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1-(Pyridin-2-yl)piperidine-4-carboxylic acid

  • CAS No. 685827-70-7

  • Cat. No. CS-0243825
  • Purity≥95%
  • MDL No.MFCD06796180

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

1-(Pyridin-2-yl)piperidine-4-carboxylic acid|CS-0243825

Structure of 685827-70-7

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General Information

  • CAS No. 685827-70-7
  • Cat. No. CS-0243825
  • Purity ≥95%
  • MDL No. MFCD06796180
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄N₂O₂
  • Molecular Weight 206.24
  • Synonym(s) N-(PYRID-2-YL)PIPERIDINE-4-CARBOXYLIC ACID
  • SMILES C1=CC(=NC=C1)N2CCC(CC2)C(=O)O

Description

1-(Pyridin-2-yl)piperidine-4-carboxylic acid features a rigid pyridine ring linked to a piperidine scaffold, delivering enhanced metabolic stability and favorable pharmacokinetic properties. This structural motif integrates a hydrogen-bonding carboxylic acid group with a basic nitrogen center, enabling strong target engagement in kinase inhibition and GPCR modulation. The molecule exhibits improved solubility and cell permeability compared to analogous aliphatic analogs.

Application

1-(Pyridin-2-yl)piperidine-4-carboxylic acid serves as a versatile scaffold in medicinal chemistry, enabling the construction of bioactive heterocycles through standard amide coupling and cyclization protocols. The pyridine moiety enhances solubility and provides a handle for metal coordination, while the piperidine core offers conformational flexibility and hydrogen-bonding capacity. Bench-stable and readily purified by recrystallization or chromatography, it functions effectively in both solution-phase synthesis and solid-phase combinatorial libraries.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H226-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P362+P364-P370+P378-P501

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Computational Chemistry Data

  • TPSA   53.43
  • LogP   1.3826
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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