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203984

Sigma-Aldrich

2,3-Butanedione 2-Monoxime

An inhibitor of skeletal and cardiac muscle contraction.

Synonym(s):

2,3-Butanedione 2-Monoxime, BDM

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2
CAS Number:
Molecular Weight:
101.10
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

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

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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