Description Features In vitro
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ZM 447439

Description Features In vitro
Product Name
ZM 447439
CAS No.
331771-20-1
Chemical Name
ZM 447439
Synonyms
CS-77;ZM 447439;ZM 447439, >=98%;ZM-447439;ZM447439;ZM 447439 USP/EP/BP;Aurora Kinase Inhibitor VI ZM447439 ZM-447439;Aurora Kinase Inhibitor VI, ZM447439 - CAS 331771-20-1 - Calbiochem;N-(4-((6-Methoxy-7-(3-Morpholinopropoxy)quinazolin-4-yl)aMino)phenyl)benzaMide;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]-
CBNumber
CB8849467
Molecular Formula
C29H31N5O4
Formula Weight
513.59
MOL File
331771-20-1.mol
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ZM 447439 Property

Melting point:
117-120°C
Boiling point:
639.7±55.0 °C(Predicted)
Density 
1.282±0.06 g/cm3(Predicted)
storage temp. 
Desiccate at RT
solubility 
Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 25 mg/ml).
form 
White solid
pka
13.01±0.70(Predicted)
color 
White
Stability:
Stable for 1 year from date of purchase? as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
189410
Product name
Aurora Kinase Inhibitor VI, ZM447439 - CAS 331771-20-1 - Calbiochem
Packaging
5mg
Price
$201
Updated
2024/03/01
Cayman Chemical
Product number
13601
Product name
ZM 447439
Purity
≥98%
Packaging
5mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
13601
Product name
ZM 447439
Purity
≥98%
Packaging
10mg
Price
$107
Updated
2024/03/01
Cayman Chemical
Product number
13601
Product name
ZM 447439
Purity
≥98%
Packaging
50mg
Price
$351
Updated
2024/03/01
Tocris
Product number
2458
Product name
ZM447439
Purity
≥98%(HPLC)
Packaging
10
Price
$281
Updated
2021/12/16
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ZM 447439 Chemical Properties,Usage,Production

Description

ZM 447439 is a selective and ATP-competitive inhibitor for Aurora A and Aurora B with IC50 of 110 nM and 130 nM, respectively. It is more than 8-fold selective for Aurora A/B than MEK1, Src, Lck and has little effect against CDK1/2/4, Plk1, Chk1, etc.

Features

An Aurora selective ATP-competitive inhibitor.

In vitro

In vitro, ZM-447439 selectively inhibits recombinant human Aurora A and B with IC50 values of 110 and 130 nM, respectively, while other protein kinases of diverse structural types including the mitotic kinases CDK1 and PLK1 are inhibited with IC50 values >10 μM. Aurora kinase inhibitor, ZM-447439 time-and dose-dependently inhibits the growth of all three cell lines with IC50 values of 3 μM (BON), 0.9 μM (QGP-1) and 3 μM (MIP-101) after 72 hours of continuous exposure. In addition, ZM-447439 potently induces cell apoptosis by promoting DNA fragmentation and caspase 3 and 7 activation, and arrests GEP-NET cells in the G0 /G1and G2/M phase of the cell cycle. In mouse embryo, inhibition of Aurora kinase activity by ZM-447439 results in abnormalities during mitosis by regulating the phosphorylation of histone H3 serine 10 (H3S10Ph) from G2 to metaphase with different perturbations in each embryonic cycle. A recent study shows that ZM-447439 exhibits growth inhibitory and proapoptotic effect on cervical cancer SiHa cells, and enhances the chemosensitivity to cisplatin

Description

The Aurora kinases have important roles in regulating mitosis and cytokinesis, with Aurora B involved in centromere function as part of the Chromosomal Passenger Complex, with survivin, INCENP, and borealin. ZM 447439 is a selective inhibitor of Aurora B kinase (IC50 = 50 nM), less potently inhibiting Aurora C and A (IC50 = 250 and 1,000 nM, respectively). It has no effect on several other kinases, including Cdk1, Cdk2, Cdk4, Plk1, CHK1, KDR2, and FAK (IC50 > 10 μM). ZM 447439 has been used to study the role of Aurora B in molecular events associated with mitosis and cytokinesis. Moreover, ZM 447439 selectively inhibits proliferating cells rather than non-dividing cells, suggesting its potential in cancer therapy.

Chemical Properties

Pale Yellow Solid

Uses

It is a potent and selective inhibitor of Aurora B kinase. Cells treated with ZM-447439 progress through interphase, enter mitosis and assemble bipolar spindles but chromosome alignment, segregation and cytokinesis all fail. It induces apoptosos in Hep2 cancer cells and in acute myeloid leukemia cell lines but its propensity to induce polyploidy does not inevitably result in apoptosis.

Definition

ChEBI: ZM447439 is a member of the class of quinazolines that is quinazoline which is substituted at positions 4, 6 and 7 by a (4-benzamidophenyl)nitrilo group, methoxy group and a 3-(morpholin-4-yl)propoxy group, respectively. It is an ATP-competitive inhibitor of Aurora A and Aurora B kinases with IC50 of 110 nM and 130 nM, respectively. It has a role as an Aurora kinase inhibitor, an antineoplastic agent and an apoptosis inducer. It is a member of benzamides, a member of quinazolines, an aromatic ether, a member of morpholines, a polyether, a secondary amino compound and a tertiary amino compound.

storage

room temperature (desiccate)

References

1) Ditchfield et al (2003) Aurora B couples chromosome alignment with anaphase by targeting BubR1, Mad2, and Cenp-E to kinetochores; J.Cell Biol. 161 267 2) Girdler et al. (2006) Validating Aurora B as an anti-cancer drug target; J. Cell Sci. 119 3664

ZM 447439 Preparation Products And Raw materials

Raw materials

Preparation Products

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ZM 447439 Suppliers

Canada 1 China 107 Germany 1 India 2 The Netherlands 1 United Kingdom 1 United States 27 Global 140
AdooQ BioScience, LLC
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+1 (866) 930-6790
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+1 (866) 333-9607
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info@adooq.com
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United States
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ApexBio Technology LLC
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+1-832-696-8203
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+1-832-641-3177
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info@apexbt.com
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United States
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Target molecule Corp.
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857-239-0968
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857-239-8801
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service1@targetmol.com
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United States
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2559
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Musechem
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+1-800-259-7612
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+1-800-259-7612
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info@musechem.com
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United States
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4660
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TargetMol Chemicals Inc.
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+1-781-999-5354 +1-00000000000
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marketing@targetmol.com
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InvivoChem
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+1-708-310-1919 +1-13798911105
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708-557-7486
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sales@invivochem.cn
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United States
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6391
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Cckinase, Inc.
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+1 (732)236-3202
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sales@cckinase.com
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United States
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Alchem Pharmtech,Inc.
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8485655694
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Aladdin Scientific
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+1-+1(833)-552-7181
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sales@aladdinsci.com
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TargetMol Chemicals Inc.
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support@targetmol.com
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ApexBio Technology
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ChemieTek
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Focus Biomolecules
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Cayman Chemical Company
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cayman@caymanchem.com
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United States Biological
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chemicals@usbio.net
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Creative Enzymes
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MedChemExpress
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Biorbyt Ltd.
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Axon Medchem LLC
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Matrix Scientific
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Selleck Chemicals LLC
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LKT Laboratories, Inc.
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Ivy Fine Chemicals
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  • N-[4-[[6-METHOXY-7-[3-(4-MORPHOLINYL)PROPOXY]-4-QUINAZOLINYL]AMINO]PHENYL]BENZAMIDE
  • ZM 447439
  • N-(4-((6-Methoxy-7-(3-Morpholinopropoxy)quinazolin-4-yl)aMino)phenyl)benzaMide
  • BenzaMide, N-[4-[[6-Methoxy-7-[3-(4-Morpholinyl)propoxy]-4-quinazolinyl]aMino]phenyl]-
  • ZM-447439;ZM447439
  • ZM 447439, >=98%
  • Aurora Kinase Inhibitor VI, ZM447439 - CAS 331771-20-1 - Calbiochem
  • CS-77
  • ZM 447439 USP/EP/BP
  • Aurora Kinase Inhibitor VI ZM447439 ZM-447439
  • 331771-20-1
  • C29H31N5O4
  • Inhibitor
  • Aromatics
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals