SMIFH2

Product Name: SMIFH2
CAS No.: 340316-62-3
Chemical Name: SMIFH2
Synonyms: SMIFH2;SMIFH2 >=98% (HPLC);SMIFH2 Formin FH2 Domain Inhibitor;Formin FH2 Domain Inhibitor, SMIFH2;5-Furylidene,1-(3-Bromophenyl)-2-Thiobarbituric Acid;Formin FH2 Domain Inhibitor, SMIFH2 - CAS 340316-62-3 - Calbiochem;1-(3-Bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione;1-(3-Bromophenyl)-5-(furan-2-ylmethylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione;4,6(1H,5H)-Pyrimidinedione, 1-(3-bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-;(5E)-1-(3-bromophenyl)-5-(furan-2-ylmethylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
CBNumber: CB02565932
Molecular Formula: C15H9BrN2O3S
Formula Weight: 377.21
MOL File: 340316-62-3.mol

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SMIFH2 Property

Density: 1.75±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: soluble20mg/mL, clear
form: powder
pka: 5.45±0.20(Predicted)
color: light yellow to yellow-green
Stability:: Light Sensitive

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Safety

Hazard Codes: T
Risk Statements: 25
Safety Statements: 45
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S4826
Product name: SMIFH2
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $155
Updated: 2024/03/01

Sigma-Aldrich

Product number: 344092
Product name: Formin FH2 Domain Inhibitor, SMIFH2
Packaging: 10mg
Price: $125
Updated: 2024/03/01

Sigma-Aldrich

Product number: S4826
Product name: SMIFH2
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $613
Updated: 2024/03/01

Tocris

Product number: 4401
Product name: SMIFH2
Purity: ≥99%(HPLC)
Packaging: 10
Price: $125
Updated: 2021/12/16

Tocris

Product number: 4401
Product name: SMIFH2
Purity: ≥99%(HPLC)
Packaging: 50
Price: $526
Updated: 2021/12/16

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SMIFH2 Chemical Properties,Usage,Production

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.

storage

Store at +4°C

SMIFH2 Preparation Products And Raw materials

Raw materials

Preparation Products

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SMIFH2 Suppliers

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340316-62-3, SMIFH2Related Search:

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

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SMIFH2 Formin FH2 Domain Inhibitor

4,6(1H,5H)-Pyrimidinedione, 1-(3-bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-

340316-62-3

C15H9BrN2O3S