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CS-W001157 4
Total: USD 88.00

5-Methylnicotinic acid

  • CAS No. 3222-49-9

  • Cat. No. CS-W002700
  • Purity≥98%
  • MDL No.MFCD00829036

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

5-Methylnicotinic acid|CS-W002700

Structure of 3222-49-9

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General Information

  • CAS No. 3222-49-9
  • Cat. No. CS-W002700
  • Purity ≥98%
  • MDL No. MFCD00829036
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂
  • Molecular Weight 137.14
  • Synonym(s) None
  • SMILES O=C(O)C1=CN=CC(=C1)C

Description

5-Methylnicotinic acid is a bench-stable, electron-rich heteroaromatic carboxylic acid featuring a methyl group at the 5-position of the pyridine ring. This substitution enhances lipophilicity and modulates reactivity in synthetic transformations. The molecule serves as a direct precursor for bioactive alkaloid analogs and functionalized polymers. Its compatibility with standard coupling protocols enables efficient integration into diverse molecular architectures under mild conditions.

Application

5-Methylnicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyridine-based heterocycles and bioactive scaffolds. Its methyl group enhances lipophilicity and metabolic stability, while the carboxylic acid facilitates straightforward derivatization via amide, ester, or acyl chloride formation. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, making it a practical choice for API intermediate development and high-throughput screening campaigns.

Synthesis

  • Route1
    • null|null
      591-22-0
    • ~59%
    • In-stock
      5-Methylnicotinic acid|CS-W002700
      3222-49-9

    References

    • Pfizer Inc. Patent: US2009/54395 A1, 2009 ; Location in patent: Page/Page column 42 ;
  • Route2

    References

    • Freyne, Eddy J.; Esmans, Eddy L.; Lepoivre, Josef A.; Alderweireldt, Frank C. Carbohydrate Research, 1980 , vol. 78, p. 235 - 242
  • Route3
    • null|null
      591-22-0
    • ~26%
    • In-stock
      5-Methylnicotinic acid|CS-W002700
      3222-49-9
    • In-stock
      Pyridine-3,5-dicarboxylic acid|CS-W002000
      499-81-0

    References

    • Kyba, Evan P.; Liu, Shiuh-Tzung; Chockalingam, Kannappan; Reddy, B. Raghava Journal of Organic Chemistry, 1988 , vol. 53, # 15 p. 3513 - 3521

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.08822
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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