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CS-W001157 4
Total: USD 88.00

2,6-Dimethoxyisonicotinic acid

  • CAS No. 6274-82-4

  • Cat. No. CS-0150236
  • Purity≥95%
  • MDL No.MFCD18257556

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

2,6-Dimethoxyisonicotinic acid|CS-0150236

Structure of 6274-82-4

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General Information

  • CAS No. 6274-82-4
  • Cat. No. CS-0150236
  • Purity ≥95%
  • MDL No. MFCD18257556
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₄
  • Molecular Weight None
  • Synonym(s) 2,6 - diMethoxypyridine - 4 - carboxylic acid
  • SMILES COC1=NC(=CC(=C1)C(=O)O)OC

Description

2,6-Dimethoxyisonicotinic acid features a para-substituted pyridine core with two methoxy groups at the 2- and 6-positions, enhancing solubility and modulating electronic properties. This bench-stable derivative serves as a key building block in medicinal chemistry, particularly for coupling reactions in drug discovery workflows.

Application

2,6-Dimethoxyisonicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds and bioactive molecules through established coupling reactions. Its ortho-dimethoxy substitution pattern enhances solubility and provides predictable reactivity in amide formation and Suzuki couplings, while maintaining bench stability and ease of purification.

Synthesis

  • Route1

    References

    • Betschart, Claudia; Lerchner, Andreas; Machauer, Rainer; Rueger, Heinrich; Tintelnot-Blomley, Marina; Veenstra, Siem Jacob Patent: US2008/132477 A1, 2008 ; Location in patent: Page/Page column 25 ;
  • Route2

    References

    • McMillan et al. Journal of the American Pharmaceutical Association (1912-1977), 1953 , vol. 42, p. 457,463 Full Text Show Details Okajima; Seki Yakugaku Zasshi, 1953 , vol. 73, p. 845,846, 847 Chem.Abstr., 1954 , p. 10021
  • Route3

    References

    • McMillan et al. Journal of the American Pharmaceutical Association (1912-1977), 1953 , vol. 42, p. 457,463 Full Text Show Details Okajima; Seki Yakugaku Zasshi, 1953 , vol. 73, p. 845,846, 847 Chem.Abstr., 1954 , p. 10021

Safety Information

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GHS Pictogram : N/A
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UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   68.65
  • LogP   0.797
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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