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1-(2-Bromophenyl)cyclopropanecarboxylic acid

  • CAS No. 124276-87-5

  • Cat. No. CS-0044907
  • Purity≥95%
  • MDL No.MFCD07374434

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

1-(2-Bromophenyl)cyclopropanecarboxylic acid|CS-0044907

Structure of 124276-87-5

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General Information

  • CAS No. 124276-87-5
  • Cat. No. CS-0044907
  • Purity ≥95%
  • MDL No. MFCD07374434
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrO₂
  • Molecular Weight 241.08
  • Synonym(s) OTAVA-BB 1287301
  • SMILES O=C(C1(C2=CC=CC=C2Br)CC1)O

Description

1-(2-Bromophenyl)cyclopropanecarboxylic acid features a brominated aromatic ring fused to a strained cyclopropane scaffold, delivering enhanced metabolic stability and targeted bioactivity. This rigid, electron-deficient architecture facilitates selective interactions in medicinal chemistry applications, particularly in kinase inhibition and CNS-targeted drug discovery. The carboxylic acid moiety enables direct derivatization for conjugation or salt formation, improving solubility and pharmacokinetic profiles under standard conditions.

Application

1-(2-Bromophenyl)cyclopropanecarboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of biologically relevant heterocyclic scaffolds. Its cyclopropyl carboxylic acid moiety offers enhanced metabolic stability and conformational rigidity, while the ortho-bromophenyl group facilitates palladium-catalyzed cross-coupling reactions. The compound exhibits bench stability and is compatible with standard purification methods, making it suitable for iterative synthesis workflows.

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   37.3
  • LogP   2.5653
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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