CAS 145915-58-8|CGP 52411
| Common Name | CGP 52411 | ||
|---|---|---|---|
| CAS Number | 145915-58-8 | Molecular Weight | 329.35200 |
| Density | 1.374 g/cm3 | Boiling Point | / |
| Molecular Formula | C20H15N3O2 | Melting Point | 199-202℃ |
| MSDS | USA | Flash Point | / |
Names
| Name | 5,6-dianilinoisoindole-1,3-dione |
|---|---|
| Synonym | More Synonyms |
CGP 52411 BiologicalActivity
| Description | CGP52411 (DAPH) is a high selective, potent, orally active and ATP-competitive EGFR inhibitor with an IC50 of 0.3 μM. CGP52411 blocks the toxic influx of Ca2+ ions into neuronal cells, and dramatic inhibits and reverses the formation of β-amyloid (Aβ42) fibril aggregates associated with Alzheimer's disease[1][2]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>JAK/STAT Signaling >>EGFRSignaling Pathways >>Protein Tyrosine Kinase/RTK >>EGFRResearch Areas >>Neurological Disease |
| Target | EGFR:0.3 μM (IC50) Amyloid-β |
| In Vitro | CGP52411 (DAPH; 0-100 μM; 90 minutes; A431 cells) treatment inhibits autophosphorylation and c-src autophosphorylation in vitro in a dose-dependent manner with IC50s of 1 μM and 16 μM, respectively. CGP52411 treatment also shows a concentration-dependent reduction in tyrosine phosphorylation of p185c-erbB2 with an IC50 value of 10 μM[1]. CGP52411 (DAPH) inhibits c-src kinase with an IC50 value of 16 μM. CGP52411 inhibits PKC isozymes isolated from porcine brain with an IC50 of 80 μM. CGP52411 inhibits conventional PKC isozymes (cPKCs α, β-1, β-2, and γ) but not nonconventional PKC isozymes (nPKCs δ, ε, and ζ) or atypical PKC isozymes (aPKC η)[1]. Western Blot Analysis[1] Cell Line: A431 cells Concentration: 0 μM, 0.1 μM, 1 μM, 10 μM, 50 μM, 100 μM Incubation Time: 90 minutes Result: Inhibited autophosphorylation in vitro in a dose-dependent manner with an IC50 of 1 μM. c-src autophosphorylation was inhibited with an IC50 of 16 μM. And also resulted in a concentration-dependent reduction in tyrosine phosphorylation of p185c-erbB2, with an estimated IC50 value of 10 μM. |
| 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. |
| References | [1]. Buchdunger E, et al. 4,5-Dianilinophthalimide: a protein-tyrosine kinase inhibitor with selectivity for the epidermal growth factor receptor signal transduction pathway and potent in vivo antitumor activity. Proc Natl Acad Sci U S A. 1994 Mar 15;91(6):2334-8. [2]. Blanchard BJ, et al. Efficient reversal of Alzheimer's disease fibril formation and elimination of neurotoxicity by a small molecule. Proc Natl Acad Sci U S A. 2004 Oct 5;101(40):14326-32. |
Chemical & Physical Properties
| Density | 1.374 g/cm3 |
|---|---|
| Melting Point | 199-202℃ |
| Molecular Formula | C20H15N3O2 |
| Molecular Weight | 329.35200 |
| Exact Mass | 329.11600 |
| PSA | 70.23000 |
| LogP | 4.53220 |
| Storage condition | 2-8°C |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Safety Phrases | 36/37 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles4
More Articles| A chemical-genetic interaction map of small molecules using high-throughput imaging in cancer cells. Mol. Syst. Biol. 11 , 846, (2015) Small molecules often affect multiple targets, elicit off-target effects, and induce genotype-specific responses. Chemical genetics, the mapping of the genotype dependence of a small molecule's effect... | |
| Umbelliferone and daphnetin ameliorate carbon tetrachloride-induced hepatotoxicity in rats via nuclear factor erythroid 2-related factor 2-mediated heme oxygenase-1 expression Environ. Toxicol. Pharmacol. 38(2) , 531-41, (2014) • This study demonstrates the hepatoprotective effect of umbelliferone and daphnetin. • Both coumarins ameliorate CCl4-induced oxidative stress and hepatotoxicity. • This effect is mediated via the nu... | |
| Gene activation and protein expression following ischaemic stroke: strategies towards neuroprotection. J. Cell. Mol. Med. 9 , 85-102, (2005) Current understanding of the patho-physiological events that follow acute ischaemic stroke suggests that treatment regimens could be improved by manipulation of gene transcription and protein activati... |
Synonyms
| 5,6-bis-phenylamino-isoindole-1,3-dione |
| DAPH-1 |
| 4,5-dianilinophthalimide |
| DAPH |
| 5,6-bis-phenylamino-isoindole-1,3-dione,DAPH |
