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1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

  • CAS No. 171919-37-2

  • Cat. No. CS-0004020
  • Purity≥97%
  • MDL No.MFCD15529044

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

1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid|CS-0004020

Structure of 171919-37-2

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General Information

  • CAS No. 171919-37-2
  • Cat. No. CS-0004020
  • Purity ≥97%
  • MDL No. MFCD15529044
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 1-Methylpyrrolo[2,3-b]pyridine-3-carboxylic acid
  • SMILES O=C(O)C1=CN(C2=NC=CC=C21)C

Description

1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid is a heterocyclic carboxylic acid featuring a fused pyrrole-pyridine core with a methyl group at the nitrogen position. This scaffold exhibits enhanced solubility and stability under standard conditions, enabling direct incorporation into medicinal chemistry campaigns. The electron-deficient ring system supports efficient coupling reactions, facilitating rapid access to bioactive analogs in drug discovery pipelines.

Application

1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard coupling reactions. Its carboxylic acid functionality facilitates amide and ester formation with high reliability, while the fused polycyclic core offers enhanced metabolic stability and defined spatial orientation. Bench-stable and compatible with common purification methods, it functions effectively in parallel synthesis campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Kato; Ito; Nishino; Yamakuni; Takasugi Chemical and pharmaceutical bulletin, 1995 , vol. 43, # 8 p. 1351 - 1357
  • Route2

    References

    • Kato; Ito; Nishino; Yamakuni; Takasugi Chemical and pharmaceutical bulletin, 1995 , vol. 43, # 8 p. 1351 - 1357
  • Route3

    References

    • Pierce, Larry T.; Cahill, Michael M.; Winfield, Hannah J.; McCarthy, Florence O. European Journal of Medicinal Chemistry, 2012 , vol. 56, p. 292 - 300

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   55.12
  • LogP   1.2715
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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