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Azumolene

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Chemical compound

Pharmaceutical compound

Azumolene
Identifiers

IUPAC name 1-[(E)-[5-(4-bromophenyl)-1,3-oxazol-2-yl]methylideneamino]imidazolidine-2,4-dione
CAS Number	64748-79-4
PubChemCID	9568620
ChemSpider	7843329
UNII	5U7IO9CV80
ChEBI	CHEBI:143225
ChEMBL	ChEMBL315108
CompTox Dashboard(EPA)	DTXSID20867096
Chemical and physical data
Formula	C₁₃H₉BrN₄O₃
Molar mass	349.144 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1C(=O)NC(=O)N1/N=C/C2=NC=C(O2)C3=CC=C(C=C3)Br
InChI InChI=1S/C13H9BrN4O3/c14-9-3-1-8(2-4-9)10-5-15-12(21-10)6-16-18-7-11(19)17-13(18)20/h1-6H,7H2,(H,17,19,20)/b16-6+ Key:SEGCNGONCZQFDW-OMCISZLKSA-N

Azumolene is an experimental drug which is a derivative ofdantrolene. In animal studies, azumolene showed similar efficacy to dantrolene at controlling symptoms ofmalignant hyperthermia but with better water solubility and lower toxicity, albeit with lower potency.^[1]^[2]^[3]

References

[edit]

^Sudo RT, Carmo PL, Trachez MM, Zapata-Sudo G (March 2008)."Effects of azumolene on normal and malignant hyperthermia-susceptible skeletal muscle".Basic & Clinical Pharmacology & Toxicology.102 (3):308–16.doi:10.1111/j.1742-7843.2007.00156.x.PMID 18047479.
^do Carmo PL, Zapata-Sudo G, Trachez MM, Antunes F, Guimarães SE, Debom R, et al. (2010)."Intravenous administration of azumolene to reverse malignant hyperthermia in swine".Journal of Veterinary Internal Medicine.24 (5):1224–8.doi:10.1111/j.1939-1676.2010.0556.x.PMID 20584138.
^Thota S, Rodrigues DA, Pinheiro PS, Lima LM, Fraga CA, Barreiro EJ (September 2018). "N-Acylhydrazones as drugs".Bioorganic & Medicinal Chemistry Letters.28 (17):2797–2806.doi:10.1016/j.bmcl.2018.07.015.PMID 30006065.S2CID 51625222.

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