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Key Documents

D9175

Sigma-Aldrich

Dantrolene sodium salt

Synonym(s):

1-[(5-­(p-Nitro­phenyl)­fur­furyl­idene)­amino]­hydan­toin sodium salt

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About This Item

Empirical Formula (Hill Notation):
C14H9N4NaO5
CAS Number:
Molecular Weight:
336.23
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

form

solid

Quality Level

originator

JHP Pharmaceuticals

SMILES string

[Na+].[H]\C(=N/N1CC(=O)N=C1[O-])c2ccc(o2)-c3ccc(cc3)[N+]([O-])=O

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+;

InChI key

KSRLIXGNPXAZHD-HAZZGOGXSA-M

Gene Information

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Biochem/physiol Actions

Inhibitor of Ca2+ release from sarcoplasmic reticulum; muscle relaxant.

Features and Benefits

This compound is featured on the InsP3/Ryanodine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by JHP Pharmaceuticals. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Beth A McNally et al.
Frontiers in physiology, 12, 737291-737291 (2021-10-16)
Daily regulation of Ca2+ - and voltage-activated BK K+ channel activity is required for action potential rhythmicity in the suprachiasmatic nucleus (SCN) of the hypothalamus, the brain's circadian clock. In SCN neurons, BK activation is dependent upon multiple types of
G Haskó et al.
British journal of pharmacology, 124(6), 1099-1106 (1998-08-28)
1. Intracellular calcium has been suggested to be an important mediator of the cellular response in endotoxaemia and shock. Dantrolene is an agent that interferes with intracellular calcium fluxes resulting in a decreased availability of calcium in the cytoplasm. Here
Pedro Xavier Royero et al.
Experimental neurology, 327, 113213-113213 (2020-01-29)
Status epilepticus (SE) is a clinical emergency that can lead to the development of temporal lobe epilepsy (TLE). The development and maintenance of spontaneous seizures in TLE are linked to calcium (Ca+2)-dependent processes such as neuronal cell loss and pathological
S K Song et al.
Proceedings of the National Academy of Sciences of the United States of America, 90(9), 3933-3937 (1993-05-01)
Severe bloodstream-borne infection--i.e., sepsis--and the resulting multiorgan failure are now the most common cause of death in many intensive care units. One of the most fundamentally important and controversial issues concerning the pathophysiology of sepsis is the role of intracellular
Douglas E Brenneman et al.
Journal of molecular neuroscience : MN, 66(1), 121-134 (2018-08-16)
Cannabidiol (CBD) exhibits neuroprotective properties in many experimental systems. However, development of CBD as a drug has been confounded by the following: (1) low potency; (2) a large number of molecular targets; (3) marginal pharmacokinetic properties; and (4) designation as

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