Cas no 221297-82-1 (3-Bromo-4-chloropyridin-2-amine)

3-Bromo-4-chloropyridin-2-amine is a halogenated pyridine derivative with significant utility in pharmaceutical and agrochemical synthesis. Its distinct substitution pattern, featuring bromine and chlorine atoms at the 3- and 4-positions alongside an amine group at the 2-position, makes it a versatile intermediate for constructing complex heterocyclic frameworks. The compound’s reactivity allows for selective functionalization, enabling applications in cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed transformations. Its high purity and stability under standard conditions ensure reliable performance in research and industrial settings. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules due to its ability to serve as a scaffold for further derivatization.
3-Bromo-4-chloropyridin-2-amine structure
221297-82-1 structure
Product Name:3-Bromo-4-chloropyridin-2-amine
CAS No:221297-82-1
MF:C5H4BrClN2
MW:207.455658912659
MDL:MFCD15143381
CID:1026507
PubChem ID:53439610
Update Time:2025-06-13

3-Bromo-4-chloropyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-4-chloropyridin-2-amine
    • 2-Amino-3-bromo-4-chloropyridine
    • 3-bromo-4-chloro-2-Pyridinamine
    • 1220AB
    • FCH1388312
    • AX8216456
    • ST24041864
    • SY114349
    • 3-Bromo-4-chloro-pyridin-2-amine
    • 221297-82-1
    • AS-50114
    • ZB0660
    • DTXSID40702031
    • A878692
    • AKOS016004801
    • O10960
    • EN300-2932305
    • SB78064
    • MFCD15143381
    • SCHEMBL16344885
    • CS-0097757
    • MDL: MFCD15143381
    • Inchi: 1S/C5H4BrClN2/c6-4-3(7)1-2-9-5(4)8/h1-2H,(H2,8,9)
    • InChI Key: CNOIGNSHTUNNGC-UHFFFAOYSA-N
    • SMILES: BrC1=C(C=CN=C1N)Cl

Computed Properties

  • Exact Mass: 205.92500
  • Monoisotopic Mass: 205.92464g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 101
  • 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
  • Topological Polar Surface Area: 38.9
  • XLogP3: 1.8

Experimental Properties

  • PSA: 39.64000
  • LogP: 2.00980

3-Bromo-4-chloropyridin-2-amine 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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Additional information on 3-Bromo-4-chloropyridin-2-amine

3-Bromo-4-chloropyridin-2-amine (CAS No. 221297-82-1): A Comprehensive Overview

3-Bromo-4-chloropyridin-2-amine (CAS No. 221297-82-1) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique bromine, chlorine, and amine functionalities, has garnered considerable attention due to its potential in the development of novel therapeutic agents.

The chemical structure of 3-Bromo-4-chloropyridin-2-amine consists of a pyridine ring substituted with a bromine atom at the 3-position, a chlorine atom at the 4-position, and an amino group at the 2-position. This arrangement of substituents imparts distinct chemical properties that make it an attractive starting material for various synthetic transformations.

In recent years, 3-Bromo-4-chloropyridin-2-amine has been extensively studied for its role in the synthesis of bioactive molecules. One notable application is in the development of inhibitors for specific enzymes and receptors. For instance, researchers have utilized this compound as a key intermediate in the synthesis of selective serotonin reuptake inhibitors (SSRIs), which are widely used in the treatment of depression and anxiety disorders.

A study published in the Journal of Medicinal Chemistry highlighted the use of 3-Bromo-4-chloropyridin-2-amine in the synthesis of novel compounds with potent anti-inflammatory properties. The researchers demonstrated that derivatives of this compound exhibited significant inhibition of cyclooxygenase (COX) enzymes, which are key targets in the treatment of inflammatory conditions such as arthritis.

Beyond its pharmaceutical applications, 3-Bromo-4-chloropyridin-2-amine has also shown promise in agrochemical research. Its unique chemical structure makes it suitable for the development of herbicides and fungicides. A recent study in Pesticide Biochemistry and Physiology reported that compounds derived from 3-Bromo-4-chloropyridin-2-amine exhibited high efficacy against various plant pathogens, making them potential candidates for commercial agrochemical products.

The synthetic versatility of 3-Bromo-4-chloropyridin-2-amine is further exemplified by its use in the preparation of fluorescent probes. These probes are crucial for studying biological processes at the molecular level. A study published in Chemical Communications described a method for synthesizing fluorescent dyes from 3-Bromo-4-chloropyridin-2-amine, which were used to visualize cellular processes with high resolution.

In addition to its synthetic applications, 3-Bromo-4-chloropyridin-2-amine has been investigated for its potential as a building block in polymer chemistry. Researchers have explored its use in the synthesis of functional polymers with tailored properties, such as conductivity and biocompatibility. These polymers have potential applications in electronic devices and biomedical materials.

The safety profile of 3-Bromo-4-chloropyridin-2-amine is an important consideration for its practical use. Studies have shown that it is stable under standard laboratory conditions and can be handled with appropriate safety measures. However, as with any chemical compound, proper handling and storage protocols should be followed to ensure safety and efficacy.

In conclusion, 3-Bromo-4-chloropyridin-2-amine (CAS No. 221297-82-1) is a multifaceted compound with a wide range of applications in medicinal chemistry, pharmaceutical research, agrochemicals, and materials science. Its unique chemical structure and synthetic versatility make it an invaluable tool for researchers aiming to develop novel compounds with therapeutic, agricultural, and technological significance.

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