ChemicalBook CAS DataBase List 1255639-43-0

1255639-43-0

Name	CMC2.24
CAS	1255639-43-0
Molecular Formula	C26H21NO5
MDL Number	MFCD32899876
Molecular Weight	427.45
MOL File	1255639-43-0.mol

Chemical Properties

Boiling point	711.1±60.0 °C(Predicted)
density	1.345±0.06 g/cm3(Predicted)
storage temp.	-20°C, protect from light
solubility	DMSO : < 1 mg/mL (insoluble or slightly soluble)
form	Solid
pka	8.28±0.59(Predicted)
color	Light yellow to orange

Hazard Information

Uses

CMC2.24 (TRB-N0224), an orally active tricarbonylmethane agent, is effective against pancreatic tumor in mice by inhibiting Ras activation and its downstream effector ERK1/2 pathway. CMC2.24 is also a potent inhibitor of zinc-dependent MMPs with IC50s ranging from 2.0-69 μM. CMC2.24 alleviates osteoarthritis progression by restoring cartilage homeostasis and inhibiting chondrocyte apoptosis via the NF-κB/HIF-2α axis[1][2][3].

in vivo

CMC2.24 (50 mg/kg; p.o.; five times per week during 17 days) inhibits the growth of pancreatic cancer xenografts^[1].
CMC2.24 inhibits the growth of human PC through a strong cytokinetic effect. CMC2.24 inhibits ERK signaling pathway in PC cells and xenografts^[1].

Animal Model:	Female immune deficient BALB/c nude mice^[1]
Dosage:	50 mg/kg
Administration:	P.o.; five times per week during 17 days
Result:	Reduced the rate of growth over baseline by 66.9%.

IC 50

RAS; MMP-1: 69.8 μM (IC₅₀); MMP-2: 4.8 μM (IC₅₀); MMP-3: 2.9 μM (IC₅₀); MMP-7: 5 μM (IC₅₀); MMP-8: 4.5 μM (IC₅₀); MMP-9: 8 μM (IC₅₀); MMP-12: 2 μM (IC₅₀); MMP-13: 2.7 μM (IC₅₀); MMP-14: 15.3 μM (IC₅₀)

References

[1] Mallangada NA, et al. A novel tricarbonylmethane agent (CMC2.24) reduces human pancreatic tumor growth in mice by targeting Ras. Mol Carcinog. 2018;57(9):1130-1143. DOI:10.1002/mc.22830
[2] Zhou Y, et al. Chemically modified curcumin (CMC2.24) alleviates osteoarthritis progression by restoring cartilage homeostasis and inhibiting chondrocyte apoptosis via the NF-κB/HIF-2α axis. J Mol Med (Berl). 2020;98(10):1479-1491. DOI:10.1007/s00109-020-01972-1
[3] Zhang Y, et al. Design, synthesis and biological activity of new polyenolic inhibitors of matrix metalloproteinases: a focus on chemically-modified curcumins. Curr Med Chem. 2012;19(25):4348-4358. DOI:10.2174/092986712802884295

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