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Dantrolene
Also known as: Dantrolene sodium, 14663-23-1, Tox21_500424, Ccg-221728, Ncgc00261109-01, Ac-25752
Molecular Formula
C14H9N4NaO5
Molecular Weight
336.23  g/mol
InChI Key
KSRLIXGNPXAZHD-HAZZGOGXSA-M

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.
1 2D Structure

Dantrolene

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;1-[(E)-[5-(4-nitrophenyl)furan-2-yl]methylideneamino]imidazolidin-3-ide-2,4-dione
2.1.2 InChI
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+;
2.1.3 InChI Key
KSRLIXGNPXAZHD-HAZZGOGXSA-M
2.1.4 Canonical SMILES
C1C(=O)[N-]C(=O)N1N=CC2=CC=C(O2)C3=CC=C(C=C3)[N+](=O)[O-].[Na+]
2.1.5 Isomeric SMILES
C1C(=O)[N-]C(=O)N1/N=C/C2=CC=C(O2)C3=CC=C(C=C3)[N+](=O)[O-].[Na+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Dantrium

2. Dantrolene

3. Dantrolene Sodium

4. Sodium, Dantrolene

2.2.2 Depositor-Supplied Synonyms

1. Dantrolene Sodium

2. 14663-23-1

3. Tox21_500424

4. Ccg-221728

5. Ncgc00261109-01

6. Ac-25752

7. D 9175

2.3 Create Date
2007-02-08
3 Chemical and Physical Properties
Molecular Weight 336.23 g/mol
Molecular Formula C14H9N4NaO5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass336.04706368 g/mol
Monoisotopic Mass336.04706368 g/mol
Topological Polar Surface Area110 Ų
Heavy Atom Count24
Formal Charge0
Complexity530
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameDantrolene sodium
Drug LabelThe chemical formula of dantrolene sodium is hydrated 1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2, 4-imidazolidinedione sodium salt. It is an orange powder, slightly soluble in water, but due to its slightly acidic nature the solubility incre...
Active IngredientDantrolene sodium
Dosage FormCapsule
RouteOral
Strength100mg; 25mg; 50mg
Market StatusPrescription
CompanyMikah Pharma; Impax Labs

2 of 2  
Drug NameDantrolene sodium
Drug LabelThe chemical formula of dantrolene sodium is hydrated 1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2, 4-imidazolidinedione sodium salt. It is an orange powder, slightly soluble in water, but due to its slightly acidic nature the solubility incre...
Active IngredientDantrolene sodium
Dosage FormCapsule
RouteOral
Strength100mg; 25mg; 50mg
Market StatusPrescription
CompanyMikah Pharma; Impax Labs

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Muscle Relaxants, Central

A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in 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. They have been used also 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. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Decreased Striated Muscle Tone [PE]; Skeletal Muscle Relaxant [EPC]; Decreased Striated Muscle Contraction [PE]
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  • CAPSULE;ORAL - 100MG
  • CAPSULE;ORAL - 25MG
  • CAPSULE;ORAL - 50MG
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