Pyrazolo[1,5-a]pyridin-3-amine

Name: Pyrazolo[1,5-a]pyridin-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 137837-55-9
Cat. No. CS-0005376
Molecule weight133.15
Purity≥96%
MDL No.MFCD06739231

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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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Pyrazolo[1,5-a]pyridin-3-amine|CS-0005376

Structure of 137837-55-9

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General Information

CAS No. 137837-55-9
Cat. No. CS-0005376
Purity ≥96%
MDL No. MFCD06739231
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇N₃
Molecular Weight 133.15
Synonym(s) PYRAZOLO[1,5-A]PYRIDIN-3-YLAMINE
SMILES NC1=C2C=CC=CN2N=C1

Description

Pyrazolo[1,5-a]pyridin-3-amine delivers a rigid, electron-rich heterocyclic scaffold ideal for medicinal chemistry applications. This nitrogen-dense framework integrates seamlessly into kinase inhibitors and targeted therapeutics, offering enhanced binding affinity through complementary hydrogen bonding and π-stacking interactions. The amine functionality enables straightforward derivatization, while the fused ring system confers metabolic stability and favorable solubility profiles under standard conditions.

Application

Pyrazolo[1,5-a]pyridin-3-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of kinase inhibitors and other bioactive scaffolds. Its nitrogen-rich framework offers strong hydrogen-bonding capacity and favorable pharmacokinetic properties. The amine functionality facilitates straightforward derivatization via acylation, alkylation, or coupling reactions, while the core structure exhibits good bench stability and compatibility with standard synthetic protocols.

Synthesis

Route1
- 19363-97-4
- ~75%
- In-stock
  
  137837-55-9
References
- Fu, Jian-Min Patent: US2004/2511 A1, 2004 ; Location in patent: Page 22 ; US 20040002511 A1
Route2
- 1198408-31-9
- ~%
- In-stock
  
  137837-55-9
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 21 p. 6122 - 6126

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-P280-P302+P352

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Computational Chemistry Data

TPSA 43.32
LogP 0.9165
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

Key Words

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Pyrazolo[1,5-a]pyridin-3-amine

CAS No. 137837-55-9

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