Identification | More | [Name]
Dantrolene sodium salt | [CAS]
14663-23-1 | [Synonyms]
1-[[[5-(4-NITROPHENYL)-2-FURANYL]METHYLENE]AMINO]-2,4-IMIDAZOLINEDIONE SODIUM SALT 1-[[[5-(4-NITROPHENYL)-2-FURANYL]-METHYLENE]IMINO]2,4-IMIDAZOLIDINEDIONE SODIUM SALT 1-[(5-[P-NITROPHENYL]FURFURYLIDENE)-AMINO]HYDANTOIN SODIUM SALT DANTRIUM DANTROLENE NA DANTROLENE SODIUM DANTROLENE SODIUM SALT SODIUM DANTROLENE 1-((5-(p-nitrophenyl)furfurylidene)amino)hydantoinsodium 1-((5-(p-nitrophenyl)furfurylidene)amino)-hydantoisodiumsalt 4-imidazolidinedione,1-(((5-(4-nitrophenyl)-2-furanyl)methylene)amino)-s dantorolenesodium 1-[[5-(4-nitrophenyl)furfurylidene]amino]imidazolidine-2,4-dione, sodium salt Dantrium(Sodiumdantrolene) 1-[5-(-4-Nitrophenyl)furfurylideneamino]imidazolidine-2,4-dione sodium 1-[[[5-(4-Nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidinedione sodium salt 1-[[[5-(4-Nitrophenyl)-2-furyl]methylene]amino]-3-sodio-2,4-imidazolidinedione 1-[[5-(p-Nitrophenyl)furfurylidene]amino]-3-sodiohydantoin F-440 | [EINECS(EC#)]
238-706-8 | [Molecular Formula]
C14H9N4NaO5 | [MDL Number]
MFCD00079130 | [Molecular Weight]
336.23 | [MOL File]
14663-23-1.mol |
Chemical Properties | Back Directory | [storage temp. ]
Store at RT | [solubility ]
Soluble in DMSO (up to 3 mg/ml) or in a 1 | [form ]
Orange solid | [color ]
Orange | [Merck ]
14,2816 | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or DMF/ethanol may be stored at -20°C for up to 1 month. | [InChIKey]
KSRLIXGNPXAZHD-HAZZGOGXSA-M | [CAS DataBase Reference]
14663-23-1(CAS DataBase Reference) |
Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
2
| [RTECS ]
MU3875000
| [HS Code ]
2942.00.3500 |
Hazard Information | Back Directory | [Description]
Dantrolene is an inhibitor of calcium release from the sarcoplasmic reticulum (IC50 = 0.3 μM).1 It binds to sarcoplasmic reticulum vesicles isolated from normal and malignant hyperthermia-susceptible (MHS) pigs with Kd values of 0.3 and 0.09 μM, respectively. Dantrolene reduces spontaneous calcium wave frequency and amplitude in the presence of calmodulin in isolated mouse cardiomyocytes with IC50 values of 0.42 and 0.19 μM, respectively.2 It reduces the magnitude of electrically stimulated twitch tensions in isolated rat extensor digitorum longus and soleus muscles (IC50 = 3 μg/ml) and MHS pigs (ED50 = 0.85 mg/kg).3,4 Formulations containing dantrolene have been used in the treatment of malignant hyperthermia. | [Chemical Properties]
mp 279-280C 3415821 | [Uses]
Skeletal muscle relaxant;Blocker of Ca2+ release | [Definition]
ChEBI: The anhydrous sodium salt of dantrolene. | [Brand name]
Dantrium (Procter & Gamble). | [Biological Activity]
Inhibits release of Ca 2+ from sarcoplasmic reticulum via inhibition of ryanodine receptor (RYR) channels. Displays selectivity for RYR1 and RYR3 over RYR2. Protective against the effects of a variety of conditions and agents, including excitatory amino acids. Skeletal muscle relaxant and neuroprotectant. | [storage]
Store at -20°C | [References]
1) Zhao?et al.?(2001),?Dantrolene inhibition of ryanodine receptor Ca2+ release channels. Molecular mechanism and isoform selectivity; J. Biol. Chem.,?276?13810
2) Frandsen and Schousboe (1992),?Mobilization of dantrolene-sensitive intracellular calcium pools is involved in the cytotoxicity induced by quisqualate and N-methyl-D-aspartate but not by 2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionate and kainite in cultured cerebral cortical neurons; Proc. Natl. Acad. Sci. USA,?89?2590
3) Muehlschlegel and Sims (2009),?Dantrolene: mechanisms of neuroprotection and possible clinical applications in the neurointensive care unit; Neuro. Crit. Care,?10?103
4) Lu?et al.?(2014),?A calcium-dependent protease as a potential therapeutic target for Wolfram syndrome; Proc. Natl. Acad. Sci. USA,?111?E5292 |
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