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Substance Name: Dantrolene [USAN:INN:BAN]
RN: 7261-97-4
UNII: F64QU97QCR
InChIKey: OZOMQRBLCMDCEG-VIZOYTHASA-N

Note

  • Skeletal muscle relaxant that acts by interfering with excitation-contraction coupling in the muscle fiber. It is used in spasticity and other neuromuscular abnormalities. Although the mechanism of action is probably not central, dantrolene is usually grouped with the central muscle relaxants.

Molecular Formula

  • C14-H10-N4-O5

Molecular Weight

  • 314.256
 

Classification Codes

  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Muscle Relaxants, Central
  • Neuromuscular Agents
  • Peripheral Nervous System Agents
  • Relaxant (Skeletal Muscle)
  • Tumor Data

Names and Synonyms

Name of Substance

  • Dantrolene
  • Dantrolene [USAN:INN:BAN]

MeSH Heading

  • Dantrolene

Synonyms

  • 1-(((5-(4-Nitrophenyl)-2-furanyl)methylene)amino)-2,4-imidazolidinedione
  • 1-((5-(p-Nitrophenyl)furfurylidene)amino)hydantoin
  • 5-24-05-00226 (Beilstein Handbook Reference)
  • BRN 0705189
  • Dantrolene
  • Dantroleno
  • Dantroleno [INN-Spanish]
  • Dantrolenum
  • Dantrolenum [INN-Latin]
  • EINECS 230-684-8
  • F 368
  • F-368
  • HSDB 3050
  • Hydantoin, 1-((5-(p-nitrophenyl)furfurylidene)amino)-
  • Ryanodex
  • UNII-F64QU97QCR

Systematic Names

  • 2,4-Imidazolidinedione, 1-(((5-(4-nitrophenyl)-2-furanyl)methylene)amino)-
  • Dantrolene
  • Hydantoin, 1-((5-(p-nitrophenyl)furfurylidene)amino)-

Registry Numbers

CAS Registry Number

  • 7261-97-4

FDA UNII

  • F64QU97QCR

System Generated Number

  • 0007261974

Structure Descriptors

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

Smiles

c1cc(ccc1c2ccc(o2)/C=N/N3CC(=O)NC3=O)[N+](=O)[O-]

Toxicity

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.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 279-280 deg C   EXP
log P (octanol-water) 1.7 (none)   EXP
Water Solubility 146 mg/L 25 EST
Vapor Pressure 2.31E-13 mm Hg 25 EST
Henry's Law Constant 1.02E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.86E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.