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ChemicalBook >> CAS DataBase List >>Dantrolene sodium

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 (1163151);Dantrolene sodium USP/EP/BP
CBNumber:
CB5128233
Molecular Formula:
C14H13N4NaO6
Molecular Weight:
356.27
MDL Number:
MFCD07357270
MOL File:
24868-20-0.mol
Last updated:2024-10-30 18:52:02

Dantrolene sodium Properties

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)
FDA UNII 287M0347EV

Pharmacokinetic data

Protein binding High (mainly to albumin
Excreted unchanged in urine <1%
Volume of distribution 15 Litres
Biological half-life 5-9 (IV: 12) / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Safety Statements  22-24/25
WGK Germany  2
RTECS  MU3875000
HS Code  2934990002

Dantrolene sodium price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2819 Dantrolene Sodium certified reference material, pharmaceutical secondary standard 24868-20-0 200MG $182 2024-03-01 Buy
Sigma-Aldrich 1163151 Dantrolene sodium United States Pharmacopeia (USP) Reference Standard 24868-20-0 100MG $466 2024-03-01 Buy
TRC D185000 DantroleneSodiumSaltHemiheptahydrate 24868-20-0 500mg $225 2021-12-16 Buy
TRC D185000 DantroleneSodiumSaltHemiheptahydrate 24868-20-0 100mg $95 2021-12-16 Buy
TRC D185000 DantroleneSodiumSaltHemiheptahydrate 24868-20-0 250mg $145 2021-12-16 Buy
Product number Packaging Price Buy
PHR2819 200MG $182 Buy
1163151 100MG $466 Buy
D185000 500mg $225 Buy
D185000 100mg $95 Buy
D185000 250mg $145 Buy

Dantrolene sodium Chemical Properties,Uses,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 (t1/2) 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

Global( 178)Suppliers
Supplier Tel Email Country ProdList Advantage
Shijiazhuang Dingmin Pharmaceutical Sciences Co., Ltd.
+86-0311-67591193 +8613931880626 sales02@dingminpharma.com China 252 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21639 55
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29886 58
Chongqing Chemdad Co., Ltd 		+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49374 58
Antai Fine Chemical Technology Co.,Limited 		18503026267 info@antaichem.com CHINA 9636 58
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32002 58
Wuhan Monad Medicine Tech Co.,LTD 		02768782018 18771942761 sales01@whmonad.com CHINA 979 58
ANHUI WITOP BIOTECH CO., LTD 		+8615255079626 eric@witopchemical.com China 23541 58
Dideu Industries Group Limited 		+86-29-89586680 +86-15129568250 1026@dideu.com China 23325 58

View Lastest Price from Dantrolene sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dantrolene sodium hemiheptahydrate pictures 2024-10-30 Dantrolene sodium hemiheptahydrate
24868-20-0
 US $30.00-88.00 / mg 98.52% 10g TargetMol Chemicals Inc.
Dantrolene sodium pictures 2024-07-01 Dantrolene sodium
24868-20-0
 US $100.00 / kg 1kg 99% 10 Zibo Wei Bin Import & Export Trade Co. Ltd.
Dantrolene sodium pictures 2021-08-31 Dantrolene sodium
24868-20-0
 US $10.00 / KG 1KG 99.99% 20 tons/month Wuhan Monad Medicine Tech Co.,LTD
  • Dantrolene sodium pictures
  • Dantrolene sodium
    24868-20-0
  • US $100.00 / kg
  • 99%
  • Zibo Wei Bin Import & Export Trade Co. Ltd.

Dantrolene sodium Spectrum

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) 1-[[[5-(4-NITROPHENYL)-2-FURANYL]METHYLENE]AMINO]-2,4-IMIDAZOLINEDIONE SODIUM SALT 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) Dantrolene sodium USP/EP/BP 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 antrolenesodiumhemiheptahydrate 24868-20-0 C14H9N4NaO535H2O C14H9N4O5Na5H2O C28H32N8Na2O17 C14H9N4O5NaH2O Intracellular Calcium Signaling Intracellular Calcium Regulators BioChemical Cell Biology Cell Signaling and Neuroscience Active Pharmaceutical Ingredients Bases & Related Reagents Heterocycles Intermediates & Fine Chemicals Nucleotides Pharmaceuticals API 24868-20-0