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CS-W001157 4
Total: USD 88.00

6-(Hydroxymethyl)imidazo[1,2-a]pyridine

  • CAS No. 132213-07-1

  • Cat. No. CS-W003379
  • Purity≥97%
  • MDL No.MFCD07368521

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

6-(Hydroxymethyl)imidazo[1,2-a]pyridine|CS-W003379

Structure of 132213-07-1

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General Information

  • CAS No. 132213-07-1
  • Cat. No. CS-W003379
  • Purity ≥97%
  • MDL No. MFCD07368521
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) Imidazo[1,2-a]pyridin-6-ylmethanol
  • SMILES OCC1=CN2C=CN=C2C=C1

Description

6-(Hydroxymethyl)imidazo[1,2-a]pyridine features a polar hydroxymethyl group appended to an electron-rich imidazo[1,2-a]pyridine core, enabling facile derivatization and enhanced solubility in polar solvents. This scaffold integrates readily into medicinal chemistry campaigns targeting kinase inhibition and CNS-penetrant drug candidates, offering a stable, bench-ready platform for molecular diversification.

Application

6-(Hydroxymethyl)imidazo[1,2-a]pyridine serves as a versatile building block for heterocyclic synthesis, enabling efficient functionalization at the C6 position. The hydroxymethyl group facilitates oxidation to carboxylic acid, reductive amination, or ether formation, while the imidazo[1,2-a]pyridine core exhibits favorable stability and compatibility with standard coupling reactions. Its well-defined reactivity profile supports reliable incorporation into pharmaceutical intermediates and advanced synthetic scaffolds.

Synthesis

  • Route1

    References

    • Chezal; Moreau; Delmas; Gueiffier; Blache; Grassy; Lartigue; Chavignon; Teulade Journal of Organic Chemistry, 2001 , vol. 66, # 20 p. 6576 - 6584
  • Route2

    References

    • Hughes, Samantha J.; Millan, David S.; Kilty, Iain C.; Lewthwaite, Russell A.; Mathias, John P.; Reilly, Mark A.O.; Pannifer, Andrew; Phelan, Anne; Stuehmeier, Frank; Baldock, Darren A.; Brown, David G. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 21 p. 6586 - 6590
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 66, # 20 p. 6576 - 6584

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   37.53
  • LogP   0.8266
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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