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CS-W001157 4
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3-Bromopyruvic acid

  • CAS No. 1113-59-3

  • Cat. No. CS-5517
  • Molecule weight166.96
  • Purity≥97%
  • MDL No.MFCD00002587

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

3-Bromopyruvic acid|CS-5517

Structure of 1113-59-3

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General Information

  • CAS No. 1113-59-3
  • Cat. No. CS-5517
  • Purity ≥97%
  • MDL No. MFCD00002587
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃BrO₃
  • Molecular Weight 166.96
  • Synonym(s) Bromopyruvic acid; 3-BrPA; Hexokinase II Inhibitor II, 3-BP
  • SMILES O=C(O)C(CBr)=O

Description

3-Bromopyruvic acid is a potent electrophilic metabolite analog featuring a bromine-substituted α-keto acid core. This compound integrates readily into glycolytic pathways, selectively targeting cysteine residues in key metabolic enzymes. Its high reactivity enables efficient inhibition of thiol-dependent dehydrogenases, making it valuable for probing cellular energy metabolism and developing targeted anticancer strategies.

Application

3-Bromopyruvic acid serves as a versatile α-halo ketone building block for nucleophilic substitution and conjugate addition reactions. Its reactive bromine substituent enables efficient functionalization at the C3 position, facilitating access to substituted pyruvates and heterocyclic scaffolds. The compound exhibits sufficient bench stability for handling in standard organic synthesis workflows and is compatible with various protecting group strategies. Functions effectively in Michael additions, halogen-metal exchange, and transition metal-catalyzed coupling protocols.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P280-P301+P330+P331-P304+P340

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   0.035
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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