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CS-W001157 4
Total: USD 88.00

1H-Pyrrolo[2,3-b]pyridin-4-ol

  • CAS No. 74420-02-3

  • Cat. No. CS-B0509
  • Purity≥98%
  • MDL No.MFCD08272229

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

1H-Pyrrolo[2,3-b]pyridin-4-ol|CS-B0509

Structure of 74420-02-3

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General Information

  • CAS No. 74420-02-3
  • Cat. No. CS-B0509
  • Purity ≥98%
  • MDL No. MFCD08272229
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O
  • Molecular Weight 134.14
  • Synonym(s) 7-H-PYRROLO [2-3-B] PYRIDINE-4-OL
  • SMILES OC1=C2C(NC=C2)=NC=C1

Description

1H-Pyrrolo[2,3-b]pyridin-4-ol features a fused heterocyclic core with a phenolic hydroxyl group enabling hydrogen bonding and enhanced solubility. This scaffold integrates readily into bioactive molecules, offering structural rigidity and electron-rich character ideal for medicinal chemistry applications.

Application

1H-Pyrrolo[2,3-b]pyridin-4-ol serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of advanced scaffolds through established coupling and functionalization reactions. Its inherent stability and compatibility with diverse reaction conditions facilitate efficient access to bioactive molecules. The hydroxyl group provides a handle for derivatization, while the fused ring system offers defined rigidity and π-conjugation, enhancing target selectivity in drug discovery applications.

Synthesis

  • Route1

    References

    • Thibault, Carl; L'Heureux, Alexandre; Bhide, Rajeev S.; Ruel, Rejean Organic Letters, 2003 , vol. 5, # 26 p. 5023 - 5025
  • Route2

    References

    • Girgis, Nabih S.; Larson, Steven B.; Robins, Roland K.; Cottam, Howard B. Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 317 - 325
  • Route3
    • null|null
      74420-14-7
    • ~68%
    • In-stock
      1H-Pyrrolo[2,3-b]pyridin-4-ol|CS-B0509
      74420-02-3

    References

    • Schneller, Stewart W.; Luo, Jiann-Kuan Journal of Organic Chemistry, 1980 , vol. 45, # 20 p. 4045 - 4048

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   48.91
  • LogP   1.2685
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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