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M1824

Sigma-Aldrich

MC1568

≥97% (HPLC)

Synonym(s):

3-[5-(3-(3-Fluorophenyl)-3-oxopropen-1-yl)-1-methyl-1H-pyrrol-2-yl]-N-hydroxy-2-propenamide

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About This Item

Empirical Formula (Hill Notation):
C17H15FN2O3
CAS Number:
852475-26-4
Molecular Weight:
314.31
UNSPSC Code:
12352200
PubChem Substance ID:
329817891
NACRES:
NA.77

Quality Level

100

assay

≥97% (HPLC)

form

powder

color

orange

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

Cn1c(\C=C\C(=O)NO)ccc1\C=C\C(=O)c2cccc(F)c2

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

Biochem/physiol Actions

MC1568 is a selective class II (IIa) histone deacetylas (HDAC II) inhibitor.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mahboubeh Daneshpajooh et al.
Diabetologia, 60(1), 116-125 (2016-11-01)
Pancreatic beta cell dysfunction is a prerequisite for the development of type 2 diabetes. Histone deacetylases (HDACs) may affect pancreatic endocrine function and glucose homeostasis through alterations in gene regulation. Our aim was to investigate the role of HDAC7 in
Angela Nebbioso et al.
EMBO reports, 10(7), 776-782 (2009-06-06)
Histone deacetylase (HDAC) inhibitors are promising new epi-drugs, but the presence of both class I and class II enzymes in HDAC complexes precludes a detailed elucidation of the individual HDAC functions. By using the class II-specific HDAC inhibitor MC1568, we
Li Shen et al.
PloS one, 7(1), e30815-e30815 (2012-02-04)
Immunosuppressive factors such as regulatory T cells (Tregs) limit the efficacy of immunotherapies. Histone deacetylase (HDAC) inhibitors have been reported to have antitumor activity in different malignancies and immunomodulatory effects. Herein, we report the Tregs-targeting and immune-promoting effect of a
Xi Gu et al.
Journal of cellular physiology, 233(1), 673-687 (2017-03-24)
The class IIa histone deacetylases (HDACs) play important roles in the central nervous system during diverse biological processes such as synaptic plasticity, axon regeneration, cell apoptosis, and neural differentiation. Although it is known that HDAC5 regulates neuronal differentiation, neither the
Ilaria Lepore et al.
PloS one, 8(12), e83018-e83018 (2013-12-19)
Over the past years BARD1 (BRCA1-associated RING domain 1) has been considered as both a BRCA1 (BReast Cancer susceptibility gene 1, early onset) interactor and tumor suppressor gene mutated in breast and ovarian cancers. Despite its role as a stable
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