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2,3-Butanedione monoxime

SIAL/31550 - for spectrophotometric det. of urea, ≥99.0%

Synonym: BDM; Biacetyl monoxime; Diacetyl monoxime

CAS Number: 57-71-6
Empirical Formula (Hill Notation): C4H7NO2
Molecular Weight: 101.10
EC Number: 200-348-5
MDL Number: MFCD00002116
Linear Formula: CH3C(=NOH)COCH3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-31550-25G 25 g
$71.00
1/EA
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45-31550-100G 100 g
$248.00
1/EA
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45-31550-500G 500 g
$1240.00
1/EA
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assay ≥98.0% (N)
  ≥99.0%
bp 185-186 °C (lit.)
form solid
ign. residue ≤0.05% (as SO4)
InChI 1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
InChI key FSEUPUDHEBLWJY-HWKANZROSA-N
mp 75-76 °C
  75-78 °C (lit.)
quality for spectrophotometric det. of urea
Quality Level 100 
SMILES string CC(=O)C(C)=NO
technique(s) UV/Vis spectroscopy: suitable
Analysis Note: Solubility:
0.5 g are completely soluble and give a clear solution in 10 mL water or also in 10 mL ethanol.
Sensitivity test:
0.05 mg urea in 3 mL water and 5 mL conc. HCl together with a 3% solution in water of diacetylmonoxime heated on a water bath for 10 minutes give a light yellow color.
Application:

  • A novel method to extend viability and functionality of living heart slices.: This research introduces a novel application of 2,3-Butanedione monoxime for prolonging the functional lifespan of cardiac tissue samples in experimental settings, offering insights into cardiac biology and potential therapeutic targets (Ross et al., 2023 ).

  • Molecular Mechanisms of Deregulation of Muscle Contractility Caused by the R168H Mutation in TPM3 and Its Attenuation by Therapeutic Agents.: The study utilizes 2,3-Butanedione monoxime to investigate the molecular pathways affected by genetic mutations in muscle contractility, contributing to the understanding of muscle disorders and their management (Karpicheva et al., 2023 ).

  • Generation of myocyte agonal Ca(2+) waves and contraction bands in perfused rat hearts following irreversible membrane permeabilisation.: Research employing 2,3-Butanedione monoxime investigates its role in inducing specific cellular events in cardiac cells under stress, highlighting its potential in studies of heart disease mechanisms and therapies (Morishita et al., 2023 ).


General description: 2,3-Butanedione Monoxime (BDM) is also known as diacetyl monoxime, it is also a nucleophilic agent and it can dephosphorylates acetylcholinesterase poisoned with organophosphates. It is also a well-characterized, non-competitive inhibitor of skeletal muscle myosin-II, where it inhibits the chemical and motile activity.
Other Notes: Reagent for the colorimetric determination of urea and ureido-compounds; Spectrometric reagent for Co(II), Ni(II), Pd(II) and Re(VII); Reagent for the gravimetric determination of Ni(II)
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98.0% (N); ≥99.0%
bp 185-186 °C (lit.)
mp 75-76 °C; 75-78 °C (lit.)
UNSPSC 41116105

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