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Substance Name: Dantrolene sodium [USAN:BAN:JAN]
RN: 14663-23-1
UNII: 28F0G1E0VF
InChIKey: KSRLIXGNPXAZHD-HAZZGOGXSA-M

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 Formulas

  • C14-H10-N4-O5.Na
  • C14-H9-N4-O5.Na

Molecular Weight

  • 336.2381
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Dantrolene sodium [USAN:BAN:JAN]

Synonyms

  • 1-((5-(p-Nitrophenyl)furfurylidene)amino)hydantoin sodium
  • 2,4-Imidazolidinedione, 1-(((5-(4-nitrophenyl)-2-furanyl)methylene)amino)-, sodium salt
  • Dantrium
  • Dantrolene sodium
  • EINECS 238-706-8
  • Sodium dantrolene
  • UNII-28F0G1E0VF

Systematic Names

  • 1-((5-(4-Nitrophenyl)furfurylidene)amino)imidazolidine-2,4-dione, sodium salt
  • Hydantoin, 1-((5-(p-nitrophenyl)furfurylidene)amino)-, sodium salt

Registry Numbers

CAS Registry Number

  • 14663-23-1

FDA UNII

  • 28F0G1E0VF

System Generated Number

  • 0014663231

Molecular Formulas

Molecular Formulas

  • C14-H10-N4-O5.Na
  • C14-H9-N4-O5.Na

Molecular Formula Fragments

  • C14-H10-N4-O5
  • C14-H9-N4-O5
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C14H10N4O5.Na/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);/q;+1/p-1/b15-7+;

InChIKey

KSRLIXGNPXAZHD-HAZZGOGXSA-M

Smiles

c1cc(ccc1c2ccc(o2)/C=N/N3CC(=O)[N-]C3=O)[N+](=O)[O-].[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 10550mg/kg (10550mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
human TDLo oral 320mg/kg (320mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ANOREXIA (HUMAN

GASTROINTESTINAL: NAUSEA OR VOMITING
JAMA, Journal of the American Medical Association. Vol. 231, Pg. 662, 1975.
mouse LD50 intraperitoneal 534mg/kg (534mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 3065, 1977.
mouse LD50 intravenous > 50mg/kg (50mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 3065, 1977.
mouse LD50 oral 1188mg/kg (1188mg/kg)   Journal of Pharmaceutical Sciences. Vol. 69, Pg. 327, 1980.
mouse LD50 subcutaneous > 16gm/kg (16000mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BLOOD: CHANGES IN SPLEEN
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 3065, 1977.
rat LD50 intraperitoneal 413mg/kg (413mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 3065, 1977.
rat LD50 intravenous > 50mg/kg (50mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 3065, 1977.
rat LD50 oral 7432mg/kg (7432mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 3065, 1977.
rat LD50 subcutaneous > 16gm/kg (16000mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BLOOD: CHANGES IN SPLEEN
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 3065, 1977.
women LDLo oral 600mg/kg (600mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE"

GASTROINTESTINAL: OTHER CHANGES
New York State Journal of Medicine. Vol. 77, Pg. 1759, 1977.