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8-(Trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid

  • CAS No. 1018828-72-2

  • Cat. No. CS-0155561
  • Molecule weight230.14
  • Purity≥98%
  • MDL No.MFCD09995161

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

8-(Trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid|CS-0155561

Structure of 1018828-72-2

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General Information

  • CAS No. 1018828-72-2
  • Cat. No. CS-0155561
  • Purity ≥98%
  • MDL No. MFCD09995161
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅F₃N₂O₂
  • Molecular Weight 230.14
  • Synonym(s) 8-(Trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid monohydrochloride monohydrate
  • SMILES C1=CN2C=C(C(=O)O)N=C2C(=C1)C(F)(F)F

Description

8-(Trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid features a rigid fused heterocyclic core bearing a strongly electron-withdrawing trifluoromethyl group and a carboxylic acid functionality. This combination imparts enhanced solubility in polar solvents and facilitates direct conjugation in medicinal chemistry applications. The molecule exhibits bench-stable handling characteristics and serves as a key scaffold for targeted ligand development.

Application

8-(Trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid enables direct conjugation or derivatization. The scaffold exhibits robust bench stability and compatibility with standard coupling reactions, facilitating rapid access to diverse analogs in drug discovery campaigns.

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 : H315-H319-H335
Precautionary Statements : P280-P302+P352-P304+P340

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Computational Chemistry Data

  • TPSA   54.6
  • LogP   2.0513
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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