Cas no 1000339-23-0 (2-Amino-5-bromoisonicotinic acid)

2-Amino-5-bromoisonicotinic acid is a brominated derivative of isonicotinic acid, featuring an amino group at the 2-position and a bromine substituent at the 5-position of the pyridine ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and heterocyclic compounds. Its distinct substitution pattern enables selective functionalization, making it valuable for constructing complex molecular architectures. The presence of both amino and carboxylic acid functional groups allows for further derivatization, enhancing its utility in medicinal chemistry and material science. The bromine atom also facilitates cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, expanding its applications in targeted synthesis.
2-Amino-5-bromoisonicotinic acid structure
1000339-23-0 structure
Product Name:2-Amino-5-bromoisonicotinic acid
CAS No:1000339-23-0
MF:C6H5BrN2O2
MW:217.020100355148
MDL:MFCD09878357
CID:857138
PubChem ID:45073556
Update Time:2025-11-02

2-Amino-5-bromoisonicotinic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-bromoisonicotinic acid
    • 2-Amino-5-bromo-4-pyridinecarboxylic acid
    • 2-aMino-5-broMopyridin-4-carboxylic acid
    • 2-Amino-5-bromopyridine-4-carboxylic acid
    • 5-Bromo-2-aminoisonicotinic acid
    • 4-Pyridinecarboxylic acid,2-amino-5-bromo-
    • MDL: MFCD09878357
    • Inchi: 1S/C6H5BrN2O2/c7-4-2-9-5(8)1-3(4)6(10)11/h1-2H,(H2,8,9)(H,10,11)
    • InChI Key: JJJKKHUIIDAXKW-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C=C1C(=O)O)N

Computed Properties

  • Exact Mass: 215.95300
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1

Experimental Properties

  • Density: 1.909
  • Boiling Point: 464.1±45.0℃ at 760 mmHg
  • Flash Point: 234.5℃
  • PSA: 76.21000
  • LogP: 1.70570

2-Amino-5-bromoisonicotinic acid Security Information

2-Amino-5-bromoisonicotinic 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-bromoisonicotinic acid Production Method

2-Amino-5-bromoisonicotinic acid Related Literature

Additional information on 2-Amino-5-bromoisonicotinic acid

Comprehensive Guide to 2-Amino-5-bromoisonicotinic acid (CAS No. 1000339-23-0): Properties, Applications, and Market Insights

2-Amino-5-bromoisonicotinic acid (CAS No. 1000339-23-0) is a specialized brominated isonicotinic acid derivative with significant relevance in pharmaceutical and agrochemical research. This compound, characterized by its amino and bromo functional groups, serves as a versatile building block in organic synthesis. Its molecular formula, C6H5BrN2O2, and unique structural features make it valuable for designing novel bioactive molecules.

The growing interest in heterocyclic compounds like 2-Amino-5-bromoisonicotinic acid stems from their applications in drug discovery, particularly in developing kinase inhibitors and antimicrobial agents. Researchers frequently search for "brominated pyridine derivatives" or "isonicotinic acid analogs" when exploring structure-activity relationships in medicinal chemistry. The compound's electron-withdrawing bromo group enhances its reactivity in cross-coupling reactions, making it crucial for Suzuki-Miyaura and Buchwald-Hartwig transformations.

In the context of green chemistry trends, 2-Amino-5-bromoisonicotinic acid has gained attention as a potential intermediate for environmentally friendly synthetic routes. Its stability under various conditions makes it suitable for flow chemistry applications, addressing the pharmaceutical industry's demand for sustainable synthesis methods. Analytical techniques like HPLC-MS and 1H/13C NMR are commonly employed to characterize this compound, with typical purity standards exceeding 97% for research applications.

The global market for 2-Amino-5-bromoisonicotinic acid reflects increasing demand from contract research organizations (CROs) and academic laboratories. Price trends for this high-value chemical intermediate remain stable, with bulk quantities (100g+) typically available from specialty chemical suppliers. Storage recommendations include protection from light at 2-8°C under inert atmosphere to maintain stability. Proper handling requires standard laboratory precautions, though it doesn't fall under hazardous material classifications.

Recent patent analyses reveal growing applications of 2-Amino-5-bromoisonicotinic acid in developing novel anticancer agents and antiviral compounds, particularly in structure-based drug design against emerging viral targets. The compound's metal-chelating properties also make it valuable for catalytic system development. Suppliers often highlight its role in fragment-based drug discovery when marketing this specialty chemical to pharmaceutical researchers.

From a regulatory perspective, 2-Amino-5-bromoisonicotinic acid doesn't require special permits for international shipping, facilitating global research collaboration. However, researchers should verify local regulations as policies may vary by region. The compound's low hygroscopic nature and good solubility in polar aprotic solvents (DMSO, DMF) contribute to its popularity in high-throughput screening applications.

Emerging applications in material science have expanded the utility of 2-Amino-5-bromoisonicotinic acid beyond life sciences. Its incorporation into coordination polymers and organic semiconductors demonstrates the compound's versatility. These developments align with current research trends in organic electronics and molecular devices, making it a compound of interest across multiple scientific disciplines.

Quality control protocols for 2-Amino-5-bromoisonicotinic acid typically include residual solvent analysis, heavy metal testing, and chiral purity verification when applicable. The compound's stability profile allows for long-term storage when properly packaged, with recommended expiration periods of 24-36 months from production date. These characteristics make it a reliable reagent for multi-year research projects requiring consistent quality.

Future research directions for 2-Amino-5-bromoisonicotinic acid derivatives may focus on their potential in bioconjugation chemistry and proteolysis-targeting chimera (PROTAC) development. The compound's structural features position it well for these cutting-edge applications in chemical biology and targeted protein degradation therapeutics. These emerging fields represent significant growth areas in the pharmaceutical industry.

For researchers sourcing 2-Amino-5-bromoisonicotinic acid, key considerations include supplier reliability, batch-to-batch consistency, and available analytical documentation. Many manufacturers now provide comprehensive characterization data, including LC-MS spectra and elemental analysis results, to support quality assurance. The compound's relatively stable market position ensures consistent availability for research programs requiring this important chemical building block.

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