dantrolene   Click here for help

GtoPdb Ligand ID: 4172

Synonyms: Dantrium® | F-368 | F-440 | Ryanodex®
Approved drug
dantrolene is an approved drug (FDA (1974))
Compound class: Synthetic organic
Comment: Dantrolene inhibits ryanodine receptor subtypes 1 and 3 (RyR1, and RyR3). The structure of dantrolene is commonly represented in the literature with charges, and it is this structure that we show here and link to in PubChem. However, the FDA and INN documents represent the compound without the charge.
Marketed formulations may contain dantrolene sodium (PubChem CID 6604100).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 118.05
Molecular weight 314.07
XLogP 1.69
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CN(C(=O)N1)N=Cc1ccc(o1)c1ccc(cc1)[N+](=O)[O-]
Isomeric SMILES O=C1CN(C(=O)N1)/N=C/c1ccc(o1)c1ccc(cc1)[N+](=O)[O-]
InChI InChI=1S/C14H10N4O5/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)/b15-7+
InChI Key OZOMQRBLCMDCEG-VIZOYTHASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1974))
IUPAC Name Click here for help
1-[[5-(4-nitrophenyl)furan-2-yl]methylideneamino]imidazolidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
2317 dantrolene
Synonyms Click here for help
Dantrium® | F-368 | F-440 | Ryanodex®
Database Links Click here for help
CAS Registry No. 7261-97-4 (source: Scifinder)
ChEBI CHEBI:4317
ChEMBL Ligand CHEMBL1201288
DrugBank Ligand DB01219
DrugCentral Ligand 780
GtoPdb PubChem SID 178100992
PubChem CID 6914273
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Search UniChem for chemical match using the InChIKey OZOMQRBLCMDCEG-VIZOYTHASA-N
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Wikipedia Dantrolene