CAS 331771-20-1|ZM-447439
Introduction：Basic information about CAS 331771-20-1|ZM-447439, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | ZM-447439 | ||
|---|---|---|---|
| CAS Number | 331771-20-1 | Molecular Weight | 513.588 |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 639.7±55.0 °C at 760 mmHg |
| Molecular Formula | C29H31N5O4 | Melting Point | 117-120ºC |
| MSDS | / | Flash Point | 340.7±31.5 °C |
Names
| Name | N-(4-((6-Methoxy-7-(3-Morpholinopropoxy)quinazolin-4-yl)aMino)phenyl)benzaMide |
|---|---|
| Synonym | More Synonyms |
ZM-447439 BiologicalActivity
| Description | ZM-447439 is an aurora kinase inhibitor with IC50s of 110 and 130 nM for aurora A and B, respectively. |
|---|---|
| Related Catalog | Signaling Pathways >>Cell Cycle/DNA Damage >>Aurora KinaseSignaling Pathways >>Epigenetics >>Aurora KinaseResearch Areas >>Cancer |
| Target | Aurora A:110 nM (IC50) Aurora B:130 nM (IC50) |
| In Vitro | Cells treated with ZM-447439 progress through interphase, enter mitosis normally, and assemble bipolar spindles. However, chromosome alignment, segregation, and cytokinesis all fail. ZM-447439 inhibits cell division and inhibit mitotic phosphorylation of histone H3. ZM-447439 prevents chromosome alignment and segregation. ZM-447439 compromises spindle checkpoint function. ZM-447439 inhibits kinetochore localization of BubR1, Mad2, and Cenp-E[1]. Inhibition of Aurora kinase by ZM-447439 reduces histone H3 phosphorylation at Ser10 in Hep2 carcinoma cells. Multipolar spindles are induced in these ZM-treated G2/M-arrested cells with accumulation of 4N/8N DNA, similar to cells with genetically suppressed Aurora-B. ZM-447439 treatment induces cell apoptosis. ZM-447439 inhibition of Aurora kinase is potently in association with decrease of Akt phosphorylation at Ser473 and its substrates GSK3α/β phosphorylation at Ser21 and Ser9[2]. |
| Kinase Assay | 1 ng purified recombinant enzyme is added to a reaction cocktail containing buffer, 10 μM peptide substrate, 10 μM for Aurora A or 5 μM ATP for Aurora B, and 0.2 μCi γ[33P]ATP, and is then incubated at room temperature for 60 min. Reactions are stopped by addition of 20% phosphoric acid, and the products are captured on P30 nitrocellulose filters and assayed for incorporation of 33P with a Betaplate counter. No enzyme and no compound control values are used to determine the concentration of ZM-447439, which gave 50% inhibition of enzyme activity[1]. |
| Cell Assay | To determine cloning efficiency, MCF7 cells are plated in phenol red free DME plus 5% stripped serum, and are then treated with or without the anti-estrogen ICI 182780 at 1 μM for 48 h. ZM-447439 is then added at the indicated concentrations for 72 h. The cells are harvested, washed, and ∼400 cells plated in each well of a 6-well plate in complete media without ZM-447439. After 10 d, the colonies are fixed, stained with crystal violet, and counted. The cloning efficiency represents the number of colonies on ZM-447439-treated plates compared with DMSO-treated controls[1]. |
| References | [1]. Ditchfield C, et al. Aurora B couples chromosome alignment with anaphase by targeting BubR1, Mad2, and Cenp-E to kinetochores. J Cell Biol. 2003 Apr 28;161(2):267-80. [2]. Long ZJ, et al. ZM 447439 inhibition of aurora kinase induces Hep2 cancer cell apoptosis in three-dimensionalculture. Cell Cycle. 2008 May 15;7(10):1473-9. |
Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 639.7±55.0 °C at 760 mmHg |
| Melting Point | 117-120ºC |
| Molecular Formula | C29H31N5O4 |
| Molecular Weight | 513.588 |
| Flash Point | 340.7±31.5 °C |
| Exact Mass | 513.237610 |
| PSA | 97.84000 |
| LogP | 2.66 |
| Vapour Pressure | 0.0±1.9 mmHg at 25°C |
| Index of Refraction | 1.664 |
| InChIKey | OGNYUTNQZVRGMN-UHFFFAOYSA-N |
| SMILES | COc1cc2c(Nc3ccc(NC(=O)c4ccccc4)cc3)ncnc2cc1OCCCN1CCOCC1 |
| Storage condition | Desiccate at RT |
Synonyms
| ZM 447439 |
| N-[4-({6-Methoxy-7-[3-(4-morpholinyl)propoxy]-4-quinazolinyl}amino)phenyl]benzamide |
| Benzamide, N-[4-[[6-methoxy-7-[3-(4-morpholinyl)propoxy]-4-quinazolinyl]amino]phenyl]- |
| TCMDC-125873 |
| ZM-447439 |
| N-[4-({6-Methoxy-7-[3-(morpholin-4-yl)propoxy]quinazolin-4-yl}amino)phenyl]benzamide |
| ZM447439 |
