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Merck
CN

344092

SMIFH2

The Formin FH2 Domain Inhibitor, SMIFH2, also referenced under CAS 340316-62-3, controls the biological activity of Formin FH2 Domain. This small molecule/inhibitor is primarily used for Membrane applications.

别名:

Formin FH2 Domain Inhibitor, SMIFH2, Small Molecule Inhibitor of Formin Homology 2 domain, 1-(3-Bromophenyl)-5-(2-furylmethylene)-2-thioxo-hexahydropyrimidine-4,6-dione, Actin Assembly Inhibitor XV

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关于此项目

经验公式（希尔记法）:
C15H9BrN2O3S
化学文摘社编号:
340316-62-3
分子量:
377.21
MDL number:
MFCD02195147
UNSPSC Code:
12352200
NACRES:
NA.28

主要文件

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产品名称

Formin FH2 Domain Inhibitor, SMIFH2, The Formin FH2 Domain Inhibitor, SMIFH2, also referenced under CAS 340316-62-3, controls the biological activity of Formin FH2 Domain. This small molecule/inhibitor is primarily used for Membrane applications.

SMILES string

S=C1N(C(=O)\C(=C\c3[o]ccc3)\C(=O)N1)c2cc(ccc2)Br

InChI

1S/C15H9BrN2O3S/c16-9-3-1-4-10(7-9)18-14(20)12(13(19)17-15(18)22)8-11-5-2-6-21-11/h1-8H,(H,17,19,22)/b12-8+

InChI key

MVFJHEQDISFYIS-XYOKQWHBSA-N

assay

≥98% (sum of two geometrical isomers, HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

darkdeep green

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

相关类别

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Other Notes

Rizvi, S.A., et al. 2009. Chem. Biol.16, 1158.

Packaging

Packaged under inert gas

Preparation Note

Use only fresh DMSO. Following reconstiution, aliquot an freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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