Cas no 154924-17-1 (6-(Dimethylamino)-3-pyridinecarbonitrile)

6-(Dimethylamino)-3-pyridinecarbonitrile is a versatile heterocyclic compound featuring a pyridine core substituted with a dimethylamino group at the 6-position and a nitrile group at the 3-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. The dimethylamino group enhances electron density, facilitating nucleophilic reactions, while the nitrile functionality offers reactivity for further derivatization. Its well-defined molecular framework is advantageous for constructing complex heterocycles or ligands in coordination chemistry. The compound’s stability and solubility in common organic solvents further support its utility in diverse synthetic applications.
6-(Dimethylamino)-3-pyridinecarbonitrile structure
154924-17-1 structure
Product Name:6-(Dimethylamino)-3-pyridinecarbonitrile
CAS No:154924-17-1
MF:C8H9N3
MW:147.177160978317
MDL:MFCD08272099
CID:65388
PubChem ID:18526171
Update Time:2025-11-07

6-(Dimethylamino)-3-pyridinecarbonitrile Chemical and Physical Properties

Names and Identifiers

    • 6-(Dimethylamino)nicotinonitrile
    • 6-(dimethylamino)-3-Pyridinecarbonitrile
    • 6-(dimethylamino)pyridine-3-carbonitrile
    • 6-(dimethylamino)-pyridine-3-carbonitrile
    • 3-Pyridinecarbonitrile,6-(dimethylamino)-(9CI)
    • 6-Dimethylaminonicotinonitrile
    • GA-0738
    • 6-Dimethylamino-nicotinonitrile
    • DTXSID20594774
    • FT-0681040
    • CS-0377264
    • MFCD08272099
    • Z281802052
    • 6dimethylamino-nicotinonitrile
    • EN300-31806
    • 3-PYRIDINECARBONITRILE, 6-(DIMETHYLAMINO)-
    • 154924-17-1
    • AKOS000192562
    • SCHEMBL165008
    • A883683
    • YIZXYFJKSCABES-UHFFFAOYSA-N
    • J-518070
    • AB44360
    • DB-064065
    • 6-(Dimethylamino)-3-pyridinecarbonitrile
    • MDL: MFCD08272099
    • Inchi: 1S/C8H9N3/c1-11(2)8-4-3-7(5-9)6-10-8/h3-4,6H,1-2H3
    • InChI Key: YIZXYFJKSCABES-UHFFFAOYSA-N
    • SMILES: N(C)(C)C1C=CC(C#N)=CN=1

Computed Properties

  • Exact Mass: 147.08000
  • Monoisotopic Mass: 147.08
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 167
  • 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: 39.9A^2
  • XLogP3: 1

Experimental Properties

  • Density: 1.113
  • Melting Point: 66-68
  • Boiling Point: 330.925 °C at 760 mmHg
  • Flash Point: 330.925 °C at 760 mmHg
  • Refractive Index: 1.552
  • PSA: 39.92000
  • LogP: 1.01928

6-(Dimethylamino)-3-pyridinecarbonitrile Security Information

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

6-(Dimethylamino)-3-pyridinecarbonitrile Pricemore >>

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Additional information on 6-(Dimethylamino)-3-pyridinecarbonitrile

Recent Advances in the Study of 6-(Dimethylamino)-3-pyridinecarbonitrile (CAS: 154924-17-1) in Chemical Biology and Pharmaceutical Research

The compound 6-(Dimethylamino)-3-pyridinecarbonitrile (CAS: 154924-17-1) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This heterocyclic compound, characterized by its pyridine core and dimethylamino functional group, has been explored for its potential as a building block in the synthesis of novel therapeutic agents. Recent studies have highlighted its role in modulating key biological pathways, making it a promising candidate for further investigation.

One of the most notable advancements in the study of 6-(Dimethylamino)-3-pyridinecarbonitrile is its application in the development of kinase inhibitors. Kinases are critical targets in the treatment of various cancers and inflammatory diseases. Researchers have synthesized derivatives of this compound to evaluate their inhibitory effects on specific kinases, such as EGFR and JAK2. Preliminary results indicate that certain derivatives exhibit potent inhibitory activity with improved selectivity profiles, suggesting potential for optimized drug candidates.

In addition to its role in kinase inhibition, 6-(Dimethylamino)-3-pyridinecarbonitrile has been investigated for its utility in medicinal chemistry as a versatile intermediate. Its electron-rich pyridine ring and nitrile group provide unique reactivity, enabling the construction of complex molecular architectures. Recent synthetic methodologies have leveraged this compound to produce libraries of small molecules for high-throughput screening, accelerating the discovery of new bioactive compounds.

Another area of interest is the compound's potential in neurodegenerative disease research. Studies have explored its ability to interact with neurotransmitter receptors and enzymes involved in neurodegenerative pathways. For instance, derivatives of 6-(Dimethylamino)-3-pyridinecarbonitrile have shown affinity for NMDA receptors, which are implicated in conditions such as Alzheimer's disease. These findings open new avenues for designing neuroprotective agents.

The pharmacokinetic properties of 6-(Dimethylamino)-3-pyridinecarbonitrile and its derivatives have also been a focus of recent research. Investigations into their absorption, distribution, metabolism, and excretion (ADME) profiles have provided insights into their suitability as drug candidates. Optimizing these properties remains a key challenge, but advancements in computational modeling and in vitro assays have facilitated more efficient screening and optimization processes.

Looking ahead, the continued exploration of 6-(Dimethylamino)-3-pyridinecarbonitrile is expected to yield further breakthroughs in drug discovery. Collaborative efforts between academic institutions and pharmaceutical companies are likely to drive the development of novel therapeutics based on this scaffold. Future research should prioritize the elucidation of structure-activity relationships (SAR) and the identification of new biological targets to expand its therapeutic potential.

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