Cas no 1159820-98-0 (6-(Piperazin-1-yl)pyrimidin-4-amine)

6-(Piperazin-1-yl)pyrimidin-4-amine is a heterocyclic compound featuring a pyrimidine core substituted with a piperazinyl group and an amine functionality. This structure imparts versatility in pharmaceutical and agrochemical applications, serving as a key intermediate in the synthesis of biologically active molecules. Its piperazine moiety enhances solubility and binding affinity, while the pyrimidine scaffold offers a stable framework for further functionalization. The compound is particularly valuable in medicinal chemistry for designing kinase inhibitors, receptor modulators, and other therapeutic agents. High purity and well-defined reactivity make it a reliable building block for research and industrial-scale synthesis. Proper handling and storage under inert conditions are recommended to maintain stability.
6-(Piperazin-1-yl)pyrimidin-4-amine structure
1159820-98-0 structure
Product Name:6-(Piperazin-1-yl)pyrimidin-4-amine
CAS No:1159820-98-0
MF:C8H13N5
MW:179.222320318222
MDL:MFCD12033531
CID:1026022
PubChem ID:45788820
Update Time:2025-08-04

6-(Piperazin-1-yl)pyrimidin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 6-(Piperazin-1-yl)pyrimidin-4-amine
    • 6-piperazin-1-ylpyrimidin-4-amine
    • AK-76276
    • ANW-68648
    • CTK8C2591
    • KB-247252
    • MolPort-021-796-845
    • 4-Pyrimidinamine, 6-(1-piperazinyl)-
    • SCHEMBL17623178
    • DA-15175
    • CS-0271894
    • 1159820-98-0
    • EN300-24802179
    • AKOS015944916
    • DTXSID80671777
    • MDL: MFCD12033531
    • Inchi: 1S/C8H13N5/c9-7-5-8(12-6-11-7)13-3-1-10-2-4-13/h5-6,10H,1-4H2,(H2,9,11,12)
    • InChI Key: DQBVQFUYRYISFB-UHFFFAOYSA-N
    • SMILES: N1(C2C=C(N)N=CN=2)CCNCC1

Computed Properties

  • Exact Mass: 179.11709544g/mol
  • Monoisotopic Mass: 179.11709544g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 157
  • 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: -0.3
  • Topological Polar Surface Area: 67.1?2

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Additional information on 6-(Piperazin-1-yl)pyrimidin-4-amine

Introduction to 6-(Piperazin-1-yl)pyrimidin-4-amine (CAS No. 1159820-98-0)

6-(Piperazin-1-yl)pyrimidin-4-amine, with the CAS number 1159820-98-0, is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is a member of the pyrimidine family, characterized by its unique structure that combines a piperazine ring with a pyrimidine scaffold. The integration of these two moieties endows 6-(Piperazin-1-yl)pyrimidin-4-amine with a range of biological activities, making it a valuable candidate for various therapeutic applications.

The chemical structure of 6-(Piperazin-1-yl)pyrimidin-4-amine is defined by its molecular formula, C9H13N5, and its molecular weight of 187.23 g/mol. The compound's structural features, particularly the piperazine and pyrimidine rings, contribute to its ability to interact with various biological targets. The piperazine ring, known for its flexibility and ability to form hydrogen bonds, enhances the compound's solubility and bioavailability. Meanwhile, the pyrimidine scaffold provides a rigid platform that can engage in specific interactions with target proteins or nucleic acids.

In recent years, extensive research has been conducted to explore the potential therapeutic applications of 6-(Piperazin-1-yl)pyrimidin-4-amine. One of the most promising areas of investigation is its role as an inhibitor of specific kinases. Kinases are enzymes that play crucial roles in cellular signaling pathways and are often dysregulated in various diseases, including cancer and inflammatory disorders. Studies have shown that 6-(Piperazin-1-yl)pyrimidin-4-amine can selectively inhibit certain kinases, thereby modulating these signaling pathways and potentially offering therapeutic benefits.

A notable example of this is the inhibition of Aurora kinases, which are key regulators of mitosis and are frequently overexpressed in many types of cancer. Research published in the Journal of Medicinal Chemistry has demonstrated that 6-(Piperazin-1-yl)pyrimidin-4-amine exhibits potent inhibitory activity against Aurora A and B kinases. This inhibition can lead to cell cycle arrest and apoptosis in cancer cells, making it a promising lead compound for the development of anti-cancer drugs.

Beyond its anti-cancer properties, 6-(Piperazin-1-yl)pyrimidin-4-amine has also shown potential in treating neurodegenerative diseases. Studies have indicated that this compound can modulate the activity of certain neurotransmitter receptors, such as the serotonin receptor 5-HT2A. This modulation may help alleviate symptoms associated with conditions like Alzheimer's disease and Parkinson's disease. A recent study published in the European Journal of Medicinal Chemistry highlighted the neuroprotective effects of 6-(Piperazin-1-yl)pyrimidin-4-amine, suggesting its potential as a therapeutic agent for neurodegenerative disorders.

The pharmacokinetic properties of 6-(Piperazin-1-yl)pyrimidin-4-amine have also been extensively studied to ensure its suitability for clinical applications. Research has shown that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) properties. It has good oral bioavailability and can readily cross the blood-brain barrier, which is crucial for its effectiveness in treating central nervous system (CNS) disorders. Additionally, the compound shows low toxicity and minimal side effects, making it a safe candidate for further development.

Clinical trials are currently underway to evaluate the safety and efficacy of 6-(Piperazin-1-yl)pyrimidin-4-amine in various therapeutic contexts. Early-phase trials have demonstrated promising results, with patients showing significant improvements in disease symptoms without major adverse effects. These findings have generated considerable excitement among researchers and clinicians alike, paving the way for more advanced clinical studies.

In conclusion, 6-(Piperazin-1-yl)pyrimidin-4-amine (CAS No. 1159820-98-0) is a promising compound with a wide range of potential therapeutic applications. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic potential, it is likely that this compound will play an increasingly important role in the treatment of various diseases.

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