1-(Pyridin-4-yl)cyclopropanecarboxylic acid

Name: 1-(Pyridin-4-yl)cyclopropanecarboxylic acid
Brand: ChemScene
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CAS No. 920297-29-6
Cat. No. CS-W019739
Molecule weight163.17
Purity≥98%
MDL No.MFCD09864787

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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1-(Pyridin-4-yl)cyclopropanecarboxylic acid|CS-W019739

Structure of 920297-29-6

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General Information

CAS No. 920297-29-6
Cat. No. CS-W019739
Purity ≥98%
MDL No. MFCD09864787
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉NO₂
Molecular Weight 163.17
Synonym(s) 1-(pyridin-4-yl)cyclopropane-1-carboxylic acid
SMILES O=C(O)C1(CC1)C2=CC=NC=C2

Description

This cyclopropanecarboxylic acid derivative features a pyridin-4-yl group at the 1-position, delivering enhanced solubility and metabolic stability. The strained cyclopropane ring imparts unique conformational rigidity, while the carboxylic acid functionality enables straightforward derivatization. This structure supports efficient incorporation into bioactive scaffolds and medicinal chemistry campaigns.

Application

1-(Pyridin-4-yl)cyclopropanecarboxylic acid serves as a versatile building block in medicinal chemistry, enabling the incorporation of a rigid, electron-deficient cyclopropyl moiety adjacent to a pyridine ring. Its carboxylic acid functionality facilitates direct coupling reactions, amide formation, and derivatization under standard conditions. The molecule exhibits good bench stability and functional group tolerance, making it suitable for iterative synthesis workflows and scaffold diversification in drug discovery programs.

Synthesis

Route1
- In-stock
  
  28356-58-3
- 107-04-0
- ~%
- In-stock
  
  920297-29-6
References
- Breitenstein, Werner; Erhardt, Claus; Maibaum, Juergen Klaus; Ostermann, Nils; Zimmermann, Juerg; Masuya, Keiichi; Konishi, Kazuhide; Yokokawa, Fumiaki; Kanazawa, Takanori; Jacoby, Edgar; Marzinzik, Andreas; Grosche, Philipp; Kawakami, Shimpei Patent: US2009/233920 A1, 2009 ; Location in patent: Page/Page column 82 ;

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 50.19
LogP 1.1978
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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1-(Pyridin-4-yl)cyclopropanecarboxylic acid

CAS No. 920297-29-6

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