.

Another emerging area of research involves the use of 2-amino-5-bromo-pyridine-3-carboxylic acid in the development of anti-inflammatory agents. The compound's ability to modulate inflammatory pathways has been investigated in preclinical models of chronic inflammatory diseases. A 2022 study in the European Journal of Medicinal Chemistry demonstrated that certain derivatives of this compound significantly reduced the production of pro-inflammatory cytokines, such as TNF-α and IL-6, in vitro and in vivo. These results suggest that 2-amino-5-bromo-pyridine-3-carboxylic acid could serve as a promising lead for the development of next-generation anti-inflammatory drugs.

The synthetic versatility of 2-amino-5-bromo-pyridine-3-carboxylic acid has also been leveraged in the design of fluorescent probes and imaging agents. Researchers have functionalized this scaffold with fluorophores to create tools for studying biological processes at the molecular level. For example, a recent publication in Chemical Communications described the development of a 2-amino-5-bromo-pyridine-3-carboxylic acid-based probe for the selective detection of reactive oxygen species (ROS) in live cells. This innovation has significant implications for understanding oxidative stress-related diseases and evaluating the efficacy of antioxidant therapies.

Despite these advancements, challenges remain in the optimization of 2-amino-5-bromo-pyridine-3-carboxylic acid derivatives for clinical use. Issues such as pharmacokinetic properties, toxicity, and scalability of synthesis need to be addressed to translate these findings into viable therapeutics. Ongoing research is focused on improving the drug-like characteristics of these compounds through structural modifications and formulation strategies. Collaborative efforts between academia and industry are expected to accelerate the development of 2-amino-5-bromo-pyridine-3-carboxylic acid-based drugs in the coming years.

In conclusion, 2-amino-5-bromo-pyridine-3-carboxylic acid (CAS: 52833-94-0) represents a highly versatile scaffold with broad applications in chemical biology and pharmaceutical research. Its utility in kinase inhibition, antimicrobial activity, anti-inflammatory effects, and molecular imaging underscores its importance as a key building block in drug discovery. As research continues to uncover new possibilities for this compound, it is poised to make significant contributions to the development of innovative therapies for a range of diseases. Future studies should focus on overcoming existing limitations and exploring novel applications to fully realize the potential of this promising molecule.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:52833-94-0)2-Amino-5-bromonicotinic acid
sfd619
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:52833-94-0)5-溴-2-氨基煙酸
LE2466840
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email