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CS-W001157 4
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3-Methoxyisonicotinic acid

  • CAS No. 654663-32-8

  • Cat. No. CS-W003380
  • Purity≥97%
  • MDL No.MFCD07368621

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

3-Methoxyisonicotinic acid|CS-W003380

Structure of 654663-32-8

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General Information

  • CAS No. 654663-32-8
  • Cat. No. CS-W003380
  • Purity ≥97%
  • MDL No. MFCD07368621
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃
  • Molecular Weight 153.14
  • Synonym(s) 3-METHOXY-4-PYRIDINECARBOXYLIC ACID
  • SMILES COc1cnccc1C(=O)O

Description

3-Methoxyisonicotinic acid is a bench-stable, moisture-tolerant pyridine carboxylic acid featuring a methoxy group at the meta position relative to the carboxylate. This electronic and steric configuration enhances solubility in polar organic solvents and facilitates direct incorporation into pharmaceutical scaffolds, coupling reagents, and bioactive molecule synthesis under standard conditions.

Application

3-Methoxyisonicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyridine-based scaffolds through standard amidation, esterification, and coupling reactions. Its methoxy group enhances solubility and modulates electronic properties, while the carboxylic acid functionality facilitates straightforward derivatization. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it a practical choice for API intermediate development and heterocyclic library construction.

Synthesis

  • Route1

    References

    • Yuan, Yunyun; Elbegdorj, Orgil; Chen, Jianyang; Akubathini, Shashidhar K.; Zhang, Feng; Stevens, David L.; Beletskaya, Irina O.; Scoggins, Krista L.; Zhang, Zhenxian; Gerk, Phillip M.; Selley, Dana E.; Akbarali, Hamid I.; Dewey, William L.; Zhang, Yan Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 10118 - 10129
  • Route2
    • 2-Cyano-3-methoxyisonicotinic acid|CS-1647569
      1256817-05-6
    • ~%
    • In-stock
      3-Methoxyisonicotinic acid|CS-W003380
      654663-32-8

    References

    • WO2011/40629 A1, ; Page/Page column 243 ;
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 55, # 22 p. 10118 - 10129

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   59.42
  • LogP   0.7884
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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