Sodium 3-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)-2,5-dioxoimidazolidin-1-ide
Basic information
- CAS
14663-23-1- Standard SMILES
O=C1N=C([O-])CN1N=Cc1ccc(-c2ccc([N+](=O)[O-])cc2)o1.[Na+]- InChIKey
KSRLIXGNPXAZHD-UHFFFAOYSA-M- Molecular formula
- C14H9N4NaO5
- Average molar mass
- 336.23 g/mol
- Monoisotopic mass
- 336.04706368
Names & identifiers
- Preferred name
- Sodium 3-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)-2,5-dioxoimidazolidin-1-ide
- IUPAC
- sodium 3-[[5-(4-nitrophenyl)furan-2-yl]methylideneamino]-2-oxo-4H-imidazol-5-olate
- English name
- Dantrolene sodium salt
- Molecular formula
- C14H11N4NaO5
- Molecular weight
- 337.24
Names & synonyms
Dantrolene NaSCHEMBL40892CHEMBL1725283SCHEMBL30646901sodium 3-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)-2,5-dioxoimidazolidin-1-ideHMS2231K09HMS3259L11HMS3369A09s5478NC00644PD003036NS00076310
Show more names
F-440DANTRIUMDantroloneSodiumSODIUM DANTROLENEdantorolenesodiumAantrolene SodiumDantrolene, sodium sDANTROLENE SODIUM SALTdantrolene sodium price
1-[(5-[p-Nitrophenyl]- furfurylidene)amino]hydantoinQ271063332,4-Imidazolidinedione, 1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]- sodium salt (1:1)
Database identifiers
- CAS
14663-23-1- PubChem CID
- 32731
- DTXSID
DTXSID4044585- ChEMBL
CHEMBL1725283
Properties
Computed structural properties
- Topological polar surface area
- 127 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 536
Physicochemical properties
- storage temp.
- Store at RT
- solubility
- Soluble in DMSO (up to 3 mg/ml)
- form
- Orange solid
- color
- Orange
- Merck
- 14 · 14,2816
- Stability
- 1 year · 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.
- InChI
- InChI=1S/C14H10N4O5.Na.H/c19-13-8-17(14(20)16-13)15-7-11-5-6-12(23-11)9-1-3-10(4-2-9)18(21)22;;/h1-7H,8H2,(H,16,19,20);;/b15-7+;;
- InChIKey
- KSRLIXGNPXAZHD-HAZZGOGXSA-M
- SMILES
- C(/C1=CC=C(C2C=CC(N(=O)=O)=CC=2)O1)=N\N1C(NC(=O)C1)=O.[NaH]
- CAS DataBase Reference
- 14663 · 14663-23-1(CAS DataBase Reference)
- FDA UNII
- 28 F0G1E0VF · 28F0G1E0VF
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 2 · 2
- RTECS
- 3875000 · MU3875000
- HS Code
- 2942 · 2942.00.3500
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 2
- rtecs
- MU3875000
- hs_code
- 2942.00.3500
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Applications
DescriptionDantrolene is an inhibitor of calcium release from the sarcoplasmic reticulum (IC50 = 0.3 μM). 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. 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). Formulations containing dantrolene have been used in the treatment of malignant hyperthermia.
UsesSkeletal muscle relaxant;Blocker of Ca2+ release
UsesDantrolene Sodium Salt is a skeletal muscle relaxant, which inhibits intracellular Ca 2+release from the sarcoplasmic reticulum.
Additional notes
DefinitionChEBI: The anhydrous sodium salt of dantrolene.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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