SML1276 Sigma-Aldrich


≥98% (HPLC)

Synonym: 4-{4-(1-Methyl-1H-pyrazol-4-yl)-1-[2-(1-methyl-1H-pyrazol-4-yl)-ethyl]-1H-imidazol-5-yl}-benzonitrile

  • Empirical Formula (Hill Notation) C20H19N7

  • Molecular Weight 357.41

  •  MDL number MFCD28166490

  •  PubChem Substance ID 329825762

  •  NACRES NA.77



Related Categories B, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 10 mg/mL, clear
storage temp.   2-8°C
SMILES string   CN(N=C1)C=C1CCN2C=NC(C3=CN(C)N=C3)=C2C4=CC=C(C#N)C=C4
InChI   1S/C20H19N7/c1-25-12-16(10-23-25)7-8-27-14-22-19(18-11-24-26(2)13-18)20(27)17-5-3-15(9-21)4-6-17/h3-6,10-14H,7-8H2,1-2H3



5, 25 mg in glass bottle

Biochem/physiol Actions

BAZ2-ICR is a chemical probe for BAZ2A/B bromodomains with >100-fold selectivity over other bromodomains, with the exception of CECR2 (15-fold selectivity). BAZ2A is an essential component of the nucleolar remodeling complex (NoRC), which mediates recruitment of histone modifyine enzymes and DNA methylase involved in the silencing of ribosomal RNA transcription by RNA polymerase I. BAZ2B is believed to be involved in regulating nucleosome mobilization along linear DNA. BAZ2-ICR binds to BAZ2A with a KD of 109 nM (ITC) and to BAZ2B with a KD of 170 nM (ITC). BAZ2-ICR also shows accelerated Fluorescence recovery after photobleaching (FRAP) recovery at 1 μM in the BAZ2A FRAP assay. For full characterization details, please visit the BAZ2-ICR probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit

Features and Benefits

BAZ2-ICR is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit

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

Other Notes

BAZ2-ICR has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the BAZ2-ICR probe summary on the Chemical Probes Portal website.

Safety & Documentation

Safety Information

GHS06  GHS06
Signal word 
Hazard statements 
Precautionary statements 
UN 2811 6.1 / PGIII
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Protocols & Articles


Discover Bioactive Small Molecules for Gene Regulation

The loss of regulation of gene expression is a key component to many human disease states, including neurodegenerative disorders, autoimmune conditions and, most prominently, cancers. Regulation of g...
Keywords: Acetylations, Epigenetics, Gene expression, Genomics, Methylations, PAGE, Post translational modifications, Transcription

Peer-Reviewed Papers


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