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| Product Name: | SMIFH2 | | Synonyms: | Formin FH2 Domain Inhibitor, SMIFH2 - CAS 340316-62-3 - Calbiochem;SMIFH2;1-(3-Bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione;Formin FH2 Domain Inhibitor, SMIFH2;(5E)-1-(3-bromophenyl)-5-(furan-2-ylmethylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione;5-Furylidene,1-(3-Bromophenyl)-2-Thiobarbituric Acid;SMIFH2 >=98% (HPLC);1-(3-Bromophenyl)-5-(furan-2-ylmethylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione | | CAS: | 340316-62-3 | | MF: | C15H9BrN2O3S | | MW: | 377.21 | | EINECS: | | Product Categories: | | Mol File: | 340316-62-3.mol |
| SMIFH2 Chemical Properties |
| storage temp. | 2-8°C | | solubility | DMSO: soluble20mg/mL, clear | | form | powder | | color | light yellow to yellow-green |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | WGK Germany | 3 |
| SMIFH2 Usage And Synthesis |
| Uses | SMIFH2 was used to decipher the role of mDia2 in controlling microtubule dynamics and myofibroblast differentiation.1 | | General Description | A cell-permeable thiooxodihydropyrimidinedione compound that inhibits both formin-mediated, profilin-independent actin nucleation (IC50 ~15 μM using mDia1 or mDia2) and formin-mediated elongation of actin filaments in the presence of profilin (IC50 ~4 μM using Cdc12 or mDia2), but not the Arp2/3-mediated or formin-independent actin assembly. SMIFH2 targets the FH2 (formin homology 2) domain of formins from a large variety of species, including murine mDia1/2, C. elegans CYK-1, S. pombe Cdc12, S. pombe Fus1, and S. cerevisiae Bni1, and decreases formin affinity for the actin filament barbed end. SMIFH2, at 25 μM, is shown to selectively disrupt formin-dependent actin cables and contractile rings, but not Arp2/3-dependent, CK-666- (Cat. No. 182515) sensitive actin patches, in fission yeast. SMIFH2 is also demonstrated to affect F-actin cytoskeleton structures and cell migration (by a 2-fold decrease at 10 μM) in NIH 3T3 fibroblast cultures. | | Biochem/physiol Actions | SMIFH2 is an inhibitor of formin homology 2 domains. The compound is a first small molecule inhibitor of formin-mediated actin assembly that disrupts formin dependent processes from yeast to mammals. SMIFH2 may be a useful drug for identifying cellular processes dependent on formin-mediated actin assembly in a broad range of experimental systems. Formin is an actin nucleation factor. |
| SMIFH2 Preparation Products And Raw materials |
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