Cas no 1060812-92-1 (4-Bromo-2-(4-methylpiperazino)pyridine)

4-Bromo-2-(4-methylpiperazino)pyridine is a heterocyclic compound featuring a pyridine core substituted with a bromo group at the 4-position and a 4-methylpiperazino moiety at the 2-position. This structure imparts versatility as an intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. The bromo group offers a reactive site for further functionalization via cross-coupling reactions, while the methylpiperazine substituent enhances solubility and modulates electronic properties. Its well-defined reactivity profile makes it valuable for constructing complex scaffolds in medicinal chemistry. The compound is typically handled under inert conditions due to its sensitivity to moisture and air.
4-Bromo-2-(4-methylpiperazino)pyridine structure
1060812-92-1 structure
Product Name:4-Bromo-2-(4-methylpiperazino)pyridine
CAS No:1060812-92-1
MF:C10H14BrN3
MW:256.14226102829
MDL:MFCD11869629
CID:856372
PubChem ID:45787917
Update Time:2025-06-28

4-Bromo-2-(4-methylpiperazino)pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-BROMO-2-(4-METHYLPIPERAZINO)PYRIDINE
    • 1-(4-Bromopyridin-2-yl)-4-methylpiperazine
    • 4-Bromo-2-(N-methylpiperazin-1-yl)pyridine
    • F80317
    • SCHEMBL15509065
    • DB-367384
    • DTXSID80671712
    • MFCD11869629
    • AKOS015835336
    • CS-0212323
    • 1060812-92-1
    • AB64934
    • PCVKEOQZVDCNGO-UHFFFAOYSA-N
    • TS-03457
    • 4-Bromo-2-(4-methylpiperazino)pyridine
    • MDL: MFCD11869629
    • Inchi: 1S/C10H14BrN3/c1-13-4-6-14(7-5-13)10-8-9(11)2-3-12-10/h2-3,8H,4-7H2,1H3
    • InChI Key: PCVKEOQZVDCNGO-UHFFFAOYSA-N
    • SMILES: BrC1C=CN=C(C=1)N1CCN(C)CC1

Computed Properties

  • Exact Mass: 255.03700
  • Monoisotopic Mass: 255.03711g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 180
  • 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: 1.8
  • Topological Polar Surface Area: 19.4?2

Experimental Properties

  • Density: 1.406±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Soluble (150 g/l) (25 o C),
  • PSA: 19.37000
  • LogP: 1.59880

4-Bromo-2-(4-methylpiperazino)pyridine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 4-Bromo-2-(4-methylpiperazino)pyridine

Chemical Profile of 4-Bromo-2-(4-methylpiperazino)pyridine (CAS No. 1060812-92-1)

4-Bromo-2-(4-methylpiperazino)pyridine, identified by its Chemical Abstracts Service (CAS) number 1060812-92-1, is a significant intermediate in the field of pharmaceutical chemistry. This compound belongs to the class of pyridine derivatives, characterized by its brominated aromatic ring and piperazine moiety. The structural features of this molecule make it a valuable building block for synthesizing more complex pharmacologically active agents.

The bromine substituent at the 4-position of the pyridine ring and the 4-methylpiperazine side chain contribute to the compound's reactivity and versatility in medicinal chemistry. These functional groups are particularly useful in facilitating further chemical transformations, such as nucleophilic aromatic substitution or Suzuki-Miyaura cross-coupling reactions, which are commonly employed in drug development.

In recent years, 4-Bromo-2-(4-methylpiperazino)pyridine has garnered attention in the synthesis of novel therapeutic agents. Its structural motif is reminiscent of several known bioactive compounds, suggesting potential applications in the development of drugs targeting neurological disorders, infectious diseases, and cancer. The piperazine ring, known for its ability to interact with biological targets such as receptors and enzymes, enhances the compound's pharmacological profile.

One of the most compelling aspects of this compound is its role in the synthesis of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and dysregulation of these pathways is implicated in various diseases, particularly cancer. Researchers have leveraged the reactivity of 4-Bromo-2-(4-methylpiperazino)pyridine to develop inhibitors that target specific kinases by incorporating this scaffold into more elaborate molecular structures.

Recent studies have highlighted the compound's utility in generating small-molecule probes for biochemical assays. These probes are essential tools for understanding the mechanisms of drug action at the molecular level. By using 4-Bromo-2-(4-methylpiperazino)pyridine as a starting material, scientists have been able to develop highly selective inhibitors that modulate kinase activity with high precision.

The methyl group on the piperazine ring is another key feature that influences the compound's behavior. This substituent can affect solubility, metabolic stability, and binding affinity to biological targets. The presence of a methyl group often enhances lipophilicity, which can be advantageous for drug delivery systems that require membrane penetration.

Another area where 4-Bromo-2-(4-methylpiperazino)pyridine has shown promise is in the development of antiviral agents. The bromine atom provides a handle for further functionalization, allowing researchers to attach groups that can interfere with viral replication cycles. For instance, derivatives of this compound have been explored as inhibitors of viral proteases and polymerases.

The synthesis of 4-Bromo-2-(4-methylpiperazino)pyridine itself is an interesting process that highlights modern synthetic methodologies. Traditional approaches often involve multi-step sequences involving halogenation and amination reactions. However, recent advances in catalytic coupling reactions have enabled more efficient synthetic routes, reducing both reaction times and waste generation.

In conclusion, 4-Bromo-2-(4-methylpiperazino)pyridine (CAS No. 1060812-92-1) is a versatile intermediate with broad applications in pharmaceutical research and drug development. Its unique structural features make it an invaluable tool for synthesizing novel bioactive compounds targeting various therapeutic areas. As research continues to uncover new applications for this compound, its importance in medicinal chemistry is likely to grow further.

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