Azumolene

Last updated
Azumolene
Azumolene.svg
Identifiers
  • 1-[(E)-[5-(4-bromophenyl)-1,3-oxazol-2-yl]methylideneamino]imidazolidine-2,4-dione
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
Formula C13H9BrN4O3
Molar mass 349.144 g·mol−1
3D model (JSmol)
  • C1C(=O)NC(=O)N1/N=C/C2=NC=C(O2)C3=CC=C(C=C3)Br
  • 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]

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Hyperthermia, also known simply as overheating, is a condition in which an individual's body temperature is elevated beyond normal due to failed thermoregulation. The person's body produces or absorbs more heat than it dissipates. When extreme temperature elevation occurs, it becomes a medical emergency requiring immediate treatment to prevent disability or death. Almost half a million deaths are recorded every year from hyperthermia.

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References

  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. 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.
  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. S2CID   51625222.