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CS-W001157 4
Total: USD 88.00

4-Methylnicotinic acid

  • CAS No. 3222-50-2

  • Cat. No. CS-W002396
  • Purity≥98%
  • MDL No.MFCD00128869

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

4-Methylnicotinic acid|CS-W002396

Structure of 3222-50-2

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General Information

  • CAS No. 3222-50-2
  • Cat. No. CS-W002396
  • Purity ≥98%
  • MDL No. MFCD00128869
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂
  • Molecular Weight 137.14
  • Synonym(s) IFLAB-BB F1957-0023; 4-Methylnicotinic acid
  • SMILES OC(=O)c1cnccc1C

Description

4-Methylnicotinic acid is a bench-stable, moisture-tolerant pyridine derivative featuring a methyl group at the 4-position. This electron-rich heterocycle integrates readily into bioactive scaffolds and serves as a key building block in medicinal chemistry. The para-methyl substitution enhances metabolic stability while maintaining favorable solubility for synthetic applications.

Application

4-Methylnicotinic acid serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling access to bioactive heterocycles and pharmaceutical intermediates. Its pyridine core exhibits enhanced lipophilicity and metabolic stability compared to nicotinic acid, while the methyl group provides a handle for selective functionalization. The carboxylic acid functionality facilitates direct coupling reactions and salt formation, offering excellent bench stability and straightforward purification via standard chromatographic or crystallization methods.

Synthesis

  • Route1

    References

    • H. Lundbeck A/S; Khanzhin, Nikolay; Simonsen, Klaus Bæk; Nielsen, Søren Møller; Juhl, Karsten Patent: US2013/190499 A1, 2013 ; Location in patent: Paragraph 0147 ;
  • Route2

    References

    • Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O. Tetrahedron, 2013 , vol. 69, # 33 p. 6799 - 6803
  • Route3

    References

    • US2011/224247 A1, ; US 20110224247 A1

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-P304+P340-P362-P405-P501

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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