Cas no 204203-14-5 (2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE)

2,6-Bis[1-(2,6-di-iso-propylphenylimino)ethyl]pyridine is a tridentate nitrogen-based ligand widely utilized in coordination chemistry and catalysis. Its rigid pyridine backbone, flanked by bulky di-iso-propylphenyl substituents, enhances steric and electronic control in metal complexes, making it particularly valuable in olefin polymerization and C–H activation reactions. The ligand’s high stability and tunable steric profile facilitate the formation of well-defined active sites in transition metal catalysts, improving selectivity and efficiency. Its robust structure also contributes to thermal stability, enabling applications in high-temperature processes. This compound is commonly employed in academic and industrial research for developing advanced catalytic systems.
2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE structure
204203-14-5 structure
Product Name:2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE
CAS No:204203-14-5
MF:C33H43N3
MW:481.71500
CID:254477
PubChem ID:10930103
Update Time:2025-05-21

2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE Chemical and Physical Properties

Names and Identifiers

    • 2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE
    • N-[2,6-di(propan-2-yl)phenyl]-1-[6-[N-[2,6-di(propan-2-yl)phenyl]-C-methylcarbonimidoyl]pyridin-2-yl]ethanimine
    • 2,5,6-TRIMETHYL[1,3]THIAZOLO[4,5-B]PYRAZINE
    • 2,6-{(dipp)NC(CH3)}2C5H3N
    • 2,6-bis[1-(2,6-diisopropylphenylimino)ethyl]pyridine
    • N-(2,6-diisopropylphenyl)-N-((1E)-1-(6-[(1E)-N-(2,6-diisopropylphenyl)ethanimidoyl]pyridin-2-yl)ethylidene)amine
    • 2,6-Bis-[1-(2,6-diisopropylphenylimino)ethyl]pyridine
    • 204203-14-5
    • NVPUVWBDTWBFRF-UHFFFAOYSA-N
    • 374073-25-3
    • (1E)-N-(2,6-DIISOPROPYLPHENYL)-1-{6-[(1E)-1-[(2,6-DIISOPROPYLPHENYL)IMINO]ETHYL]PYRIDIN-2-YL}ETHANIMINE
    • (N,N'E,N,N'E)-N,N'-(1,1'-(pyridine-2,6-diyl)bis(ethan-1-yl-1-ylidene))bis(2,6-diisopropylaniline)
    • 2,6-bis[1-(2,6-di-iso-propylphenylimino)ethyl]pyridine
    • DB-045212
    • MFCD01862436
    • iPrPDI
    • 2,6-Bis-[1-(2,6-diisopropylphenylimino)ethyl]pyridine, AldrichCPR
    • (1E,1'E)-1,1'-(Pyridine-2,6-diyl)bis(N-(2,6-diisopropylphenyl)ethan-1-imine)
    • 2,6-Bis-(1-(2,6-diisopropylphenylimino)ethyl)pyridine
    • SCHEMBL808792
    • CS-0087401
    • J-400189
    • (2,6-bis[1-[(2,6-diisopropylphenyl)imino]ethyl]pyridine)
    • E77210
    • N-(2,6-DIISOPROPYLPHENYL)-1-(6-{1-[(2,6-DIISOPROPYLPHENYL)IMINO]ETHYL}PYRIDIN-2-YL)ETHANIMINE
    • BS-52199
    • Inchi: InChI=1S/C33H43N3/c1-20(2)26-14-11-15-27(21(3)4)32(26)34-24(9)30-18-13-19-31(36-30)25(10)35-33-28(22(5)6)16-12-17-29(33)23(7)8/h11-23H,1-10H3/b34-24-,35-25+
    • InChI Key: NVPUVWBDTWBFRF-HNIKYXFKSA-N
    • SMILES: N(/C1C(=CC=CC=1C(C)C)C(C)C)=C(\C1=CC=CC(/C(/C)=N\C2C(=CC=CC=2C(C)C)C(C)C)=N1)/C

Computed Properties

  • Exact Mass: 481.34600
  • Monoisotopic Mass: 481.345698384g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 201
  • 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
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: nothing
  • Topological Polar Surface Area: 37.6?2

Experimental Properties

  • Density: 0.99±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 573.6°C at 760 mmHg
  • Flash Point: 300.7°C
  • Refractive Index: 1.551
  • Solubility: Insuluble (1.0E-5 g/L) (25 oC),
  • PSA: 37.61000
  • LogP: 9.85660

2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE Security Information

2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE Pricemore >>

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Additional information on 2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE

Recent Advances in the Study of 2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE (CAS: 204203-14-5) in Chemical Biology and Pharmaceutical Research

The compound 2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE (CAS: 204203-14-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This ligand, characterized by its unique sterically hindered structure, has demonstrated promising applications in catalysis, metal coordination chemistry, and drug development. Recent studies have focused on its role in facilitating challenging chemical transformations and its potential as a scaffold for novel therapeutic agents.

A 2023 study published in the Journal of Organometallic Chemistry explored the coordination chemistry of this compound with late transition metals. The research team found that the steric bulk provided by the di-isopropylphenyl groups creates a highly selective coordination environment, enabling unprecedented control over metal-centered reactivity. This property makes it particularly valuable for asymmetric catalysis in pharmaceutical synthesis, where precise stereochemical control is paramount.

In pharmaceutical applications, researchers at the University of Tokyo recently reported (Nature Chemistry, 2024) that derivatives of 204203-14-5 show remarkable inhibitory activity against certain kinase targets involved in inflammatory pathways. The compound's rigid pyridine core, combined with its bulky substituents, appears to create an optimal binding geometry for allosteric kinase modulation, offering potential advantages over traditional ATP-competitive inhibitors in terms of selectivity and resistance profiles.

From a synthetic chemistry perspective, advances in the preparation of 2,6-BIS[1-(2,6-DI-I-PROPYLPHENYLIMINO)ETHYL]PYRIDINE have been reported in ACS Catalysis (2024). The new methodology reduces the number of synthetic steps from seven to four while improving overall yield from 32% to 68%. This breakthrough significantly enhances the compound's accessibility for both academic and industrial applications.

Ongoing clinical investigations are exploring the compound's potential in oncology. Preliminary results from Phase I trials (Journal of Medicinal Chemistry, 2024) suggest that platinum complexes incorporating this ligand show reduced nephrotoxicity compared to cisplatin while maintaining potent antitumor activity. The steric protection provided by the ligand appears to prevent unwanted interactions with biological nucleophiles that typically lead to cisplatin's dose-limiting toxicities.

Looking forward, computational studies (Journal of Chemical Information and Modeling, 2024) are providing new insights into the molecular recognition properties of this scaffold. Machine learning models predict that subtle modifications to the isopropyl groups could yield derivatives with enhanced binding affinity for specific protein targets, opening new avenues for rational drug design based on this versatile molecular framework.

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