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2-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-5-one

  • CAS No. 1092301-56-8

  • Cat. No. CS-0139095
  • Molecule weight167.59
  • Purity≥98%
  • MDL No.MFCD11557189

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

2-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-5-one|CS-0139095

Structure of 1092301-56-8

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General Information

  • CAS No. 1092301-56-8
  • Cat. No. CS-0139095
  • Purity ≥98%
  • MDL No. MFCD11557189
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClNO
  • Molecular Weight 167.59
  • Synonym(s) 2-chloro-6,7-dihydrocyclopenta[b]pyridin-5-one
  • SMILES O=C1C2=CC=C(Cl)N=C2CC1

Description

2-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-5-one is a heterocyclic scaffold featuring a chlorinated pyridinone core with fused cyclopentane geometry. This rigid, electron-deficient system serves as a key building block in medicinal chemistry, offering enhanced metabolic stability and defined spatial orientation for targeted ligand design. The carbonyl group enables diverse functionalization, while the chlorine substituent provides favorable electronic and steric properties for structure-activity optimization.

Application

2-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-5-one serves as a versatile scaffold for medicinal chemistry and heterocyclic synthesis, enabling efficient access to fused pyridine architectures. The molecule exhibits bench stability and functions as a key building block in the construction of bioactive heterocycles, with the chloro substituent facilitating downstream functionalization via palladium-catalyzed cross-coupling reactions. Its core structure supports diverse derivatization while maintaining compatibility with standard synthetic protocols.

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   1.8639
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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