ChemicalBook--->CAS DataBase List--->145915-58-8

145915-58-8

145915-58-8 Structure

145915-58-8 Structure
IdentificationBack Directory
[Name]

DAPH
[CAS]

145915-58-8
[Synonyms]

DAPH-1 (DAPH
DAPH/CGP 52411
DAPH >=98% (HPLC), solid
1H-Isoindole-1,3(2H)-dione, 5,6-bis(phenylamino)-
4,5-Dianilinophthalimide, 5,6-Bis(phenylamino)-1H-isoindole-1,3(2H)-dione, CGP 52411
[EINECS(EC#)]

406-050-3
[Molecular Formula]

C20H15N3O2
[MDL Number]

MFCD00236442
[MOL File]

145915-58-8.mol
[Molecular Weight]

329.35
Chemical PropertiesBack Directory
[Melting point ]

199-202℃
[density ]

1.374
[storage temp. ]

2-8°C
[solubility ]

DMSO: ~30 mg/mL
[form ]

solid
[pka]

9.06±0.20(Predicted)
[color ]

orange
[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
[SMILES]

O=C1NC(=O)c2cc(Nc3ccccc3)c(Nc4ccccc4)cc12
Safety DataBack Directory
[Safety Statements ]

36/37
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

CGP 52411 is a protein-tyrosine kinase inhibitor with selectivity for the epidermal growth factor receptor signal transduction pathway and potent in vivo antitmuor activity. It may offer therapeutic agents for the treatment of hyperproliferative diseases.
[Definition]

ChEBI: 4,5-dianilinophthalimide is phthalimide substituted at the 4- and 5-positions by anilino groups. It has a role as a tyrosine kinase inhibitor and a geroprotector.
[Biochem/physiol Actions]

DAPH is an inhibitor of Aβ fibril formation; Protein tyrosine kinase inhibitor, specific for EGFR.
[in vivo]

CGP52411 (3.2 mg/kg, 6.3 mg/kg, 12.5 mg/kg, 25 mg/kg, and 50 mg/kg; oral administration; daily; for 15 days; female BALB/c nude mice) treatment in vivo against xenografts of the A431 and SK-OV-3 tumors, and has antitumor activity[1].

Animal Model:Female BALB/c nude mice injected with A431cells[1]
Dosage:3.2 mg/kg, 6.3 mg/kg, 12.5 mg/kg, 25 mg/kg, and 50 mg/kg
Administration:Oral administration; daily; for 15 days
Result:Antitumor efficacy was obtained at doses between 50 mg/kg and 6.3 mg/kg.
[IC 50]

EGFR: 0.3 μM (IC50); Amyloid-β
[storage]

Store at RT
Spectrum DetailBack Directory
[Spectrum Detail]

DAPH(145915-58-8)1HNMR
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