Azumolene

Azumolene
Identifiers
	IUPAC name 1-[(E)-[5-(4-bromophenyl)-1,3-oxazol-2-yl]methylideneamino]imidazolidine-2,4-dione;
CAS Number	64748-79-4;
PubChem CID	9568620;
ChemSpider	7843329;
UNII	5U7IO9CV80;
ChEBI	CHEBI:143225;
ChEMBL	ChEMBL315108;
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 of dantrolene. In animal studies, azumolene showed similar efficacy to dantrolene at controlling symptoms of malignant hyperthermia but with better water solubility and lower toxicity, albeit with lower potency.[1][2][3]

References

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.

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[1] 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.

[2] 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.

[3] 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.