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Submit ReviewBAY 598
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)
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.
Product Datasheets for BAY 598
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
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Keywords: BAY 598, BAY 598 supplier, BAY598, lysine, methyltransferase, inhibitors, inhibits, potent, selective, SMYD2, SET, and, MYND, domain, contain, protein, 2, Other, Lysine, Methyltransferases, 5991, Tocris Bioscience
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