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Cat.No. 4401 - SMIFH2 | C15H9BrN2O3S | CAS No. 340316-62-3
Description: FH2 domain inhibitor; prevents actin nucleation
Chemical Name: 1-(3-Bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione
Purity: ≥99% (HPLC)
Citations (3)

Biological Activity

Inhibitor of formin homology 2 (FH2) domains. Prevents formin-mediated actin nucleation and barbed end elongation. Disrupts formin-dependent actin cytoskeletal structures in fission yeast and mammalian NIH 3T3 fibroblasts.

Technical Data

M. Wt 377.21
Formula C15H9BrN2O3S
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 340316-62-3
PubChem ID 2258538
Smiles O=C(/C(C(N2)=O)=C/C1=CC=CO1)N(C3=CC=CC(Br)=C3)C2=S

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

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 37.72 100

Preparing Stock Solutions

The following data is based on the product molecular weight 377.21. 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 2.65 mL 13.26 mL 26.51 mL
5 mM 0.53 mL 2.65 mL 5.3 mL
10 mM 0.27 mL 1.33 mL 2.65 mL
50 mM 0.05 mL 0.27 mL 0.53 mL

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

Rizvi et al (2009) Identification and characterization of a small molecule inhibitor of formin-mediated actin assembly. Chem.Biol. 16 1158 PMID: 19942139

Poincloux et al (2011) Contractility of the cell rear drives invasion of breast tumor cells in 3D Matrigel. Proc.Natl.Acad.Sci.USA 108 1943 PMID: 21245302

If you know of a relevant reference for SMIFH2, please let us know.

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Keywords: SMIFH2, SMIFH2 supplier, SMIFH2, formins, homology, fh2, domains, inhibitors, inhibits, actin, nucleation, Actin, 4401, Tocris Bioscience

3 Citations for SMIFH2

Citations are publications that use Tocris products. Selected citations for SMIFH2 include:

Tornavaca et al (2015) ZO-1 controls endothelial adherens junctions, cell-cell tension, angiogenesis, and barrier formation. J Neurosci 208 821 PMID: 25753039

Basu et al (2016) Arp2/3 and VASP Are Essential for Fear Memory Formation in Lateral Amygdala. Eneuro 3 PMID: 27957528

Ganguly et al (2015) A dynamic formin-dependent deep F-actin network in axons. J Cell Biol 210 401 PMID: 26216902

Do you know of a great paper that uses SMIFH2 from Tocris? Please let us know.

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