methyl 2-[3-(4-chlorophenyl)-2-(2,4-dichlorobenzamido)-4-oxo-1,3-thiazolidin-5-ylidene]acetate

• ChemBase ID: 155019
• Molecular Formular: C19H11Cl3N2O4S
• Molecular Mass: 469.72564
• Monoisotopic Mass: 467.95051088
• SMILES: COC(=O)/C=C/1\C(=O)N(/C(=N/C(=O)c2ccc(cc2Cl)Cl)/S1)c1ccc(cc1)Cl
• Canonical SMILES: COC(=O)/C=C\1/S/C(=N\C(=O)c2ccc(cc2Cl)Cl)/N(C1=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C19H11Cl3N2O4S/c1-28-16(25)9-15-18(27)24(12-5-2-10(20)3-6-12)19(29-15)23-17(26)13-7-4-11(21)8-14(13)22/h2-9H,1H3
• InChIKey: SDGLYCKTPKZBGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[3-(4-chlorophenyl)-2-(2,4-dichlorobenzamido)-4-oxo-1,3-thiazolidin-5-ylidene]acetate
• IUPAC Traditional name: methyl 2-[3-(4-chlorophenyl)-2-(2,4-dichlorobenzamido)-4-oxo-1,3-thiazolidin-5-ylidene]acetate
• Synonyms: 2-[3-(4-chlorophenyl)-2-[(2,4-dichlorobenzoyl)imino]-4-oxo-5-thiazolidinylidene]-acetic acid, methyl ester; FR-171113; FR-171113

Database IDs

• CAS Number: 173904-50-2
• PubChem SID: 162249157
• PubChem CID: 25015749

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.1492953
• LogD (pH = 7.4): 5.1492953
• Log P: 5.1492953
• Molar Refractivity: 113.7194 cm^3
• Polarizability: 43.473248 Å^3
• Polar Surface Area: 76.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥5 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H410
• GHS Precautionary statements: P273-P501
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H11Cl3N2O4S

DETAILS

Sigma Aldrich - SML0028

Biochem/physiol Actions
FR171113 was the first non-peptide antagonist of the Protease Activated Receptor-1 (PAR1), also termed thrombin receptor. FR171113 inhibits either thrombin or TRAP-6-induced platelet aggregation (IC50 = 290 and 150 nM, respectively). The compound does not affect the protease activity of thrombin or clotting time.