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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 (12)

Biological Activity for SMIFH2

SMIFH2 is an 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 for SMIFH2

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 for SMIFH2

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

Preparing Stock Solutions for SMIFH2

The following data is based on the product molecular weight 377.21. 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 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 for SMIFH2

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

12 Citations for SMIFH2

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

Sepúlveda-Ramírez et al (2018) Cdc42 controls primary mesenchyme cell morphogenesis in the sea urchin embryo. Dev Biol 437 140 PMID: 29555242

Logue et al (2018) c-Src activity is differentially required by cancer cell motility modes. Oncogene 37 2104 PMID: 29379163

Ford et al (2018) Chlamydia exploits filopodial capture and a macropinocytosis-like pathway for host cell entry. PLoS Pathog 14 e1007051 PMID: 29727463

Ray et al (2018) Intrinsic cellular chirality regulates left-right symmetry breaking during cardiac looping. Proc Natl Acad Sci U S A 115 E11568 PMID: 30459275

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

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