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5H-Cyclopenta[c]pyridin-7(6H)-one

  • CAS No. 51907-18-7

  • Cat. No. CS-0054905
  • Purity≥96%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

5H-Cyclopenta[c]pyridin-7(6H)-one|CS-0054905

Structure of 51907-18-7

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General Information

  • CAS No. 51907-18-7
  • Cat. No. CS-0054905
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO
  • Molecular Weight 133.15
  • Synonym(s) 5,6-Dihydro-[2]pyrindin-7-one
  • SMILES O=C1CCC2=C1C=NC=C2

Description

5H-Cyclopenta[c]pyridin-7(6H)-one is a rigid, electron-deficient heterocycle featuring a fused bicyclic core with a lactam-like carbonyl. This scaffold integrates seamlessly into medicinal chemistry campaigns targeting kinase inhibition and CNS-penetrant small molecules. The planar structure enhances π-stacking interactions, while the amide-like functionality enables hydrogen bonding in protein-ligand interfaces.

Application

5H-Cyclopenta[c]pyridin-7(6H)-one serves as a versatile heterocyclic building block in medicinal chemistry, offering a rigid, planar scaffold with defined hydrogen-bonding capacity via its carbonyl and NH functionalities. Its stability under standard reaction conditions enables direct functionalization at the 3- and 5-positions, facilitating access to diverse analogs through palladium-catalyzed cross-couplings and electrophilic substitutions. The core structure functions as a key motif in kinase inhibitor development and other bioactive molecule architectures.

Safety Information

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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   29.96
  • LogP   1.2105
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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