Dantrolene

CAS No:
7261-97-4 Category:
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Product Details:

  • CAS No: 7261-97-4
  • AHFC code: 12:20.0
  • Synonyms: Dantrolene Sodium Dantroleno [INN-Spanish] Dantrolenum [INN-Latin]
  • ATC Code: M03CA01
  • Chemical Formula: C22H29FO5
  • Molecular Weight: 314.253
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB01219 (APRD00901)
  • SMILES: [O-][N+](=O)C1=CC=C(C=C1)C1=CC=C(O1)C=NN1CC(=O)NC1=O
  • InChl: OZOMQRBLCMDCEG-VIZOYTHASA-N
  • PubChem: 2952
  • IUPAC: 1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

Additional Details

Indication:
For use, along with appropriate supportive measures, for the management of the fulminant hypermetabolism of skeletal muscle characteristic of malignant hyperthermia crises in patients of all ages. Also used preoperatively, and sometimes postoperatively, to prevent or attenuate the development of clinical and laboratory signs of malignant hyperthermia in individuals judged to be malignant hyperthermia susceptible.
Pharmacodynamics:
Mode of Action:
Dantrolene depresses excitation-contraction coupling in skeletal muscle by binding to the ryanodine receptor 1, and decreasing intracellular calcium concentration. Ryanodine receptors mediate the release of calcium from the sarcoplasmic reticulum, an essential step in muscle contraction.
Metabolism:
Hepatic, most likely by hepatic microsomal enzymes. Its major metabolites in body fluids are 5-hydroxydantrolene and an acetylamino metabolite of dantrolene. Another metabolite with an unknown structure appears related to the latter. Dantrium may also undergo hydrolysis and subsequent oxidation forming nitrophenylfuroic acid.
Toxicity:
Oral LD50 in rats is 7400 mg/kg. Symptoms which may occur in case of overdose include, but are not limited to, muscular weakness and alterations in the state of consciousness (e.g., lethargy, coma), vomiting, diarrhea, and crystalluria.
General Reference:
Krause T, Gerbershagen MU, Fiege M, Weisshorn R, Wappler F: Dantroleneãa review of its pharmacology, therapeutic use and new developments. Anaesthesia. 2004 Apr;59(4):364-73. Pubmed
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