203984

2,3-Butanedione 2-Monoxime

An inhibitor of skeletal and cardiac muscle contraction.

• Synonym(s): 2,3-Butanedione 2-Monoxime, BDM
• Empirical Formula (Hill Notation): C₄H₇NO₂
• CAS Number: 57-71-6
• Molecular Weight: 101.10
• MDL number: MFCD00002116
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (GC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: white to off-white
• solubility: methanol: 100 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
• InChI key: FSEUPUDHEBLWJY-HWKANZROSA-N

Description

General description

An inhibitor of skeletal and cardiac muscle contraction. A "chemical phosphatase" that dephosphorylates acetylcholinesterase poisoned with organophosphates. Inhibits Ca²⁺ currents in adult rat cervical ganglion in a reversible and dose-dependent manner (IC₅₀ = 18.3 nM). Also shown to induce Ca²⁺ release from canine cardiac sarcoplasmic reticulum (SR).

An inhibitor of skeletal and cardiac muscle contraction. A general reversible inhibitor of myosin ATPase in eukaryotes. A “chemical phosphatase,” which dephosphorylates acetylcholinesterase poisoned with organophosphates. Inhibits Ca²⁺ currents in adult rat cervical ganglion in a reversible and dose-dependent manner (IC₅₀ = 18.3 nM). Also shown to induce Ca²⁺ release from canine cardiac sarcoplasmic reticulum (SR).

Biochem/physiol Actions

Cell permeable: no

Primary Target
Ca²⁺ currents in adult rat cervical ganglion in a reversible and dose-dependent manner

Product does not compete with ATP.

Reversible: yes

Target IC₅₀: 18.3 nM inhibiting Ca2+ currents in adult rat cervical ganglion in a reversible and dose-dependent manner

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Phillips, R.M., and Altschuld, R.A. 1996. Biochem. Biophys. Res. Commun.229, 154.
Sellin, L.C., and McArdle, J.J. 1994. Pharmacol. Toxicol.74, 305.
Zhu, Y., and Ikeda, S.R. 1993. Neurosci.Lett. 155, 24.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable