ChemicalBook > CAS DataBase List > Dantrolene sodium

Dantrolene sodium

Product Name: Dantrolene sodium
CAS No.: 24868-20-0
Chemical Name: Dantrolene sodium
Synonyms: C14069;DANTRIUM;N-L-alanyl-;DANTROLENE NA;SODIUM DANTROLENE;DANTROLENE SODIUM;DANTROLENE SODIUM HYDRATE;Dantrolene Sodium (100 mg);Dantrolene sodium USP/EP/BP;Dantrolene Sodium (1163151)
CBNumber: CB5128233
Molecular Formula: C14H13N4NaO6
Formula Weight: 356.27
MOL File: 24868-20-0.mol

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Dantrolene sodium Property

Melting point:: >230°C
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMSO (Slightly), Ethyl Acetate (Slightly, Heated, Sonicated)
form: Solid
color: Yellow to Dark Yellow
InChI: InChI=1S/C14H10N4O5.Na.H2O.H/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);;1H2;/b15-7+;;;
InChIKey: FNWJBGOLSPMRSF-HFUUWOKWSA-N
SMILES: C(/C1=CC=C(C2C=CC(N(=O)=O)=CC=2)O1)=N\N1C(NC(=O)C1)=O.[NaH].O
CAS DataBase Reference: 24868-20-0(CAS DataBase Reference)

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Safety

Safety Statements: 22-24/25
WGK Germany: 2
RTECS: MU3875000
HS Code: 2934990002

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR2819
Product name: Dantrolene Sodium
Purity: certified reference material, pharmaceutical secondary standard
Packaging: 200MG
Price: $185.25
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1163151
Product name: Dantrolene sodium
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 100MG
Price: $399
Updated: 2025/07/31

TRC

Product number: D185000
Product name: DantroleneSodiumSaltHemiheptahydrate
Packaging: 100mg
Price: $95
Updated: 2021/12/16

TRC

Product number: D185000
Product name: DantroleneSodiumSaltHemiheptahydrate
Packaging: 250mg
Price: $145
Updated: 2021/12/16

TRC

Product number: D185000
Product name: DantroleneSodiumSaltHemiheptahydrate
Packaging: 500mg
Price: $225
Updated: 2021/12/16

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Dantrolene sodium Chemical Properties,Usage,Production

Chemical Properties

Orange Powder

Originator

Dantrium,Norwich Eaton ,US,1974

Uses

Dantrolene Sodium Salt Hemiheptahydrate is a muscle relaxant (skeletal). Used in the treatment of malignant hyperthermia.

Definition

ChEBI: A hydrate which is the hemiheptahydrate of anhydrous dantrolene sodium.

Manufacturing Process

5-(p-Nitrophenyl)-2-furaldehyde (40.0 grams, 0.2 mol) is dissolved in dimethylformamide. An aqueous solution of 1-aminohydantoin hydrochloride (30.0 grams, 0.2 mol) is added. The solution is chilled and diluted with water. The crude material is collected and recrystallized from aqueous dimethylformamide to yield 10.0 grams (16%). MP 279°-280°C. This compound is then converted to the sodium salt.

brand name

Dantrium (Procter & Gamble).

Therapeutic Function

Muscle relaxant

Biological Functions

Dantrolene sodium (Dantrium) is used in the treatment of spasticity due to stroke, spinal injury, multiple sclerosis, or cerebral palsy. It is also the drug of choice in prophylaxis or treatment of malignant hyperthermia.
Susceptibility to malignant hyperthermia is due to a rare genetic defect that allows Ca⁺⁺ release from the sarcoplasmic reticulum to open more easily and close less readily than normal. This leads to a high level of Ca⁺⁺ in the sarcoplasm, which produces muscle rigidity, oxygen consumption, and heat. Dantrolene acts by blocking Ca⁺⁺ release from the sarcoplasmic reticulum and uncoupling excitation from contraction.
Dantrolene is active orally, although its absorption is slow and incomplete. Its biological half-life (t_1/2) is 8.7 hours in adults. The drug is metabolized by liver microsomal enzymes and is eliminated in the urine and bile. It is given IV when treating an attack of malignant hyperthermia. The most prominent and often limiting feature of dantrolene administration is dose-dependent muscle weakness. Other side effects are drowsiness, dizziness, malaise, fatigue, and diarrhea. Symptomatic hepatitis is reported in 0.5% of patients receiving it and fatal hepatitis in up to 0.2%. Contraindications include respiratory muscle weakness and liver disease. It is suggested that patients on dantrolene therapy be given regular liver function tests.

Clinical Use

Oral: Treatment of chronic, severe spasticity of skeletal muscle
IV: Treatment of malignant hyperthermia

Veterinary Drugs and Treatments

In humans, oral dantrolene is indicated primarily for the treatment associated with upper motor neuron disorders (e.g., multiple sclerosis, cerebral palsy, spinal cord injuries, etc.). In veterinary medicine, its proposed indications include: the prevention and treatment of malignant hyperthermia syndrome in various species, the treatment of functional urethral obstruction due to increased external urethral tone in dogs and cats, the prevention and treatment of equine postanesthetic myositis (PAM), and equine exertional rhabdomyolysis. It has also been recommended for use in the treatment of bites from Black Widow Spiders in small animals and the treatment of porcine stress syndrome.

Drug interactions

Potentially hazardous interactions with other drugs
Avoid with other hepatotoxic medication.

Metabolism

Dantrolene is inactivated by hepatic metabolism in the first instance. There are two alternative pathways. Most of the drug is hydroxylated to 5-hydroxydantrolene. The minor pathway involves nitro-reduction to aminodantrolene, which is then acetylated (compound F-490). The 5-hydroxy metabolite is a muscle relaxant with nearly the same potency as the parent molecule, and may have a longer half-life than the parent compound. Compound F-490 is much less potent and is probably inactive at the concentrations achieved in clinical samples. Metabolites are subsequently excreted in the urine in the ratio of 79 5 hydroxy-dantrolene: 17 compound F-490: 4 unaltered dantrolene (salt or free acid). The proportion of drug excreted in the faeces depends upon dose size.

Dantrolene sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dantrolene sodium manufacturers

Zibo Wei Bin Import & Export Trade Co. Ltd.

Product: Dantrolene sodium 24868-20-0
Price: US $100.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10
Release date: 2023-07-11

Wuhan Monad Medicine Tech Co.,LTD

Product: Dantrolene sodium 24868-20-0
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99.99%
Supply Ability: 20 tons/month
Release date: 2020-12-25

Zhuozhou Wenxi import and Export Co., Ltd

Product: Dantrolene sodium 24868-20-0
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

24868-20-0, Dantrolene sodiumRelated Search:

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Dantrolene sodium hydrate (2:2:7)

DANTROLENE SODIUM HYDRATE

2,4-Imidazolidinedione, 1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-, sodium salt, hydrate (2:2:7)

disodium 3-[(E)-[5-(4-nitrophenyl)-2-furanyl]methylideneamino]-5-oxo-4H-imidazol-2-olate heptahydrate

1-[[[5-(4-NITROPHENYL)-2-FURANYL]METHYLENE]AMINO]-2,4-IMIDAZOLINEDIONE SODIUM SALT

1-[[[5-(4-NITROPHENYL)-2-FURANYL]-METHYLENE]IMINO]2,4-IMIDAZOLIDINEDIONE SODIUM SALT

DANTRIUM

DANTROLENE NA

DANTROLENE SODIUM

SODIUM DANTROLENE

Dantrium,1-[[[5-(4-Nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidinedione

Dantrolene sodium hemiheptahydrate

C14069

Sodium 1-[[5-(4-nitrophenyl)furan-2-yl]methylideneamino]-4-oxo-5H-imidazol-2-olate

1-[[[5-(4-Nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidinedione Sodium Salt Hemiheptahydrate

Dantrolene Sodium (100 mg)

Dantrolene sodium USP/EP/BP

Dantrolene, sodium salt hemi 7-hydrate

Dantrolene Sodium (1163151)

N-L-alanyl-

1-(((5-(4-Nitrophenyl)furan-2-yl)methylene)amino)imidazolidine-2,4-dione, sodium salt hydrate(2:2:7)

antrolenesodiumhemiheptahydrate

Dantrolene sodium hemiheptahydrate, 10 mM in DMSO

24868-20-0

C14H9N4NaO535H2O

C14H9N4O5Na5H2O

C28H32N8Na2O17

C14H9N4O5NaH2O

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24868-20-0