• USA Home
  • B0753 - 2,3-Butanedione monoxime

B0753 Sigma-Aldrich

2,3-Butanedione monoxime


Synonym: BDM, Biacetyl monoxime, Diacetyl monoxime

  • CAS Number 57-71-6

  • Linear Formula CH3C(=NOH)COCH3

  • Molecular Weight 101.10

  •  Beilstein/REAXYS Number 605582

  •  EC Number 200-348-5

  •  MDL number MFCD00002116

  •  PubChem Substance ID 57653910

  •  NACRES NA.77



Related Categories B, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   200
assay   ≥98%
bp   185-186 °C (lit.)
mp   75-78 °C (lit.)
SMILES string   CC(=O)\C(C)=N\O
InChI   1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
Gene Information   human ... KCNB1(3745)



2,3-Butanedione monoxime has been used:
• in single-molecule myosin V motility assays
• as an anesthetic in the approach of imaging transgenic animals
• to reduce rigor tension in muscle fibres
• as a media component for mice cardiomyocytes culture


1 kg in poly bottle

25, 100, 500 g in poly bottle

Biochem/physiol Actions

2,3-Butanedione monoxime is inhibitor of ATP-sensitive K+ and Ca2+ channels.

DRK1 is a delayed rectifier (Kv2.1) cloned K+ channel from rat brain with consensus sites for protein kinase-dependent phosphorylation that might be expected to be functionally regulated by phosphorylation. 2,3-Butanedione monoxime (BDM) chemically removes phosphate groups from many proteins, and its action on DRK1 channels was examined after expression of DRK1 cRNA in Xenopus oocytes. In two-microelectrode voltage-clamp experiments, the application of 2,3-Butanedione monoxime to the bath inhibited DRK1 current (ki = 16.6 mM, H = 0.96) rapidly and reversibly, with a time course similar to the time course of solution change within the bath. DRK1 current was inhibited at all potentials; the time course of current activation, deactivation and inactivation were unaffected by 2,3-Butanedione monoxime. In inside-out patch-clamp experiments, the application of 2,3-Butanedione monoxime to the cytoplasmic surface similarly inhibited channel activity rapidly and reversibly (ki = 10.7 mM, H = 1.01) in the absence of rephosphorylating substrates. These results are inconsistent with a phosphatase effect, because such an effect should be irreversible in cell-free, ATP-free patches. Instead, the results suggest that 2,3-Butanedione monoxime can inhibit DRK1 channels directly from inside or outside of the membrane.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number
Protocols & Articles


Discover Bioactive Small Molecules for Ion Channels Research

Ion transport across the relatively impermeable lipid bilayer of the cell membrane is accomplished via membrane proteins known as ion channels, pumps and transporters. Ion channels are gated pores an...
Keywords: Biological processes, Cell signaling, Diseases, Hormones, Ligands, Neurotransmitters

Peer-Reviewed Papers


Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?