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M1824

MC1568

≥97% (HPLC), class II (IIa) histone deacetylas (HDAC II) inhibitor, powder

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:
Molecular Weight:
314.31
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
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Product Name

MC1568, ≥97% (HPLC)

Quality Level

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.

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Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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
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
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
Basak Icli et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(4), 5599-5614 (2019-01-23)
Angiogenesis is a critical process in repair of tissue injury that is regulated by a delicate balance between pro- and antiangiogenic factors. In disease states associated with impaired angiogenesis, we identified that miR-135a-3p is rapidly induced and serves as an
Christine Lang et al.
PLoS pathogens, 8(1), e1002483-e1002483 (2012-01-26)
Intracellular pathogens including the apicomplexan and opportunistic parasite Toxoplasma gondii profoundly modify their host cells in order to establish infection. We have shown previously that intracellular T. gondii inhibit up-regulation of regulatory and effector functions in murine macrophages (MΦ) stimulated

Articles

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Global Trade Item Number

SKUGTIN
M1824-5MG04061832632209
M1824-25MG04061832632193

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