Cas no 166438-88-6 (4-(4-Benzylpiperazin-1-yl)benzaldehyde)

4-(4-Benzylpiperazin-1-yl)benzaldehyde is a versatile organic compound featuring a benzaldehyde core substituted with a 4-benzylpiperazine moiety. This structure imparts unique reactivity, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. The benzylpiperazine group enhances solubility and modulates electronic properties, facilitating further functionalization via the aldehyde group. Its well-defined aromatic and heterocyclic components contribute to its utility in cross-coupling reactions, Schiff base formation, and other transformations. The compound’s stability under standard conditions and compatibility with diverse reaction conditions underscore its reliability in synthetic applications. It is particularly useful in the development of bioactive molecules, where precise structural control is critical.
4-(4-Benzylpiperazin-1-yl)benzaldehyde structure
166438-88-6 structure
Product Name:4-(4-Benzylpiperazin-1-yl)benzaldehyde
CAS No:166438-88-6
MF:C18H20N2O
MW:280.364204406738
MDL:MFCD01765492
CID:203359
PubChem ID:2735507
Update Time:2025-06-15

4-(4-Benzylpiperazin-1-yl)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-(4-Benzylpiperazin-1-yl)benzaldehyde
    • 4-(4-BENZYLPIPERAZINO)BENZENECARBALDEHYDE
    • Benzaldehyde,4-[4-(phenylmethyl)-1-piperazinyl]-
    • AKOS BB-5496
    • BUTTPARK 90\12-89
    • 4-(4-BENZYLPIPERAZINO)BENZALDEHYDE
    • FT-0643596
    • Benzaldehyde, 4-[4-(phenylmethyl)-1-piperazinyl]-
    • CS-0206418
    • DTXSID50370760
    • A50692
    • 4-(4-Benzyl-1-piperazinyl)benzaldehyde
    • 166438-88-6
    • AKOS000260340
    • JDWZUVQRUPAVPK-UHFFFAOYSA-N
    • MFCD01765492
    • SCHEMBL4392263
    • 12Z-0705
    • J-513456
    • 4-(4-BENZYLPIPERAZIN-1-YL)BENZALDEHYDE, 95+%
    • DB-001559
    • MDL: MFCD01765492
    • Inchi: 1S/C18H20N2O/c21-15-17-6-8-18(9-7-17)20-12-10-19(11-13-20)14-16-4-2-1-3-5-16/h1-9,15H,10-14H2
    • InChI Key: JDWZUVQRUPAVPK-UHFFFAOYSA-N
    • SMILES: O=CC1C=CC(=CC=1)N1CCN(CC2C=CC=CC=2)CC1

Computed Properties

  • Exact Mass: 280.15800
  • Monoisotopic Mass: 280.158
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 4
  • Complexity: 311
  • 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: 23.6A^2
  • XLogP3: 2.8

Experimental Properties

  • Density: 1.155
  • Melting Point: 73-75
  • Boiling Point: 446.3 °C at 760 mmHg
  • Flash Point: 195.3 °C
  • PSA: 23.55000
  • LogP: 2.82420

4-(4-Benzylpiperazin-1-yl)benzaldehyde Security Information

  • Hazard Statement: Irritant
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

4-(4-Benzylpiperazin-1-yl)benzaldehyde Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the 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:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-(4-Benzylpiperazin-1-yl)benzaldehyde Production Method

Additional information on 4-(4-Benzylpiperazin-1-yl)benzaldehyde

Professional Introduction to 4-(4-Benzylpiperazin-1-yl)benzaldehyde (CAS No. 166438-88-6)

4-(4-Benzylpiperazin-1-yl)benzaldehyde, a compound with the chemical identifier CAS No. 166438-88-6, represents a significant area of interest in the realm of pharmaceutical chemistry and medicinal research. This aromatic aldehyde, characterized by its benzylpiperazine moiety, has garnered attention due to its structural versatility and potential applications in the development of bioactive molecules. The compound's unique framework, combining a benzaldehyde group with a piperazine ring substituted with a benzyl group, positions it as a valuable scaffold for further chemical modifications and biological evaluations.

The benzaldehyde component of 4-(4-Benzylpiperazin-1-yl)benzaldehyde is well-known for its role as an intermediate in the synthesis of various pharmacologically active agents. Its aldehyde functionality allows for further derivatization through condensation reactions, forming Schiff bases and other heterocyclic compounds. These derivatives often exhibit enhanced biological activity, making them promising candidates for therapeutic intervention. The presence of the piperazine ring in the structure introduces basicity and potential interactions with biological targets, which is particularly relevant in drug design.

Recent advancements in medicinal chemistry have highlighted the importance of piperazine derivatives in drug development. Piperazine-based compounds are known for their broad spectrum of biological activities, including antipsychotic, antihistaminic, and antimicrobial properties. The benzyl substitution on the piperazine ring further modulates the electronic and steric properties of the molecule, influencing its binding affinity and pharmacokinetic profile. This has led to extensive research into optimizing such structures for improved efficacy and reduced side effects.

In the context of modern drug discovery, 4-(4-Benzylpiperazin-1-yl)benzaldehyde serves as a versatile building block for designing novel therapeutic agents. Its structural features make it an attractive candidate for further exploration in areas such as central nervous system (CNS) disorders, where piperazine derivatives have shown significant promise. For instance, studies have demonstrated that modifications of the piperazine ring can influence the pharmacological properties of compounds, leading to enhanced receptor binding and improved therapeutic outcomes.

The synthesis of 4-(4-Benzylpiperazin-1-yl)benzaldehyde involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions between appropriately substituted benzaldehydes and piperazine derivatives, followed by purification steps to isolate the desired product. Advances in synthetic methodologies have enabled more efficient and scalable production processes, making this compound more accessible for research purposes.

From a computational chemistry perspective, molecular modeling techniques have been instrumental in understanding the interactions between 4-(4-Benzylpiperazin-1-yl)benzaldehyde and biological targets. These studies often involve docking simulations to predict binding affinities and identify potential lead compounds for further development. The integration of experimental data with computational predictions provides a comprehensive approach to rational drug design, enhancing the likelihood of successful therapeutic intervention.

The pharmacological evaluation of 4-(4-Benzylpiperazin-1-yl)benzaldehyde has revealed several interesting properties that make it a compelling candidate for drug development. Initial studies have explored its potential as an agonist or antagonist at various receptors, including those involved in neurotransmitter signaling. The compound's ability to modulate these pathways suggests its utility in treating conditions such as depression, anxiety disorders, and neurodegenerative diseases.

Furthermore, the structural features of 4-(4-Benzylpiperazin-1-yl)benzaldehyde allow for modifications that can enhance its pharmacokinetic properties. For example, introducing fluorine atoms or other electronegative substituents can improve metabolic stability and oral bioavailability. Such modifications are crucial for developing drugs that are both effective and clinically viable.

The role of 4-(4-Benzylpiperazin-1-yl)benzaldehyde in academic research continues to expand as new methodologies and technologies emerge. Collaborative efforts between chemists and biologists are essential for translating laboratory findings into tangible therapeutic benefits. This interdisciplinary approach fosters innovation and accelerates the discovery process, bringing us closer to addressing unmet medical needs.

In conclusion, 4-(4-Benzylpiperazin-1-yl)benzaldehyde (CAS No. 166438-88-6) is a multifaceted compound with significant potential in pharmaceutical research. Its unique structural features make it a valuable scaffold for designing novel bioactive molecules with applications across various therapeutic areas. As research progresses, this compound is likely to play an increasingly important role in the development of next-generation drugs.

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