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CS-W001157 4
Total: USD 88.00

4-Phenoxypyridine

  • CAS No. 4783-86-2

  • Cat. No. CS-W017655
  • Purity≥98%
  • MDL No.MFCD00235157

*For research and further manufacturing use only, not for direct human use.

4-Phenoxypyridine|CS-W017655

Structure of 4783-86-2

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General Information

  • CAS No. 4783-86-2
  • Cat. No. CS-W017655
  • Purity ≥98%
  • MDL No. MFCD00235157
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO
  • Molecular Weight 171.20
  • Synonym(s) 4-Phenoxy pyridine
  • SMILES C2=C(OC1=CC=CC=C1)C=CN=C2

Description

4-Phenoxypyridine serves as a pivotal heterocyclic scaffold in medicinal chemistry, combining a pyridine core with a phenoxyl substituent to deliver enhanced solubility and metabolic stability. This structural motif integrates readily into bioactive molecules, particularly those targeting kinase pathways and CNS receptors. The para-positioned ether linkage enables strategic electronic tuning, while the aromatic system supports π–π stacking interactions in protein binding sites. Its bench-stable nature facilitates handling under standard laboratory conditions.

Application

4-Phenoxypyridine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling reactions. Its pyridine core offers enhanced solubility and metabolic stability, while the phenoxyl group provides a handle for further functionalization. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for high-throughput synthesis and scale-up applications.

Synthesis

  • Route1
    • In-stock
      4-Chloropyridine hydrochloride|CS-W019791
      7379-35-3
    • null|null
      108-95-2
    • ~67%
    • In-stock
      4-Phenoxypyridine|CS-W017655
      4783-86-2

    References

    • D'Angelo, Noel D.; Peterson, Joseph J.; Booker, Shon K.; Fellows, Ingrid; Dominguez, Celia; Hungate, Randall; Reider, Paul J.; Kim, Tae-Seong Tetrahedron Letters, 2006 , vol. 47, # 29 p. 5045 - 5048
  • Route2

    References

    • Benaskar, Faysal; Engels, Volker; Rebrov, Evgeny V.; Patil, Narendra G.; Meuldijk, Jan; Thuene, Peter C.; Magusin, Pieter C. M. M.; Mezari, Brahim; Hessel, Volker; Hulshof, Lumbertus A.; Hensen, Emiel J. M.; Wheatley, Andrew E. H.; Schouten, Jaap C. Chemistry - A European Journal, 2012 , vol. 18, # 6 p. 1800 - 1810
  • Route3
    • null|null
      1120-87-2
    • null|null
      108-95-2
    • ~87%
    • In-stock
      4-Phenoxypyridine|CS-W017655
      4783-86-2

    References

    • Joshi, Hemant; Sharma, Kamal Nayan; Sharma, Alpesh K.; Prakash, Om; Singh, Ajai Kumar Chemical Communications, 2013 , vol. 49, # 68 p. 7483 - 7485

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   2.8739
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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