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Dantrolene

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Name

Dantrolene

EINECS 230-684-8
CAS No. 7261-97-4 Density 1.57 g/cm3
PSA 120.73000 LogP 2.53040
Solubility N/A Melting Point 279-280°
Formula C14H10 N4 O5 Boiling Point 453.94°C (rough estimate)
Molecular Weight 314.257 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Questionable human carcinogen producing Hodgkin's disease. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 7261-97-4 (Dantrolene) Hazard Symbols N/A
Synonyms

Hydantoin,1-[[5-(p-nitrophenyl)furfurylidene]amino]- (8CI); 1-[[5-(p-Nitrophenyl)furfurylidene]amino]hydantoin;Dantrolene; F 368

Article Data 10

Dantrolene Chemical Properties

Empirical Formula of Dantrolene (CAS NO.7261-97-4): : C14H10N4O5
Structure of Dantrolene (CAS NO.7261-97-4):
          
Molecular Weight: 314.253 
EINECS: 230-684-8 
Index of Refraction: 1.715
Density: 1.57 g/cm3
IUPAC Name: 1-[(E)-[5-(4-Nitrophenyl)furan-2-yl]methylideneamino]imidazolidine-2,4-dione
Canonical SMILES: C1C(=O)NC(=O)N1N=CC2=CC=C(O2)C3=CC=C(C=C3)[N+](=O)[O-]
Isomeric SMILES: C1C(=O)NC(=O)N1/N=C/C2=CC=C(O2)C3=CC=C(C=C3)[N+](=O)[O-]
InChI: InChI=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)/b15-7+
InChIKey: OZOMQRBLCMDCEG-VIZOYTHASA-N

Dantrolene History

 Dantrolene (CAS NO.7261-97-4) was first described in the scientific literature in 1967, proposed as a new class of muscle relaxant, and it was widely used in the management of spasticity and reported in a landmark 1975 article published in the British Journal of Anaesthesia.Its efficacy in humans was later confirmed in a large, multicenter study published in 1982.

Dantrolene Uses

 Dantrolene (CAS NO.7261-97-4) is the only specific and effective treatment for malignant hyperthermia, a rare, life-threatening disorder triggered by general anesthesia, and is also used in the management of neuroleptic malignant syndrome, muscle spasticity, serotonin syndrome, ecstasy intoxication, and 2,4-dinitrophenol poisoning.

Dantrolene Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous > 7gm/kg (7000mg/kg)   Journal of Medicinal Chemistry. Vol. 21, Pg. 127, 1978.

Dantrolene Safety Profile

Questionable human carcinogen producing Hodgkin's disease. When heated to decomposition it emits toxic fumes of NOx.

Dantrolene Specification

 Dantrolene ,its cas register number is 7261-97-4. It also can be called Dantrium ; Hydantoin, 1-((5-(p-nitrophenyl)furfurylidene)amino)- ; and 2,4-Imidazolidinedione, 1-(((5-(4-nitrophenyl)-2-furanyl)methylene)amino)- . It gave positive results in animal high dose studies regarding mutagenicity and carcinogenity.And it depresses excitation-contraction coupling in skeletal muscle by binding to the ryanodine receptor, and decreasing intracellular calcium concentration. Dantrolene (CAS NO.7261-97-4) should not be given to breastfeeding mothers.

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