3-[bis(4-methoxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 154185
• Molecular Formular: C23H19NO3
• Molecular Mass: 357.40186
• Monoisotopic Mass: 357.13649347
• SMILES: COc1ccc(cc1)/C(=C/1\c2ccccc2NC1=O)/c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)/C(=C/1\C(=O)Nc2c1cccc2)/c1ccc(cc1)OC
• InChI: InChI=1S/C23H19NO3/c1-26-17-11-7-15(8-12-17)21(16-9-13-18(27-2)14-10-16)22-19-5-3-4-6-20(19)24-23(22)25/h3-14H,1-2H3,(H,24,25)
• InChIKey: KUEYYIJXBRWZIB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[bis(4-methoxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 3-[bis(4-methoxyphenyl)methylidene]-1H-indol-2-one
• Synonyms: 3-Bis-(4-methoxphenyl)methylene-2-indolinone; TAS-301

Database IDs

• CAS Number: 193620-69-8
• MDL Number: MFCD05865245
• PubChem SID: 162248324
• PubChem CID: 9885087

CALCULATED PROPERTIES

• Acid pKa: 11.204603
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.3830853
• LogD (pH = 7.4): 4.3830214
• Log P: 4.383086
• Molar Refractivity: 116.2104 cm^3
• Polarizability: 40.441147 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble40 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C23H19NO3

DETAILS

Sigma Aldrich - T9324

Biochem/physiol Actions
Inhibitor of migration and proliferation in vascular smooth muscle cells; inhibitor of restenosis.