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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
$182
Updated
2024/03/01
Sigma-Aldrich
Product number
1163151
Product name
Dantrolene sodium
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100MG
Price
$466
Updated
2024/03/01
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 (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

Raw materials

Preparation Products

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Dantrolene sodium Suppliers

Beri Pharma Co., Ltd.
Tel
0756-07568699456 13427714006
Fax
+86-756-8699456
Email
sales@zhberi.com
Country
China
ProdList
189
Advantage
58
Shijiazhuang Dingmin pharmaceutical Sciences Co.,Ltd
Tel
+86-0311-67591193 +86-15030197620
Fax
QQ:2786999724
Email
sales02@dingminpharma.com
Country
China
ProdList
300
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8843
Advantage
52
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Wuhan Fortuna Chemical Co., Ltd
Tel
027-59207852 13308628970
Fax
QQ3130921841
Email
buy@fortunachem.com
Country
China
ProdList
2871
Advantage
58
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66099280 17798518460
Fax
(1)02557626880
Email
cfzhang@aikonchem.com
Country
China
ProdList
19915
Advantage
55
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
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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

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