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

Name: Imidazo[1,2-a]pyridine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 64951-08-2
Cat. No. CS-W008320
Purity≥97%
MDL No.MFCD03419462

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Imidazo[1,2-a]pyridine-2-carboxylic acid|CS-W008320

Structure of 64951-08-2

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General Information

CAS No. 64951-08-2
Cat. No. CS-W008320
Purity ≥97%
MDL No. MFCD03419462
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O₂
Molecular Weight 162.15
Synonym(s) None
SMILES O=C(C1=CN2C=CC=CC2=N1)O

Description

Imidazo[1,2-a]pyridine-2-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 2-position, enabling direct incorporation into bioactive molecules. This scaffold combines enhanced metabolic stability with favorable hydrogen-bonding capacity, making it valuable for medicinal chemistry applications involving target-directed ligand design and drug discovery.

Application

Imidazo[1,2-a]pyridine-2-carboxylic acid serves as a versatile scaffold in medicinal chemistry, enabling efficient access to biologically active heterocycles. Its carboxylic acid functionality facilitates direct coupling reactions and derivatization under standard conditions. The fused imidazo[1,2-a]pyridine core exhibits good bench stability and functional group tolerance, making it well-suited for modular synthesis of drug-like molecules and high-throughput screening libraries.

Synthesis

Route1
- In-stock
  
  38922-77-9
- ~72%
- In-stock
  
  64951-08-2
References
- Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar Patent: US2010/160323 A1, 2010 ; Location in patent: Page/Page column 31 ; US 20100160323 A1
Route2
- 504-29-0
- ~%
- In-stock
  
  64951-08-2
References
- Journal of Medicinal Chemistry, , vol. 46, # 18 p. 3914 - 3929

Safety Information

Download SDS

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 : P261-P264-P271-P280-P302+P352

Quality Control

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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-2-carboxylic acid

CAS No. 64951-08-2

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