2,2'-METHYLENEBIS(1,3-CYCLOHEXANEDIONE) Chemical Properties

Melting point:

132.5-133.5 °C

Boiling point:

461.2±40.0 °C(Predicted)

Density 

1.227±0.06 g/cm3(Predicted)

storage temp. 

+2C to +8C

solubility 

Soluble in DMSO or ethanol

form 

Off-white solid

pka

4.87±0.25(Predicted)

Sensitive 

Light Sensitive

2,2'-METHYLENEBIS(1,3-CYCLOHEXANEDIONE) Usage And Synthesis

Uses

A cell-permeable inhibitor of apoptosis induction. Inhibits caspase-3 activation but does not directly inhibit caspase-3 even at 1 mg/ml.

Definition

ChEBI: 2-[(2,6-dioxocyclohexyl)methyl]cyclohexane-1,3-dione is a beta-diketone.

Biological Activity

m50054, 2,2'-methylenebis (1,3-cyclohexanedione), is a novel inhibitor of apoptosis. [1]in human fas-expressing wc8 cells, m50054 inhibited apoptosis by soluble human fas ligand in vitro cell death assay. m50054 inhibited the apoptotic u937 cell death which is a human monocytic leukemic cell line, induced by anticancer agents such as etoposide. m50054 inhibited apoptotic characters such as dna phosphatidylserine and fragmentation exposure in these cells. these anti-apoptotic effects were dependent on inhibition of caspase-3 activation. additionally, m50054 significantly inhibited anti-fas-antibody-induced elevation of plasma aspartate aminotransferase and alanine aminotransferase. alopecia (hair loss) symptoms were also significantly improved with topical treatment with m50054. m50054 inhibits apoptosis induced by a variety of stimuli via inhibition of caspase-3 activation, and may thus be effective for hepatitis and chemotherapy-induced alopecia. [1]

target

Caspase

References

tsuda t, ohmori y, muramatsu h et al. inhibitory effect of m50054, a novel inhibitor of apoptosis, on anti-fas-antibody-induced hepatitis and chemotherapy-induced alopecia.eur j pharmacol. 2001 dec 14;433(1):37-45.

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