Crebinostat
Modify Date: 2025-08-24 23:24:47
Crebinostat structure
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Common Name | Crebinostat | ||
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| CAS Number | 1092061-61-4 | Molecular Weight | 353.415 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | N/A | |
| Molecular Formula | C20H23N3O3 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | N/A | |
Use of CrebinostatCrebinostat is a potent histone deacetylase (HDAC) inhibitor with IC50 values of 0.7 nM, 1.0 nM, 2.0 nM and 9.3 nM for HDAC1, HDAC2, HDAC3 and HDAC6, respectively. Crebinostat potently induces acetylation of both histone H3 and histone H4 as well as enhances the expression of the cAMP response element-binding protein (CREB) target gene Egr1. Crebinostat increases the density of synapsin-1 punctae along dendrites in cultured neurons. Crebinostat can modulate chromatin-mediated neuroplasticity and exhibits enhanced memory in mice[1]. |
| Name | 7-[2-(4-Biphenylylmethylene)hydrazino]-N-hydroxy-7-oxoheptanamide |
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| Synonym | More Synonyms |
| Description | Crebinostat is a potent histone deacetylase (HDAC) inhibitor with IC50 values of 0.7 nM, 1.0 nM, 2.0 nM and 9.3 nM for HDAC1, HDAC2, HDAC3 and HDAC6, respectively. Crebinostat potently induces acetylation of both histone H3 and histone H4 as well as enhances the expression of the cAMP response element-binding protein (CREB) target gene Egr1. Crebinostat increases the density of synapsin-1 punctae along dendrites in cultured neurons. Crebinostat can modulate chromatin-mediated neuroplasticity and exhibits enhanced memory in mice[1]. |
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| Related Catalog | |
| Target |
HDAC1:0.7 nM (IC50) HDAC2:1.0 nM (IC50) HDAC3:2.0 nM (IC50) HDAC6:9.3 nM (IC50) |
| In Vitro | Crebinostat (1 μM; 24 h) induces acetylation of AcH4K12 and AcH3K9 in mouse primary neuronal cells[1]. Crebinostat (1 μM; 24 h) downregulates Mapt mRNA expression, and upregulates Hspa1b (Hsp70) and Bdnf mRNA expression in mouse primary cultured neurons[1]. Crebinostat (1 μM; 24 h) increases histone acetylation and synapsin I punctae along dendrites in primary cultured neurons[1]. Western Blot Analysis[1] Cell Line: Mouse primary neuronal cells (dissociated from E17 embryonic mouse forebrain) Concentration: 1 μM Incubation Time: 24 h Result: Induced robust acetylation of AcH4K12 and AcH3K9 in a dose dependent manner with EC50s of 0.29 μM and 0.18 μM. |
| In Vivo | Crebinostat (25 mg/kg; IP; for 10 days) enhances memory of contextual fear conditioning in mice; induces an increase in total hippocampal acetylation of H4K12 and H3K9[1]. Animal Model: Male C57BL/6J mice (9-10 weeks)[1] Dosage: 25 mg/kg Administration: IP; alternate daily between left and right sides of the abdomen, for 10 days Result: Enhanced memory of contextual fear conditioning in mice; induced a trend towards an increase in total hippocampal acetylation of both H4K12 and H3K9. |
| References |
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Molecular Formula | C20H23N3O3 |
| Molecular Weight | 353.415 |
| Exact Mass | 353.173950 |
| LogP | 2.87 |
| Index of Refraction | 1.583 |
| InChIKey | AEIVDBATQVVQFS-RCCKNPSSSA-N |
| SMILES | O=C(CCCCCC(=O)NN=Cc1ccc(-c2ccccc2)cc1)NO |
| Heptanoic acid, 7-(hydroxyamino)-7-oxo-, 2-([1,1'-biphenyl]-4-ylmethylene)hydrazide |
| 7-[2-(4-Biphenylylmethylene)hydrazino]-N-hydroxy-7-oxoheptanamide |