3-(2-methylphenyl)-5-(3-phenylprop-2-en-1-ylidene)-2-sulfanylidene-1,3-thiazolidin-4-one

• ChemBase ID: 155035
• Molecular Formular: C19H15NOS2
• Molecular Mass: 337.4585
• Monoisotopic Mass: 337.05950611
• SMILES: Cc1ccccc1N1C(=O)/C(=C/C=C/c2ccccc2)/SC1=S
• Canonical SMILES: Cc1ccccc1N1C(=S)S/C(=C\C=C\c2ccccc2)/C1=O
• InChI: 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
• InChIKey: UYZLENPCNZVWQZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-methylphenyl)-5-(3-phenylprop-2-en-1-ylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
• IUPAC Traditional name: 3-(2-methylphenyl)-5-(3-phenylprop-2-en-1-ylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
• Synonyms: 3-(2-methylphenyl)-5-(3-phenyl-2-propen-1-ylidene)-2-thioxo-4-thiazolidinone; IMB-10

Database IDs

• CAS Number: 307525-40-2
• MDL Number: MFCD20134199
• PubChem SID: 162249173
• PubChem CID: 1555648

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.6621003
• LogD (pH = 7.4): 5.6621003
• Log P: 5.6621003
• Molar Refractivity: 104.246 cm^3
• Polarizability: 39.40634 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥25 mg/mL
• Apperance: yellow powder

Safety Information

• German water hazard class: 3
• Safety Statements: 61
• GHS Pictograms: GHS09
• GHS Hazard statements: H411
• GHS Precautionary statements: P273
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H15NOS2

DETAILS

Sigma Aldrich - SML0022

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.