Irofulven CAS 920014-72-8

Introduction：Basic information about Irofulven CAS 920014-72-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Irofulven Basic information

• Product Name: Irofulven
• Synonyms: Setmelanodide;BIM-22493;IRC-022493);RM-493;RM-493; BIM-22493; IRC-022493);Ac-Arg-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-NH2;L-Cysteinamide, N2-acetyl-L-arginyl-L-cysteinyl-D-alanyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophyl-, cyclic (2→8)-disulfide;Setmelanotide (RM-493) trifluoroacetate salt
• CAS: 920014-72-8
• MF: C49H68N18O9S2
• MW: 1117.32
• EINECS: 000-000-0
• Mol File: 920014-72-8.mol

Irofulven Chemical Properties

• density: 1.54±0.1 g/cm3(Predicted)
• form: Solid
• pka: 12.82±0.70(Predicted)
• color: White to off-white
• Sequence: Ac-Arg-Cys-D-Ala-His-D-Phe-Arg-Trp-Cys-NH2(Disulfide bond)
• InChIKey: HDHDTKMUACZDAA-JFHGRQLZNA-N

Irofulven Usage And Synthesis

Uses

Setmelanotide (RM-493) is a selective melanocortin 4 receptor (MC4R) agonist with EC50s of 0.27 nM and 0.28 nM for human and rat MC4R, respectively[1].

in vivo

Inhibition of refeeding after an overnight fast by Setmelanotide is dependent on functional MC4R, and does not require MC3R. BIM-22493 acutely improves glucose homeostasis. Lep^ob/Lep^ob mice treated with BIM-22493 exhibits significantly improved glucose clearance when compared to controls. Chronic BIM-22493 treatment was associated with significantly lower levels of serum glucose and HOMA-IR values^[1].
Treatment with setmelanotide results in transient decreases in food intake (35%), with persistent weight loss over 8 weeks of treatment (13.5%) in a diet-induced obese nonhuman primate model^[2].

References

[1] Kumar KG, et al. Analysis of the therapeutic functions of novel melanocortin receptor agonists in MC3R- and MC4R-deficient C57BL/6J mice. Peptides. 2009 Oct;30(10):1892-900. DOI:10.1016/j.peptides.2009.07.012
[2] Kievit P, et al. Chronic treatment with a melanocortin-4 receptor agonist causes weight loss, reduces resistance, and improves cardiovascular function in diet-induced obese rhesus macaques. Diabetes. 2013 Feb;62(2):490-7. DOI:10.2337/db12-0598