Cas no 1057682-03-7 ((S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile)

(S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile is a chiral nicotinonitrile derivative featuring a 3-methylpiperazine substituent at the 6-position of the pyridine ring. This compound serves as a valuable intermediate in pharmaceutical synthesis, particularly in the development of kinase inhibitors and other biologically active molecules. Its stereospecific (S)-configuration enhances selectivity in binding interactions, making it useful for targeted drug design. The nitrile group offers versatility for further functionalization, while the methylpiperazine moiety contributes to improved solubility and pharmacokinetic properties. This high-purity compound is suitable for research applications requiring precise stereochemical control, offering synthetic flexibility for medicinal chemistry and drug discovery programs.
(S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile structure
1057682-03-7 structure
Product Name:(S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile
CAS No:1057682-03-7
MF:C11H14N4
MW:202.255661487579
MDL:MFCD17488803
CID:1040188
PubChem ID:44186249
Update Time:2025-06-08

(S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile
    • 6-[(3S)-3-methylpiperazin-1-yl]pyridine-3-carbonitrile
    • 6-((S)-3-methylpiperazin-1-yl)nicotinonitrile
    • 6-((S)-3-methyl-piperazin-1-yl)-nicotinonitrile
    • AK-88264
    • ANW-67405
    • CTK8C1874
    • KB-211608
    • SureCN3599989
    • USAKGOYBWIQOPV-VIFPVBQESA-N
    • 1297AA
    • DTXSID10657807
    • CS-0186188
    • A927667
    • 1057682-03-7
    • SCHEMBL3599989
    • DB-336363
    • C71229
    • AKOS016843402
    • MFCD17488803
    • DS-18450
    • MDL: MFCD17488803
    • Inchi: 1S/C11H14N4/c1-9-8-15(5-4-13-9)11-3-2-10(6-12)7-14-11/h2-3,7,9,13H,4-5,8H2,1H3/t9-/m0/s1
    • InChI Key: USAKGOYBWIQOPV-VIFPVBQESA-N
    • SMILES: N1(C2C=CC(C#N)=CN=2)CCN[C@@H](C)C1

Computed Properties

  • Exact Mass: 202.121846464g/mol
  • Monoisotopic Mass: 202.121846464g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 257
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52
  • XLogP3: 0.8

Experimental Properties

  • Boiling Point: 400.6°C at 760 mmHg

(S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile Security Information

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Additional information on (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile

(S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile: A Comprehensive Overview

The compound with CAS No. 1057682-03-7, commonly referred to as (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug discovery and material science. In this article, we will delve into the structural characteristics, synthesis methods, biological activities, and recent advancements related to this compound.

Structural Insights: The molecular structure of (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile is characterized by a nicotinonitrile core, which is a derivative of nicotinic acid. The piperazine ring, a six-membered ring containing two nitrogen atoms, is substituted at the 3-position with a methyl group. This substitution introduces steric and electronic effects that can influence the compound's reactivity and bioavailability. The stereochemistry at the chiral center (denoted by the (S) configuration) plays a crucial role in determining the compound's pharmacokinetic properties and interactions with biological targets.

Synthesis and Characterization: The synthesis of (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile involves a multi-step process that typically includes nucleophilic substitution, cyclization, and stereochemical control. Recent advancements in asymmetric synthesis have enabled the efficient preparation of this compound with high enantiomeric excess. Techniques such as high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy are commonly employed to characterize the purity and structure of the compound.

Biological Activity: (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile has demonstrated promising biological activity in various assays. Studies have shown that this compound exhibits potent inhibitory effects on key enzymes involved in metabolic pathways, making it a potential candidate for drug development. Additionally, its ability to modulate receptor activity suggests applications in treating conditions such as inflammation, neurodegenerative diseases, and cancer.

Applications in Drug Discovery: The unique combination of structural features in (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile makes it an attractive lead compound for drug discovery programs. Its ability to cross cellular membranes and interact with target proteins highlights its potential as an orally bioavailable drug candidate. Recent research has focused on optimizing its pharmacokinetic profile to enhance its efficacy and reduce off-target effects.

Recent Research Advances: In recent years, there has been a surge in research activities involving (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile. Scientists have explored its role in epigenetic regulation, where it has shown potential as an inhibitor of histone deacetylases (HDACs). Furthermore, studies have investigated its use as a building block for constructing more complex molecular architectures, paving the way for novel therapeutic agents.

Conclusion: (S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile, with CAS No. 1057682-03-7, stands as a testament to the ingenuity of modern organic chemistry. Its versatile structure and promising biological properties continue to drive innovative research across multiple disciplines. As advancements in synthetic methodologies and biological screening techniques unfold, this compound is poised to play an increasingly important role in the development of next-generation therapeutics.

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