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CS-W001157 4
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2-tert-Butyl-isonicotinic acid

  • CAS No. 91940-84-0

  • Cat. No. CS-W000642
  • Purity≥98%
  • MDL No.MFCD04113815

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

2-tert-Butyl-isonicotinic acid|CS-W000642

Structure of 91940-84-0

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General Information

  • CAS No. 91940-84-0
  • Cat. No. CS-W000642
  • Purity ≥98%
  • MDL No. MFCD04113815
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight 179.22
  • Synonym(s) 2-(tert-Butyl)isonicotinic acid
  • SMILES OC(=O)c1ccnc(c1)C(C)(C)C

Description

2-tert-Butyl-isonicotinic acid features a sterically hindered tert-butyl group at the 2-position of the isonicotinic acid scaffold, enhancing metabolic stability and modulating electronic properties. This structural configuration imparts improved lipophilicity and resistance to oxidative degradation, making it valuable for medicinal chemistry applications where enhanced bioavailability and target selectivity are required.

Application

2-tert-Butyl-isonicotinic acid serves as a versatile building block in medicinal chemistry, offering a sterically hindered pyridine carboxylic acid scaffold with enhanced metabolic stability. Its ortho-tert-butyl group confers improved solubility and resistance to oxidative degradation, enabling reliable coupling reactions in peptide and macrocyclic synthesis. The carboxylic acid functionality facilitates direct amidation, esterification, or metal-catalyzed transformations, supporting efficient access to diverse heterocyclic scaffolds and API intermediates under standard bench conditions.

Synthesis

  • Route1

    References

    • Miletin, Miroslav; Hartl, Jiri; Machacek, Milos Collection of Czechoslovak Chemical Communications, 1997 , vol. 62, # 4 p. 672 - 678

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   50.19
  • LogP   2.0773
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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