ChemicalBook > CAS DataBase List > SMIFH2

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
  • SMIFH-2,lung,HeLa,actin,SMIFH 2,adenocarcinoma,carcinoma,cytoskeleton,Inhibitor,SMIFH2,polymerization,epithelial,inhibit,breast,formin
  • SMIFH2 Formin FH2 Domain Inhibitor
  • 4,6(1H,5H)-Pyrimidinedione, 1-(3-bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-
  • 340316-62-3
  • C15H9BrN2O3S