382148
Histone Deacetylase Inhibitor II
The Histone Deacetylase Inhibitor II, also referenced under CAS 174664-65-4, controls the biological activity of Histone Deacetylase. This small molecule/inhibitor is primarily used for Cell Structure applications.
Synonym(s):
Histone Deacetylase Inhibitor II, CBHA, m-Carboxycinnamic Acid bis-Hydroxamide
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About This Item
Empirical Formula (Hill Notation):
C10H10N2O4
CAS Number:
Molecular Weight:
222.20
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.54
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Quality Segment
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
off-white
solubility
DMSO: 50 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
N(O)C(=O)c1cc(ccc1)\C=C\C(=O)NO
InChI
1S/C10H10N2O4/c13-9(11-15)5-4-7-2-1-3-8(6-7)10(14)12-16/h1-6,15-16H,(H,11,13)(H,12,14)/b5-4+
InChI key
OYKBQNOPCSXWBL-SNAWJCMRSA-N
General description
A cell-permeable second generation hybrid polar agent that acts as a histone deacetylase (HDAC) inhibitor. The HDAC inhibition is believed to arise as a result of the binding of the hydroxamic moiety to the active site zinc. Shown to be a potent inducer of transformed cell growth arrest and terminal differentiation (~4 µM). Induces apoptosis and the CD95/CD95-Ligand expression in human neuroblastoma cells, which can be blocked by Caspase Inhibitor Z-VAD-FMK (Cat. No. 627610).
Biochem/physiol Actions
Cell permeable: yes
Primary Target
HDAC
HDAC
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Coffey, D.C., et al. 2001. Cancer Res.61, 3591.
Coffey, D.C., et al. 2000. Pediatr. Oncol.35, 577.
Marks, P.A., et al. 2000. J. Natl. Cancer Inst.92, 1210.
Glick, R.D., et al. 1999. Cancer Res.59, 4392.
Richon, V.M., et al. 1998. Proc. Natl. Acad. Sci. USA95, 3003.
Richon, V.M., et al. 1996. Proc. Natl. Acad. Sci. USA93, 5705.
Coffey, D.C., et al. 2000. Pediatr. Oncol.35, 577.
Marks, P.A., et al. 2000. J. Natl. Cancer Inst.92, 1210.
Glick, R.D., et al. 1999. Cancer Res.59, 4392.
Richon, V.M., et al. 1998. Proc. Natl. Acad. Sci. USA95, 3003.
Richon, V.M., et al. 1996. Proc. Natl. Acad. Sci. USA93, 5705.
Legal Information
Not available for sale in the United States.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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