Dantrolene sodium salt supplier

Name
Dantrolene sodium salt
EINECS 238-706-8
CAS No. 14663-23-1
Article Data1
CAS DataBase
Density
Solubility
Melting Point
Formula C₁₄H₉N₄O₅Na
Boiling Point 85°C 4mm
Molecular Weight 336.239
Flash Point 283.1oC
Transport Information
Appearance COA
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,4-Imidazolidinedione,1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-, sodium salt (9CI);Hydantoin, 1-[[5-(p-nitrophenyl)furfurylidene]amino]-, sodium salt (8CI);Dantrium;Dantrolene sodium;F 440;Sodium dantrolene;
PSA 127.05000
LogP 1.71410

Synthetic route

: 7261-97-4
dantrolene

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 3h;	100%

: 7147-77-5
5-(4-nitrophenyl)-2-furaldehyde

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / H2O; dimethylformamide 2: 100 percent / CH3ONa / methanol / 3 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 7261-97-4
dantrolene

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 20℃;	98%

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 89151-46-2
tert-butyl 4-(2-iodoethyl)piperidine-1-carboxylate

: 3-{[(1-tert-butoxycarbonyl)piperidin-4-yl]ethyl}-1-{[5-(4-nitrophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	96.4%

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 145508-94-7
tert-butyl 4-(iodomethyl)piperidine-1-carboxylate

: 3-{[(1-tert-butoxycarbonyl)piperidin-4-yl]methyl}-1-{[5-(4-nitrophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	51.6%

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 229625-50-7
di-tert-butyl chloromethyl phosphate

: C23H29N4O9P

Conditions

Conditions	Yield
With sodium iodide In N,N-dimethyl-formamide at 0 - 20℃; for 64h; Temperature;	45%

: 34573-36-9
N-[(1,1-dimethylethoxy)carbonyl]glycine chloromethyl ester

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C22H23N5O9

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 110h;	27%

: 432037-43-9
tert-butyl chloromethyl butanedioate

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C23H24N4O9

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 20h;	20%

: 3221-20-3
1-benzyl-4-(2-hydroxyethyl)piperazine

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 3-[(4-benzylpiperizin-1-yl)ethyl]-1-{[5-(4-nitrophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Conditions

Conditions	Yield
Stage #1: 1-benzyl-4-(2-hydroxyethyl)piperazine With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 0.333333h; Mitsunobu Displacement; Stage #2: 1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt In tetrahydrofuran at 60℃;	5.7%

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 540-51-2
2-bromoethanol

: (2-(2-hydroxyethoxy)-1-(((5-(4-nitrophenyl)furan-2-yl)methylene)amino)-1,5-dihydro-4H-imidazole-4-one)

Conditions

Conditions	Yield
Stage #1: 1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt With potassium carbonate In tetrahydrofuran; water for 0.5h; Stage #2: 2-bromoethanol In tetrahydrofuran; water at 20℃; for 24h;

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 3-[(1-benzylpiperidin-4-yl)ethyl]-1-{[5-(4-nitrophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 20 °C 2: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C20H21N5O5

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 20 °C 2: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C21H23N5O5

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 20 °C 2: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: 3-[(1-benzylpiperidin-4-yl)methyl]-1-{[5-(4-nitrophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 20 °C 2: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C15H12N4O6

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C15H11ClN4O5

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C 3: phosphorus trichloride / N,N-dimethyl-formamide; acetone / 2.16 h / 0 - 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C21H21N5O8

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 60 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C21H21N5O8*ClH

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 60 °C 4: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C29H33N5O8Si

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C23H19N5O8

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C 4: toluene-4-sulfonic acid / 1,4-dioxane; methanol / 16 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C27H23N5O11

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C 4: toluene-4-sulfonic acid / 1,4-dioxane; methanol / 16 h / 20 °C 5: toluene-4-sulfonic acid / 1,4-dioxane; m-xylene / 16 h / Molecular sieve; Reflux View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C27H23N5O11*C4H11NO3

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: acetic acid / N,N-dimethyl-formamide / 20 °C 2: potassium carbonate / water / 24 h / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C 4: toluene-4-sulfonic acid / 1,4-dioxane; methanol / 16 h / 20 °C 5: toluene-4-sulfonic acid / 1,4-dioxane; m-xylene / 16 h / Molecular sieve; Reflux 6: water / 3 h / 20 °C View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: C15H11N4O9P(2-)*2Na(1+)

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium iodide / N,N-dimethyl-formamide / 64 h / 0 - 20 °C 2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C 2.2: 20 °C / pH 8.5 View Scheme

: 14663-23-1
1-[[[5-(4-nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidine-dione sodium salt

: dantrolene sodium trihemihydrate

Conditions

Conditions	Yield
With water In methanol at 20 - 30℃; for 6h;

Dantrolene sodium salt Chemical Properties

Molecular Structure of Dantrolene sodium salt (CAS NO.14663-23-1):

IUPAC Name: Sodium 3-[(E)-[5-(4-nitrophenyl)furan-2-yl]methylideneamino]-5-oxo-4H-imidazol-2-olate
Molecular Formula: C₁₄H₉N₄O₅Na
Molecular Weight: 336.26g/mol
EINECS: 238-706-8
Boiling Point: 544.5 °C at 760 mmHg
Flash Point: 283.1 °C
Properties: solid
Freely Rotating Bonds: 4
Polar Surface Area: 124.22 Å²
Polarizability: 10^-24 cm³
Enthalpy of Vaporization: 86.63 kJ/mol
Vapour Pressure: 1.09E-12 mmHg at 25°C
InChI
InChI=1/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+;
Smiles
N1(CC([NH-]C1=O)=O)\N=C\c1oc(cc1)c1ccc(cc1)[N+](=O)[O-].[Na+]
The chemical synonyms of Dantrolene sodium salt (CAS NO.14663-23-1) are Sodium dantrolene ; Dantrium ; Dantrolene na ; Dantrolene sodium salt ; 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 ; 1-[(5-[p-Nitrophenyl]furfurylidene)-amino]hydantoin sodium salt ; 1-((5-(p-Nitrophenyl)furfurylidene)amino)hydantoinsodium .
Product categories: Pharmacetical ; API's ; InsP3/Ryanodine receptor .The molecular structure of Dantrium

Dantrolene sodium salt Toxicity Data With Reference

1.	orl-hmn TDLo:320 mg/kg:BAH,GIT	JAMAAP JAMA, Journal of the American Medical Association. 231 (1975),662.
2.	orl-wmn LDLo:600 mg/kg:GIT,SYS	NYSJAM New York State Journal of Medicine. 77 (1977),1759.
3.	orl-rat LD50:7431 mg/kg	IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 12 (1981),668.
4.	ipr-rat LD50:413 mg/kg	IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 12 (1981),668.
5.	orl-mus LD50:1188 mg/kg	JPMSAE Journal of Pharmaceutical Sciences. 69 (1980),327.
6.	ipr-mus LD50:534 mg/kg	IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 12 (1981),668.

Dantrolene sodium salt Safety Profile

Moderately toxic by intraperitoneal and ingestion routes. Human systemic effects by ingestion: anorexia (human), hepatitis, nausea or vomiting, somnolence. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO_x and Na₂O.
Safety Statements: 22-24/25
22: Do not breathe dust
24/25: Avoid contact with skin and eyes
WGK Germany: 2
RTECS: MU3875000

Dantrolene sodium salt Specification

In order to capture and identify key molecules that regulate the release of Ca(2+) from the sarcoplasmic reticulum (SR) of skeletal muscle, we designed specific photoaffinity probes based on the structural modification of dantrolene. Thus, GIF-0082 and GIF-0276 possessing azido- and trifluoromethyldiazirinyl-benzyl groups, respectively, at the hydantoin moiety were found to have a highly selective inhibitory effect on physiological Ca(2+) release without affecting Ca(2+)-induced Ca(2+) release (CICR). Successful realization of the sharp discrimination between PCR and CICR has led to the creation of [(125)I]GIF-0082 and [(125)I]GIF-0276, which were synthesized by substituting a stannyl group with (125)I in the corresponding phenylstannane precursors. It is a muscle relaxation drug for treatment of diseases associated with spastic paralysis.

Product Name

Dantrolene sodium salt

Synthetic route

Dantrolene sodium salt Chemical Properties

Dantrolene sodium salt Toxicity Data With Reference

Dantrolene sodium salt Safety Profile

Dantrolene sodium salt Specification

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