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BAY 598

Cat. No. 5991 Submit a Review Datasheet / COA / SDS
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Description: Potent and selective SMYD2 inhibitor
Chemical Name: N-[(4S)-1-[(Cyanoamino)[[3-(difluoromethoxy)phenyl]imino]methyl]-3-(3,4-dichlorophenyl)-4,5-dihydro-1H-pyrazol-4-yl]-N-ethyl-2-hydroxyacetamide
Purity: ≥98% (HPLC)
Datasheet
Citations
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Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for BAY 598

BAY 598 is a potent and selective competitive inhibitor of SMYD2 lysine methyltransferase (IC50 values are 27 and 58 nM for biochemical and cellular activity assays, respectively), which displays >100-fold selectivity for SMYD2 over a panel of 32 other methyltransferases including SMYD3, SUV420H1, and SUV420H2. BAY 598 enhances apoptotic responses to doxorubicin (Cat. No. 2252) in cancer cell lines, and decreases p53K370me levels in HEK293 cells. It also reduces methylation in tumor cells in a mouse xenograft model.

To request the negative control for BAY 598, please fill out the BAY 369 request form on the SGC website.

Licensing Information

This probe is supplied in conjunction with the Structural Genomics Consortium. For further characterization details, please visit the BAY 598 probe summary on the SGC website.

External Portal Information for BAY 598

Chemicalprobes.org is a portal that offers independent guidance on the selection and/or application of small molecules for research. The use of BAY 598 is reviewed on the chemical probes website.

Compound Libraries for BAY 598

BAY 598 is also offered as part of the Tocriscreen Epigenetics Library. Find out more about compound libraries available from Tocris.

Technical Data for BAY 598

M. Wt 525.34
Formula C22H20Cl2F2N6O3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 1906919-67-2
PubChem ID 117072551
InChI Key OTTJIRVZJJGFTK-SFHVURJKSA-N
Smiles CCN(C(CO)=O)[C@H]1CN(/C(NC2=CC(OC(F)F)=CC=C2)=N\C#N)N=C1C3=CC(Cl)=C(C=C3)Cl

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

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for BAY 598

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 52.53 100

Preparing Stock Solutions for BAY 598

The following data is based on the product molecular weight 525.34. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.9 mL 9.52 mL 19.04 mL
5 mM 0.38 mL 1.9 mL 3.81 mL
10 mM 0.19 mL 0.95 mL 1.9 mL
50 mM 0.04 mL 0.19 mL 0.38 mL

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References for BAY 598

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

Eggert et al (2016) Discovery and characterization of a highly potent and selective aminopyrazoline-based in vivo probe (BAY-598) for the protein lysine methyltransferase SMYD2. J.Med.Chem. 59 4578 PMID: 27075367

Scheer et al (2019) A chemical biology toolbox to study protein methyltransferases and epigenetic signaling. Nat.Commun. 10 19 PMID: 30604761

If you know of a relevant reference for BAY 598, please let us know.

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Citations for BAY 598

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