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SML0022

Sigma-Aldrich

IMB-10

≥98% (HPLC)

Synonym(s):

3-(2-methylphenyl)-5-(3-phenyl-2-propen-1-ylidene)-2-thioxo-4-thiazolidinone

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About This Item

Empirical Formula (Hill Notation):
C19H15NOS2
CAS Number:
307525-40-2
Molecular Weight:
337.46
MDL number:
MFCD20134199
UNSPSC Code:
12352200
PubChem Substance ID:
329825094
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: ≥25 mg/mL

storage temp.

2-8°C

SMILES string

Cc1ccccc1N2C(=S)S\C(=C\C=C\c3ccccc3)C2=O

InChI

1S/C19H15NOS2/c1-14-8-5-6-12-16(14)20-18(21)17(23-19(20)22)13-7-11-15-9-3-2-4-10-15/h2-13H,1H3/b11-7+,17-13+

InChI key

UYZLENPCNZVWQZ-QHMSGILQSA-N

Application

IMB-10 may be used to study integrin-mediated signaling in tumor cells.

Biochem/physiol Actions

IMB-10 is a ligand for the αMβ2 integrin that stabilizes the binding of the integrin to endogenous ligands such as proMMP-9 and fibrinogen. IMB-10 blocks migration of lymphocyte cell lines and inhibits leukocyte infiltration in a murine thioglycolate-induced peritonitis.
IMB-10 is a thioxothiazolidine compound that inhibits the infiltration of leukocytes to the site of tumor and blocks the invasion of HSC-3 carcinoma. It modulates the host inflammatory responses and tumor progression.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificates of Analysis (COA)

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Juho Suojanen et al.
Anticancer research, 27(6B), 3775-3781 (2008-01-30)
Leukocyte immunomodulation has great clinical potential as a therapy of inflammatory conditions and cancer. We have recently developed leukocyte alphaMbeta2 integrin targeting small molecule (IMB-10) capable of inhibiting leukocyte migration and recruitment in vitro and in vivo. The purpose of

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