| Identification | Back Directory | [Name]
MS37452 | [CAS]
423748-02-1 | [Synonyms]
MS37452
1-(2,3-dimethoxybenzoyl)-4-[(3-methylphenoxy)acetyl]piperazine
1-(4-(2,3-Dimethoxybenzoyl)piperazin-1-yl)-2-(m-tolyloxy)ethanone
Ethanone, 1-[4-(2,3-dimethoxybenzoyl)-1-piperazinyl]-2-(3-methylphenoxy)- | [Molecular Formula]
C22H26N2O5 | [MDL Number]
MFCD03134667 | [MOL File]
423748-02-1.mol | [Molecular Weight]
398.452 |
| Chemical Properties | Back Directory | [Boiling point ]
628.8±55.0 °C(Predicted) | [density ]
1.209±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide | [form ]
powder | [pka]
-1.31±0.70(Predicted) | [color ]
white to beige | [InChI]
1S/C22H26N2O5/c1-16-6-4-7-17(14-16)29-15-20(25)23-10-12-24(13-11-23)22(26)18-8-5-9-19(27-2)21(18)28-3/h4-9,14H,10-13,15H2,1-3H3 | [InChIKey]
LUMCNRKHZRYQOV-UHFFFAOYSA-N | [SMILES]
O=C(COC1=CC(C)=CC=C1)N2CCN(C(C3=CC=CC(OC)=C3OC)=O)CC2 |
| Hazard Information | Back Directory | [Description]
Chromobox homolog 7 (CBX7) functions through its N-terminal chromodomain, which recognizes histone 3 trimethyl lysine 27 (H3K27me3), to repress gene transcription. It plays a key role in gene transcription in cellular processes related to stem cell self-renewal and differentiation, as well as tumor progression. MS37452 is a competitive inhibitor of CBX7 chromodomain binding to H3K27me3 (Ki = 43 μM). At 250 μM, it has been shown to derepress transcription of the polycomb repressive complex target gene p16/CDKN2A in prostate cancer cells. | [Uses]
MS37452 is a competitive inhibitor of CBX7 chromodomain binding to H3K27me3 and has been shown to derepress transcription of the polycomb repressive complex target gene. | [Biochem/physiol Actions]
MS37452 is a selective Chromobox homolog 7 (CBX7) modulator that disrupts CBX7ChD binding to H3K27me3. MS37452 inhibits CBX7 binding to INK4/ARF gene locus, and induces decline of p14/ARF and p16/INK4a in human PC3 cells. | [in vitro]
in a previous study, the crystal structures revealed the binding modes of ms37452 and its close analogs that competed against h3k27me3 binding via interactions with key residues in the methyl-lysine binding pocket of cbx7chd. it was further found that ms37452 as the lead compound was able to derepress the transcription of polycomb repressive complex target gene p16/cdkn2a through displacing cbx7 binding to the ink4a/arf locus in prostate cancer cells. these findings showed that ms37452 and its close analogs had the potential to be developed into high-potency chemical modulators targeting cbx7 functions in gene transcription in various disease pathways [1]. | [References]
[1] ren, c. ,morohashi, k.,plotnikov, a.n., et al. small-molecule modulators of methyl-lysine binding for the cbx7 chromodomain. chemistry & biology 22, 161-168 (2015). |
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| Company Name: |
Sigma-Aldrich
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021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
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021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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