A selective class IIa HDAC inhibitor
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MC 1568

Item No. 16265

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-3-[5-[(1E)-3-(3-fluorophenyl)-3-oxo-1-propen-1-yl]-1-methyl-1H-pyrrol-2-yl]-N-hydroxy-2-propenamide
CAS Number
852475-26-4
Molecular Formula
C17H15FN2O3
Formula Weight
314.3
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.5 mg/mlDMSO: 1 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.3 mg/ml
λmax
435 nm
SMILES
ONC(/C=C/C1=CC=C(/C=C/C(C2=CC=CC(F)=C2)=O)N1C)=O
InChi Code
InChI=1S/C17H15FN2O3/c1-20-14(5-6-15(20)8-10-17(22)19-23)7-9-16(21)12-3-2-4-13(18)11-12/h2-11,23H,1H3,(H,19,22)/b9-7+,10-8+
InChi Key
QQDIFLSJMFDTCQ-FIFLTTCUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $110

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    10 mg

    $153

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    25 mg

    $336

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    Product Description

    MC 1568 is a selective inhibitor of class IIa HDACs, with greater than 170-fold selectivity over class I HDACs, including HDAC1.1,2,3 It has been used in cells (1-10 µM) and in mice to elucidate the roles of class IIa HDACs in cell proliferation and differentiation, apoptosis, myogenesis, adipogenesis, and fibrosis.3,4,5,6,7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mai, A., Massa, S., Pezzi, R., et al. Class II (IIa)-selective histone deacetylase inhibitors. 1. Synthesis and biological evaluation of novel (aryloxopropenyl)pyrrolyl hydroxyamides. J. Med. Chem. 48(9), 3344-3353 (2005).

    2. Mai, A., Jelicic, K., Rotili, D., et al. Identification of two new synthetic histone deacetylase inhibitors that modulate globin gene expression in erythroid cells from healthy donors and patients with thalassemia. Mol. Pharmacol. 72(5), 1111-1123 (2007).

    3. Nebbioso, A., Manzo, F., Miceli, M., et al. Selective class II HDAC inhibitors impair myogenesis by modulating the stability and activity of HDAC-MEF2 complexes. EMBO reports 10(7), 776-782 (2009).

    4. Duong, V., Bret, C., Altucci, L., et al. Specific activity of class II histone deacetylases in human breast cancer cells. Mol. Cancer Res. 6(12), 1908-1919 (2008).

    5. Nebbioso, A., Dell'Aversana, C., Bugge, A., et al. HDACs class II-selective inhibition alters nuclear receptor-dependent differentiation. J. Mol. Endocrinol. 45(4), 219-228 (2010).

    6. Wang, G., He, J., Zhao, J., et al. Class I and class II histone deacetylases are potential therapeutic targets for treating pancreatic cancer. PLoS One 7(12), 1-10 (2012).

    7. Mannaerts, I., Eysackers, N., Onyema, O.O., et al. Class II HDAC inhibition hampers hepatic stellate cell activation by induction of microRNA-29. PLoS One 8(1), 1-9 (2013).

    8. Spallotta, F., Tardivo, S., Nanni, S., et al. Detrimental effect of class-selective histone deacetylase inhibitors during tissue regeneration following hindlimb ischemia. The Journal of Biological Chemisty 288(32), 22915-22929 (2013).