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    Dantrolene

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    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

    2D Structure

    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]