MC 1742

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Cat.No. 5727 - MC 1742 | C21H21N3O3S | CAS No. 1776116-74-5
Description: Potent class I and IIb HDAC inhibitor
Chemical Name: 5-[(4-[1,1'-Biphenyl]-4-yl-1,6-dihydro-6-oxo-2-pyrimidinyl)thio]-N-hydroxypentanamide
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Potent class I and IIb HDAC inhibitor (IC50 values are 7, 20, 40, 100, 110 and 610 nM for HDAC6, HDAC3, HDAC10, HDAC1, HDAC2 and HDAC8, respectively). Suppresses proliferation and induces apoptosis of sarcoma cancer stem cells (CSCs) at concentrations >500 nM. Also induces osteogenesis in sarcoma CSCs at concentrations of 25 - 500 nM.

Technical Data

M. Wt 395.47
Formula C21H21N3O3S
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 1776116-74-5
PubChem ID 49769453
InChI Key AOFVDNFTELWRHV-UHFFFAOYSA-N
Smiles O=C(NC(SCCCCC(NO)=O)=N1)C=C1C(C=C2)=CC=C2C3=CC=CC=C3

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 39.55 100

Preparing Stock Solutions

The following data is based on the product molecular weight 395.47. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.53 mL 12.64 mL 25.29 mL
5 mM 0.51 mL 2.53 mL 5.06 mL
10 mM 0.25 mL 1.26 mL 2.53 mL
50 mM 0.05 mL 0.25 mL 0.51 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the biological activity of the product.

Di Pompo et al (2015) Novel histone deacetylase inhibitors induce growth arrest, apoptosis, and differentiation in sarcoma cancer stem cells. J.Med.Chem. 58 4073 PMID: 25905694

Mai et al (2008) Novel uracil-based 2-aminoanilide and 2-aminoanilide-like derivatives: histone deacetylase inhibition and in-cell activities. Bioorg.Med.Chem.Lett. 18 2530 PMID: 18381238

Mai et al (2006) Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors. J.Med.Chem. 49 6046 PMID: 17004718


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View all Class II HDAC Inhibitors

Keywords: MC 1742, MC 1742 supplier, MC1742, HDAC1, HDAC2, HDAC3, HDAC6, HDAC8, HDAC10, inhibitors, inhibits, histone, deacetylases, class, II, IIa, epigenetics, cancer, stem, cells, CSCs, osteogenic, differentiation, Cancer, Stem, Cells, Class, I, HDACs, 5727, Tocris Bioscience

Citations for MC 1742

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Epigenetics

Epigenetics Scientific Review

Written by Susanne Müller-Knapp and Peter J. Brown, this review gives an overview of the development of chemical probes for epigenetic targets, as well as the impact of these tool compounds being made available to the scientific community. In addition, their biological effects are also discussed. Epigenetic compounds available from Tocris are listed.

Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.

Epigenetics in Cancer

Epigenetics in Cancer Poster

Adapted from the 2015 Cancer Product Guide Edition 3, this poster summarizes the main epigenetic targets in cancer. The dysregulation of epigenetic modifications has been shown to result in oncogenesis and cancer progression. Unlike genetic mutations, epigenetic alterations are considered to be reversible and thus make promising therapeutic targets.

Rheumatoid Arthritis

Rheumatoid Arthritis Poster

Rheumatoid arthritis (RA) is a chronic destructive inflammatory autoimmune disease that results from a breakdown in immune tolerance, for reasons that are as yet unknown. This poster summarizes the pathology of RA and the inflammatory processes involved, as well as describing some of the epigenetic modifications associated with the disease and the potential for targeting these changes in the discovery of new treatments.