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Fórmula lineal:
CH3C(=NOH)COCH3
Número CAS:
Peso molecular:
101.10
UNSPSC Code:
41116105
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-348-5
Beilstein/REAXYS Number:
605582
MDL number:
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Permítanos ayudarleInChI key
FSEUPUDHEBLWJY-HWKANZROSA-N
InChI
1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
SMILES string
CC(=O)\C(C)=N\O
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.)
Quality Level
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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.
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)
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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W.B. Guenther
Analytical Letters, 12A, 1305-1305 (1979)
2, 3-Butanedione monoxime (BDM) as a myosin inhibitor.
Ostap EM.
Journal of Muscle Research and Cell Motility, 23 (4), 305-308 (2002)
Improvements on the Prescott-Jones method for the colorimetric analysis of ureido compounds.
D B Shindler et al.
Analytical biochemistry, 97(2), 421-422 (1979-09-01)
Chang Liu et al.
Molecular plant, 11(11), 1389-1399 (2018-10-09)
The process of pollen germination is crucial for flowering plant reproduction, but the mechanisms through which pollen grains establish polarity and select germination sites are not well understood. In this study, we report that a formin family protein, AtFH5, is localized
Multiple Effects of 2, 3-Butanedione Monoxime.
Sellin LC and McArdle JJ/
Pharmacology & Toxicology, 74 (4-5), 305-313 (1994)
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