Pyrazolo[1,5-a]pyridin-5-ol

Name: Pyrazolo[1,5-a]pyridin-5-ol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 156969-42-5
Cat. No. CS-0139729
Purity≥95%
MDL No.MFCD08272053

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 156969-42-5

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General Information

CAS No. 156969-42-5
Cat. No. CS-0139729
Purity ≥95%
MDL No. MFCD08272053
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆N₂O
Molecular Weight None
Synonym(s) 1H-pyrazolo[1,5-a]pyridin-5-one
SMILES OC1=CC2=CC=NN2C=C1

Description

Pyrazolo[1,5-a]pyridin-5-ol delivers a rigid, nitrogen-rich heterocyclic scaffold with enhanced solubility and stability under standard conditions. This core integrates readily into bioactive molecule design, offering strategic points for functionalization at the pyridine and pyrazole rings. The phenolic hydroxyl group enables direct coupling or metal coordination, enhancing versatility in medicinal chemistry and materials applications.

Application

Pyrazolo[1,5-a]pyridin-5-ol serves as a versatile heterocyclic scaffold in medicinal chemistry, enabling efficient access to bioactive compounds through its inherent stability and functional group compatibility. The phenolic hydroxyl group facilitates direct derivatization or metal-catalyzed coupling reactions, while the fused pyrazole-pyridine core provides a rigid, planar framework ideal for target-directed synthesis. Its bench-stable nature and predictable reactivity make it well-suited for high-throughput screening campaigns and process-scale applications.

Synthesis

Route1
- 99446-31-8
- ~73%
- In-stock
  
  156969-42-5
References
- SCHWARZ PHARMA AG Patent: EP1972628 A1, 2008 ; Location in patent: Page/Page column 29 ; EP 1972628 A1
Route2
- In-stock
  
  99446-53-4
- ~88%
- In-stock
  
  156969-42-5
References
- Kendall, Jackie D.; O'Connor, Patrick D.; Marshall, Andrew J.; Frederick, Raphael; Marshall, Elaine S.; Lill, Claire L.; Lee, Woo-Jeong; Kolekar, Sharada; Chao, Mindy; Malik, Alisha; Yu, Shuqiao; Chaussade, Claire; Buchanan, Christina; Rewcastle, Gordon W.; Baguley, Bruce C.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Denny, William A.; Shepherd, Peter R. Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 1 p. 69 - 85
Route3
- 866216-17-3
- ~80%
- In-stock
  
  156969-42-5
References
- Elsner, Jan; Boeckler, Frank; Heinemann, Frank W.; Huebner, Harald; Gmeiner, Peter Journal of Medicinal Chemistry, 2005 , vol. 48, # 18 p. 5771 - 5779

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.53
LogP 1.0399
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

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Pyrazolo[1,5-a]pyridin-5-ol

CAS No. 156969-42-5

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