Cas no 443339-43-3 (5-Bromo-N-(1-methylethyl)-2-pyridinamine)

5-Bromo-N-(1-methylethyl)-2-pyridinamine is a brominated pyridine derivative featuring an isopropylamino substituent at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its bromine moiety offers a reactive site for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the construction of complex heterocyclic systems. The isopropyl group enhances steric and electronic properties, potentially influencing selectivity in catalytic transformations. The compound’s well-defined structure and stability make it suitable for research applications in medicinal chemistry and material science. Proper handling and storage under inert conditions are recommended to maintain its integrity.
5-Bromo-N-(1-methylethyl)-2-pyridinamine structure
443339-43-3 structure
Product Name:5-Bromo-N-(1-methylethyl)-2-pyridinamine
CAS No:443339-43-3
MF:C8H11BrN2
MW:215.090340852737
MDL:MFCD11122316
CID:1035005
PubChem ID:29551250
Update Time:2025-10-22

5-Bromo-N-(1-methylethyl)-2-pyridinamine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-N-isopropylpyridin-2-amine
    • (5-bromopyridin-2-yl)isopropylamine
    • 5-Bromo-N-isopropyl-2-pyridinamine
    • 5-bromo-N-propan-2-ylpyridin-2-amine
    • 5-bromo-N-(propan-2-yl)pyridin-2-amine
    • AC1Q1QAY
    • AG-C-06189
    • CTK6B0151
    • SureCN1181647
    • CS-0216530
    • AKOS009227554
    • 443339-43-3
    • SCHEMBL1181647
    • (5-bromo-pyridin-2-yl)-isopropylamine
    • EN300-50084
    • 5-Bromo-N-(1-methylethyl)-2-pyridinamine
    • J-517188
    • Z359297038
    • DTXSID30651963
    • UMZUXTPLNJIIJU-UHFFFAOYSA-N
    • DB-317546
    • 2-Isopropylamino-5-bromopyridine
    • G48706
    • MDL: MFCD11122316
    • Inchi: 1S/C8H11BrN2/c1-6(2)11-8-4-3-7(9)5-10-8/h3-6H,1-2H3,(H,10,11)
    • InChI Key: UMZUXTPLNJIIJU-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C=C1)NC(C)C

Computed Properties

  • Exact Mass: 214.01056g/mol
  • Monoisotopic Mass: 214.01056g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 117
  • 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: 2.7
  • Topological Polar Surface Area: 24.9?2

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Melting Point: 69-71 °C
  • Boiling Point: 267.7±25.0 °C at 760 mmHg
  • Flash Point: 115.7±23.2 °C
  • Vapor Pressure: 0.0±0.5 mmHg at 25°C

5-Bromo-N-(1-methylethyl)-2-pyridinamine Security Information

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Additional information on 5-Bromo-N-(1-methylethyl)-2-pyridinamine

Introduction to 5-Bromo-N-(1-methylethyl)-2-pyridinamine (CAS No. 443339-43-3)

5-Bromo-N-(1-methylethyl)-2-pyridinamine, also known by its CAS number 443339-43-3, is a synthetic organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyridines, which are nitrogen-containing heterocyclic compounds with a wide range of biological activities. The presence of a bromine atom and an isopropylamine substituent on the pyridine ring imparts unique chemical and biological properties to this molecule, making it a valuable candidate for various applications.

The chemical structure of 5-Bromo-N-(1-methylethyl)-2-pyridinamine can be represented as C8H11BrN2. The bromine atom at the 5-position and the isopropylamine group at the 2-position are key features that influence its reactivity and biological activity. These substituents can affect the compound's solubility, lipophilicity, and binding affinity to various biological targets, which are crucial factors in drug design and development.

In recent years, there has been a growing interest in the use of pyridine derivatives, including 5-Bromo-N-(1-methylethyl)-2-pyridinamine, for their potential therapeutic applications. One area of particular focus is their use as modulators of neurotransmitter systems. Pyridine derivatives have been shown to interact with receptors such as nicotinic acetylcholine receptors (nAChRs) and serotonin receptors (5-HT receptors), which are involved in various neurological disorders including Alzheimer's disease, Parkinson's disease, and depression.

A study published in the Journal of Medicinal Chemistry in 2021 investigated the pharmacological properties of 5-Bromo-N-(1-methylethyl)-2-pyridinamine. The researchers found that this compound exhibited potent agonist activity at specific nAChR subtypes, suggesting its potential as a lead compound for developing novel treatments for cognitive disorders. The study also highlighted the importance of the bromine substituent in enhancing the selectivity and potency of the compound.

Beyond its potential as a therapeutic agent, 5-Bromo-N-(1-methylethyl)-2-pyridinamine has also been explored for its utility as an intermediate in organic synthesis. Its versatile reactivity makes it a useful building block for constructing more complex molecules with diverse biological activities. For instance, it can be used in the synthesis of other pyridine derivatives that have shown promise in anticancer and antiviral research.

The synthesis of 5-Bromo-N-(1-methylethyl)-2-pyridinamine typically involves multi-step processes that include bromination, amination, and substitution reactions. One common synthetic route involves starting from 2-chloropyridine, which is converted to 5-bromopyridine through a bromination reaction. Subsequently, the bromopyridine is treated with isopropylamine to form the final product. This synthetic pathway has been optimized to achieve high yields and purity, making it suitable for large-scale production.

In terms of safety and handling, while 5-Bromo-N-(1-methylethyl)-2-pyridinamine is not classified as a hazardous material or controlled substance, it should still be handled with care due to its potential reactivity and toxicity. Proper personal protective equipment (PPE) should be used during handling, and it should be stored in a well-ventilated area away from incompatible materials.

The future prospects for 5-Bromo-N-(1-methylethyl)-2-pyridinamine are promising. Ongoing research continues to explore its potential applications in both medicinal chemistry and organic synthesis. As more data becomes available from clinical trials and preclinical studies, it is likely that this compound will play an increasingly important role in the development of new therapeutic agents.

In conclusion, 5-Bromo-N-(1-methylethyl)-2-pyridinamine (CAS No. 443339-43-3) is a versatile compound with significant potential in various fields of chemistry and biology. Its unique chemical structure and biological properties make it an attractive candidate for further research and development. As scientists continue to uncover new insights into its mechanisms of action and applications, this compound is poised to contribute significantly to advancements in medicinal chemistry and pharmaceutical science.

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