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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
Molecular Weight:
377.21
MDL Number:
MOL File:
340316-62-3.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

SMIFH2 Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard Codes  T
Risk Statements  25
Safety Statements  45
WGK Germany  3
NFPA 704
0
2 0

SMIFH2 price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S4826 SMIFH2 ≥98% (HPLC) 340316-62-3 5mg $155 2024-03-01 Buy
Sigma-Aldrich 344092 Formin FH2 Domain Inhibitor, SMIFH2 340316-62-3 10mg $125 2024-03-01 Buy
Sigma-Aldrich S4826 SMIFH2 ≥98% (HPLC) 340316-62-3 25mg $613 2024-03-01 Buy
Tocris 4401 SMIFH2 ≥99%(HPLC) 340316-62-3 10 $125 2021-12-16 Buy
Tocris 4401 SMIFH2 ≥99%(HPLC) 340316-62-3 50 $526 2021-12-16 Buy
Product number Packaging Price Buy
S4826 5mg $155 Buy
344092 10mg $125 Buy
S4826 25mg $613 Buy
4401 10 $125 Buy
4401 50 $526 Buy

SMIFH2 Chemical Properties,Uses,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

SMIFH2 Suppliers

Global( 43)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
ShangHai Caerulum Pharma Discovery Co., Ltd. 18149758185 sales-cpd@caerulumpharma.com China 3418 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
Tianjin Kailiqi Biotechnology Co., Ltd. 15076683720 klq@cw-bio.com China 3413 55
BOC Sciences -- info@bocsci.com USA 0 65
DC Chemicals 021-58447131 13564518121 sales@dcchemicals.com China 9414 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
SMIFH2 1-(3-Bromophenyl)-5-(2-furanylmethylene)dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione Formin FH2 Domain Inhibitor, SMIFH2 Formin FH2 Domain Inhibitor, SMIFH2 - CAS 340316-62-3 - Calbiochem (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