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CS-W001157 4
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5-Isopropylnicotinic acid

  • CAS No. 73591-69-2

  • Cat. No. CS-0004258
  • Purity≥98%
  • MDL No.MFCD11043004

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

5-Isopropylnicotinic acid|CS-0004258

Structure of 73591-69-2

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General Information

  • CAS No. 73591-69-2
  • Cat. No. CS-0004258
  • Purity ≥98%
  • MDL No. MFCD11043004
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) 3-Pyridinecarboxylicacid,5-(1-methylethyl)-(9CI)
  • SMILES O=C(O)C1=CC(C(C)C)=CN=C1

Description

5-Isopropylnicotinic acid features a sterically hindered isopropyl group at the pyridine ring's 5-position, enhancing metabolic stability and modulating electronic properties. This substitution pattern improves lipophilicity for membrane permeability while maintaining solubility in common organic solvents. The carboxylic acid functionality enables direct coupling reactions for peptide and pharmaceutical synthesis.

Application

5-Isopropylnicotinic acid serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a sterically hindered pyridine carboxylic acid scaffold. Its isopropyl group enhances metabolic stability and modulates lipophilicity, while the carboxylic acid functionality enables straightforward derivatization via amide coupling, esterification, or salt formation. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for use in high-throughput screening campaigns and process development workflows.

Synthesis

  • Route1
    • 1-(5-Isopropylpyridin-3-yl)ethan-1-one|CS-0875080
      42972-49-6
    • ~79%
    • In-stock
      5-Isopropylnicotinic acid|CS-0004258
      73591-69-2

    References

    • Freyne, Eddy J.; Esmans, Eddy L.; Lepoivre, Josef A.; Alderweireldt, Frank C. Carbohydrate Research, 1980 , vol. 78, p. 235 - 242

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

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.9032
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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