5,6-bis(phenylamino)-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 154046
• Molecular Formular: C20H15N3O2
• Molecular Mass: 329.352
• Monoisotopic Mass: 329.11642674
• SMILES: c1ccc(cc1)Nc1cc2c(cc1Nc1ccccc1)C(=O)NC2=O
• Canonical SMILES: O=C1NC(=O)c2c1cc(Nc1ccccc1)c(c2)Nc1ccccc1
• InChI: InChI=1S/C20H15N3O2/c24-19-15-11-17(21-13-7-3-1-4-8-13)18(12-16(15)20(25)23-19)22-14-9-5-2-6-10-14/h1-12,21-22H,(H,23,24,25)
• InChIKey: AAALVYBICLMAMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-bis(phenylamino)-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 4,5-dianilinophthalimide
• Synonyms: 4,5-Dianilinophthalimide; 5,6-Bis(phenylamino)-1H-isoindole-1,3(2H)-dione; CGP 52411; DAPH

Database IDs

• CAS Number: 145915-58-8
• MDL Number: MFCD00236442
• PubChem SID: 24724461; 162248185
• PubChem CID: 1697

CALCULATED PROPERTIES

• Acid pKa: 8.730899
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.5730224
• LogD (pH = 7.4): 3.553693
• Log P: 3.5732746
• Molar Refractivity: 96.2872 cm^3
• Polarizability: 35.587444 Å^3
• Polar Surface Area: 70.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: insoluble
• Apperance: orange solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... EGFR(1956)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H15N3O2

DETAILS

Sigma Aldrich - D3943

Biochem/physiol Actions
DAPH is an inhibitor of Aβ fibril formation; Protein tyrosine kinase inhibitor, specific for EGFR.