Imidazo[1,2-a]pyridine-3-carboxylic acid

Name: Imidazo[1,2-a]pyridine-3-carboxylic acid
Brand: ChemScene
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CAS No. 6200-60-8
Cat. No. CS-W002822
Molecule weight162.15
Purity≥95%
MDL No.MFCD01720458

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Imidazo[1,2-a]pyridine-3-carboxylic acid|CS-W002822

Structure of 6200-60-8

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General Information

CAS No. 6200-60-8
Cat. No. CS-W002822
Purity ≥95%
MDL No. MFCD01720458
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O₂
Molecular Weight 162.15
Synonym(s) N~2~-(methylsulfonyl)-N-[4-(propan-2-yl)phenyl]-N~2~-[3-(trifluoromethyl)phenyl]glycinamide
SMILES OC(=O)c1cnc2n1cccc2

Description

Imidazo[1,2-a]pyridine-3-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 3-position, enabling direct integration into bioactive molecules. This scaffold exhibits enhanced metabolic stability and favorable solubility profiles under standard conditions, facilitating its use in medicinal chemistry campaigns targeting kinase inhibition and receptor modulation.

Application

Imidazo[1,2-a]pyridine-3-carboxylic acid serves as a versatile scaffold for medicinal chemistry and catalytic synthesis. Its fused heterocyclic core exhibits robust bench stability and functions as a key building block in the construction of bioactive molecules. The carboxylic acid group enables straightforward derivatization via amide coupling, esterification, or salt formation, facilitating downstream conjugation and purification. This compound demonstrates excellent functional group tolerance and compatibility with standard synthetic protocols, making it well-suited for high-throughput screening and process development.

Synthesis

Route1
- 504-29-0
- ~%
- In-stock
  
  6200-60-8
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 5 p. 1870 - 1873
Route2
- In-stock
  
  123531-52-2
- ~%
- In-stock
  
  6200-60-8
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 5 p. 1870 - 1873

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 54.6
LogP 1.0325
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Imidazo[1,2-a]pyridine-3-carboxylic acid

CAS No. 6200-60-8

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