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CS-W001157 4
Total: USD 88.00

4-Methylpyridin-3-ol

  • CAS No. 1121-19-3

  • Cat. No. CS-W018986
  • Purity≥95%
  • MDL No.MFCD04114227

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

4-Methylpyridin-3-ol|CS-W018986

Structure of 1121-19-3

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General Information

  • CAS No. 1121-19-3
  • Cat. No. CS-W018986
  • Purity ≥95%
  • MDL No. MFCD04114227
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO
  • Molecular Weight 109.13
  • Synonym(s) 4-Methylpyridin-3-ol, 3-Hydroxy-4-picoline
  • SMILES CC1=C(O)C=NC=C1

Description

4-Methylpyridin-3-ol features a pyridine ring bearing a methyl group at the 4-position and a hydroxyl substituent at the 3-position, creating a uniquely positioned phenolic function within a nitrogen-heterocyclic framework. This arrangement imparts enhanced solubility in polar solvents and facilitates direct participation in hydrogen bonding networks. The molecule exhibits bench-stable behavior under standard conditions and integrates readily into synthetic pathways requiring electron-rich heterocyclic scaffolds.

Application

4-Methylpyridin-3-ol serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through electrophilic substitution and transition-metal-catalyzed coupling reactions. Its phenolic hydroxyl group offers direct functionalization potential, while the pyridine nitrogen provides coordination sites for metal catalysts. The methyl substituent enhances metabolic stability and modulates electronic properties, contributing to favorable physicochemical profiles. This compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • null|null
      1303587-92-9
    • ~81%
    • In-stock
      4-Methylpyridin-3-ol|CS-W018986
      1121-19-3

    References

    • SIRTRIS PHARMACEUTICALS, INC.; NG, Pui, Yee; BLUM, Charles; MCPHERSON, Lauren; PERNI, Robert, B.; VU, Chi, B.; AHMED, Mohammed, Mahmood; DISCH, Jeremy, S. Patent: WO2011/59839 A1, 2011 ; Location in patent: Page/Page column 85 ; WO 2011/059839 A1
  • Route2
    • null|null
      101925-16-0
    • ~79%
    • In-stock
      4-Methylpyridin-3-ol|CS-W018986
      1121-19-3

    References

    • Comins, Daniel L.; Stroud, Eric D. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1419 - 1420
  • Route3
    • null|null
      98976-77-3
    • ~%
    • In-stock
      4-Methylpyridin-3-ol|CS-W018986
      1121-19-3

    References

    • Journal of Organic Chemistry, , vol. 50, # 25 p. 5436 - 5438

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

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.09562
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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