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SMIFH2

Product Name
SMIFH2
CAS No.
340316-62-3
Chemical Name
SMIFH2
Synonyms
SMIFH2;SMIFH2 >=98% (HPLC);SMIFH2, 10 mM in DMSO;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-
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
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+
InChIKey
MVFJHEQDISFYIS-XYOKQWHBSA-N
SMILES
S=C1N(C(=O)\C(=C\c3[o]ccc3)\C(=O)N1)c2cc(ccc2)Br
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
WGK Germany 
3
Storage Class
11 - Combustible Solids
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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
$151.05
Updated
2025/07/31
Sigma-Aldrich
Product number
344092
Product name
Formin FH2 Domain Inhibitor, SMIFH2
Packaging
10mg
Price
$129
Updated
2025/07/31
Sigma-Aldrich
Product number
S4826
Product name
SMIFH2
Purity
≥98% (HPLC)
Packaging
25mg
Price
$630
Updated
2025/07/31
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

China 52 Russia 1 United Kingdom 1 United States 9 USA 1 Global 64
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185 18149758185;
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3505
Advantage
58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51395
Advantage
80
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
Tianjin Kailiqi Biotechnology Co., Ltd.
Tel
15076683720
Fax
022-23754520
Email
klq@cw-bio.com
Country
China
ProdList
9377
Advantage
55
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32470
Advantage
58
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19552
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
Advantage
58
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
Advantage
58

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-
  • SMIFH2, 10 mM in DMSO
  • 340316-62-3
  • C15H9BrN2O3S