Cas no 1805561-19-6 (2-Amino-5-bromomethyl-4-chloropyridine)

2-Amino-5-bromomethyl-4-chloropyridine is a versatile heterocyclic compound featuring both amino and bromomethyl functional groups, making it a valuable intermediate in organic synthesis and pharmaceutical applications. The presence of the bromomethyl moiety allows for further functionalization through nucleophilic substitution, while the amino group provides a reactive site for derivatization. The chloro substituent enhances its stability and influences electronic properties, making it useful in the development of bioactive molecules. This compound is particularly relevant in the synthesis of agrochemicals, pharmaceuticals, and specialty chemicals, where precise structural modifications are required. Its well-defined reactivity profile ensures consistent performance in complex synthetic pathways.
2-Amino-5-bromomethyl-4-chloropyridine structure
1805561-19-6 structure
Product Name:2-Amino-5-bromomethyl-4-chloropyridine
CAS No:1805561-19-6
MF:C6H6BrClN2
MW:221.482239246368
CID:4898795
Update Time:2025-05-19

2-Amino-5-bromomethyl-4-chloropyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-bromomethyl-4-chloropyridine
    • Inchi: 1S/C6H6BrClN2/c7-2-4-3-10-6(9)1-5(4)8/h1,3H,2H2,(H2,9,10)
    • InChI Key: DMHSWHDYKIDDEG-UHFFFAOYSA-N
    • SMILES: BrCC1C=NC(=CC=1Cl)N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 112
  • XLogP3: 1.7
  • Topological Polar Surface Area: 38.9

2-Amino-5-bromomethyl-4-chloropyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029016283-250mg
2-Amino-5-bromomethyl-4-chloropyridine
1805561-19-6 95%
250mg
$999.60 2022-04-01
Alichem
A029016283-1g
2-Amino-5-bromomethyl-4-chloropyridine
1805561-19-6 95%
1g
$2,895.00 2022-04-01

Additional information on 2-Amino-5-bromomethyl-4-chloropyridine

Introduction to 2-Amino-5-bromomethyl-4-chloropyridine (CAS No. 1805561-19-6)

2-Amino-5-bromomethyl-4-chloropyridine is a versatile heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. With the CAS number 1805561-19-6, this compound serves as a crucial intermediate in the synthesis of various biologically active molecules. Its unique structural features, including an amino group, a bromomethyl substituent, and a chloropyridine core, make it a valuable building block for drug discovery and development.

The< strong> bromomethyl moiety in 2-Amino-5-bromomethyl-4-chloropyridine is particularly noteworthy, as it allows for further functionalization through nucleophilic substitution reactions. This property has been exploited in numerous synthetic pathways to create more complex molecules with potential therapeutic applications. The< strong> chloropyridine ring, on the other hand, provides a stable aromatic framework that can be modified to introduce additional pharmacophores, enhancing the compound's biological activity.

In recent years, 2-Amino-5-bromomethyl-4-chloropyridine has been extensively studied for its role in developing novel pharmaceutical agents. Researchers have leveraged its structural flexibility to design molecules targeting various diseases, including cancer, infectious diseases, and neurological disorders. The< strong> amino group present in the compound can form hydrogen bonds with biological targets, improving binding affinity and efficacy.

One of the most compelling aspects of 2-Amino-5-bromomethyl-4-chloropyridine is its utility in constructing kinase inhibitors. Kinases are enzymes that play a critical role in cell signaling pathways, and their dysregulation is often associated with several diseases. By incorporating this compound into drug candidates, scientists have been able to develop potent inhibitors that selectively target specific kinases. For instance, derivatives of 2-Amino-5-bromomethyl-4-chloropyridine have shown promise in preclinical studies as inhibitors of tyrosine kinases, which are implicated in cancer progression.

The< strong> bromomethyl substituent also facilitates the introduction of other functional groups through cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings. These reactions allow for the attachment of aryl or heteroaryl groups, expanding the chemical space available for drug design. Such modifications have led to the discovery of novel compounds with improved pharmacokinetic properties and reduced toxicity.

Recent advancements in computational chemistry have further enhanced the utility of 2-Amino-5-bromomethyl-4-chloropyridine. Molecular modeling studies have helped researchers predict the binding modes of this compound with biological targets, enabling rational drug design. Additionally, virtual screening techniques have been employed to identify potential derivatives with enhanced activity and selectivity. These computational approaches have significantly accelerated the drug discovery process.

The< strong> chloropyridine core of 2-Amino-5-bromomethyl-4-chloropyridine has also been explored for its antimicrobial properties. Researchers have synthesized various derivatives and evaluated their efficacy against bacteria, fungi, and viruses. Some of these derivatives have demonstrated promising results in preliminary studies, indicating their potential as antimicrobial agents. The combination of an amino group and a halogenated pyridine ring appears to contribute to their antimicrobial activity by disrupting essential cellular processes.

In conclusion, 2-Amino-5-bromomethyl-4-chloropyridine (CAS No. 1805561-19-6) is a multifaceted compound with significant potential in pharmaceutical research. Its unique structural features enable diverse synthetic transformations, making it a valuable intermediate for developing novel therapeutic agents. The ongoing research in this area continues to uncover new applications and highlights the importance of this compound in modern drug discovery.

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