31550

2,3-Butanedione monoxime

for spectrophotometric det. of urea, ≥99.0%

• Synonym(s): BDM, Biacetyl monoxime, Diacetyl monoxime
• Linear Formula: CH₃C(=NOH)COCH₃
• CAS Number: 57-71-6
• Molecular Weight: 101.10
• Beilstein/REAXYS Number: 605582
• EC Number: 200-348-5
• MDL number: MFCD00002116
• UNSPSC Code: 41116105
• PubChem Substance ID: 329753805
• NACRES: NA.21

Properties

• Quality Level: 100
• assay: ≥98.0% (N); ≥99.0%
• form: solid
• quality: for spectrophotometric det. of urea
• technique(s): UV/Vis spectroscopy: suitable
• ign. residue: ≤0.05% (as SO₄)
• bp: 185-186 °C (lit.)
• mp: 75-76 °C; 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+
• InChI key: FSEUPUDHEBLWJY-HWKANZROSA-N

Description

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.

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).

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.

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)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)