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1-(3-Chlorophenyl)cyclopentane-1-carboxylic acid

  • CAS No. 143328-21-6

  • Cat. No. CS-0044935
  • Purity≥98%
  • MDL No.MFCD03161248

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

1-(3-Chlorophenyl)cyclopentane-1-carboxylic acid|CS-0044935

Structure of 143328-21-6

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General Information

  • CAS No. 143328-21-6
  • Cat. No. CS-0044935
  • Purity ≥98%
  • MDL No. MFCD03161248
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₃ClO₂
  • Molecular Weight 224.68
  • Synonym(s) 1-(3-CHLOROPHENYL)CYCLOPENTANECARBOXYLIC ACID
  • SMILES O=C(C1(C2=CC=CC(Cl)=C2)CCCC1)O

Description

This cyclopentane carboxylic acid derivative features a 3-chlorophenyl group directly attached to the cyclopentane ring, delivering enhanced lipophilicity and metabolic stability. The electron-withdrawing chlorine substituent modulates reactivity and influences binding affinity in target-directed synthesis. Ideal for medicinal chemistry applications requiring rigid, aromatic-aliphatic scaffolds with tunable physicochemical properties.

Application

1-(3-Chlorophenyl)cyclopentane-1-carboxylic acid serves as a versatile building block for medicinal chemistry campaigns, enabling the construction of bioactive scaffolds through standard functional group transformations. Its cyclopentane core provides conformational rigidity, while the 3-chlorophenyl moiety offers enhanced lipophilicity and potential for π–π interactions. The carboxylic acid functionality facilitates derivatization via amide coupling, esterification, or salt formation, supporting downstream synthetic pathways in API development. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • Mndzhoyan, Sh. L.; Kramer, M. S.; Akopyan, S. G.; Grigoryan, M. M.; Ter-Zakharyan, Yu. Z.; et al. Pharmaceutical Chemistry Journal, 1992 , vol. 26, # 2 p. 169 - 173 Khimiko-Farmatsevticheskii Zhurnal, 1992 , vol. 26, # 2 p. 54 - 56
  • Route2

    References

    • Pharmaceutical Chemistry Journal, , vol. 26, # 2 p. 169 - 173 Khimiko-Farmatsevticheskii Zhurnal, , vol. 26, # 2 p. 54 - 56

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.2364
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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