CHEBI:4317 - dantrolene

ChEBI IDCHEBI:4317
ChEBI Namedantrolene
Stars
DefinitionThe hydrazone resulting from the formal condensation of 5-(4-nitrophenyl)furfural with 1-aminohydantoin. A ryanodine receptor antagonist used for the relief of chronic severe spasticity and malignant hyperthermia.
Last Modified25 February 2020
DownloadsMolfile
FormulaC14H10N4O5
Net Charge0
Average Mass314.257
Monoisotopic Mass314.06512
SMILES[H]C(=NN1CC(=O)NC1=O)c1ccc(-c2ccc([N+](=O)[O-])cc2)o1
InChIInChI=1S/C14H10N4O5/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)
InChIKeyOZOMQRBLCMDCEG-UHFFFAOYSA-N
Roles Classification
Biological Role:
ryanodine receptor antagonist  A ryanodine receptor modulator which deactivates the receptor.
Applications:
muscle relaxant  A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
dantrolene (CHEBI:4317) has role muscle relaxant (CHEBI:51371)
dantrolene (CHEBI:4317) has role neuroprotective agent (CHEBI:63726)
dantrolene (CHEBI:4317) has role ryanodine receptor antagonist (CHEBI:146223)
dantrolene (CHEBI:4317) is a hydrazone (CHEBI:38532)
dantrolene (CHEBI:4317) is a imidazolidine-2,4-dione (CHEBI:24628)
dantrolene (CHEBI:4317) is conjugate acid of dantrolene(1−) (CHEBI:59697)
Incoming Relation(s)
dantrolene(1−) (CHEBI:59697) is conjugate base of dantrolene (CHEBI:4317)
IUPAC Name 
1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione
INNs  Source
dantrolenoChemIDplus
dantrolenumChemIDplus
dantroleneChemIDplus
Synonyms  Source
DantroleneKEGG COMPOUND
1-((5-(p-nitrophenyl)furfurylidene)amino)hydantoinChemIDplus
Manual XrefsDatabases
C06939KEGG COMPOUND
D02347KEGG DRUG
DB01219DrugBank
NL6612588Patent
US3415821Patent
LSM-3823LINCS
Registry NumbersSources
Beilstein:705189Beilstein
CAS:7261-97-4KEGG COMPOUND
CAS:7261-97-4ChemIDplus
Citations