ChemicalBook > CAS DataBase List > N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide

N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide

Product Name
N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide
CAS No.
850467-66-2
Chemical Name
N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide
Synonyms
CP 43;CP 43 ,S6177;TAOK inhibitor 43;TAO Kinase inhibitor 1, 10 mM in DMSO;N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]-4-phenylbenzamide;N-[2-Oxo-2-(1,2,3,4-tetrahydro-1-naphthalenylamino)ethyl]-4-biphenylcarboxamide;N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide;N-(2-Oxo-2-((1,2,3,4-tetrahydronaphthalen-1-yl)amino)ethyl)-[1,1'-biphenyl]-4-carboxamide;[1,1'-Biphenyl]-4-carboxamide, N-[2-oxo-2-[(1,2,3,4-tetrahydro-1-naphthalenyl)amino]ethyl]-;CP 43,TAO Kinase inhibitor-1,MAP kinase kinase kinase, MEKK, MAPKKK,CP43,CP-43,inhibit,TAO Kinase inhibitor 1,MAP3K,Inhibitor,TAO Kinase inhibitor1
CBNumber
CB73375744
Molecular Formula
C25H24N2O2
Formula Weight
384.47
MOL File
850467-66-2.mol
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N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide Property

Boiling point:
673.2±54.0 °C(Predicted)
Density 
1.22±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: 100 mM; Ethanol: 20 mM
form 
A solid
pka
13.08±0.46(Predicted)
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
25632
Product name
Compound 43 TAO Kinase Inhibitor
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
25632
Product name
Compound 43 TAO Kinase Inhibitor
Purity
≥98%
Packaging
5mg
Price
$116
Updated
2024/03/01
Cayman Chemical
Product number
25632
Product name
Compound 43 TAO Kinase Inhibitor
Purity
≥98%
Packaging
10mg
Price
$199
Updated
2024/03/01
Tocris
Product number
6558
Product name
CP43
Purity
≥98%(HPLC)
Packaging
50
Price
$781
Updated
2021/12/16
Tocris
Product number
6558
Product name
CP43
Purity
≥98%(HPLC)
Packaging
10
Price
$187
Updated
2021/12/16
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N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide Chemical Properties,Usage,Production

Description

Compound 43 TAO kinase inhibitor is an ATP-competitive inhibitor of the thousand-and-one amino acid kinases TAOK1 and TAOK2 (IC50s = 11 and 15 nM, respectively). It is selective for TAOK1 and TAOK2 over 62 kinases in a panel, but does inhibit TAOK3 by 87% and seven additional kinases by 21-52%. Compound 43 TAO kinase inhibitor inhibits proliferation of SK-BR-3, BT-549, and MCF-7 cells by 94, 82, and 46%, respectively, at a concentration of 10 μM. It reduces tau phosphorylation by TAOK2 at residues S262/S356 and S202/T205/S208 when used at concentrations ranging from 5 to 60 μM in a kinase assay and at residues S202/T205/S208 when used at concentrations of 5, 10, and 30 μM in HEK293 cells. Compound 43 TAO kinase inhibitor reduces tau phosphorylation of residues T123 and T427, which are phosphorylated by TAOK1 and TAOK2 in vitro and have been identified in tangles in Alzheimer’s disease brain tissue. It also reduces tau phosphorylation in cortical neurons in a transgenic mouse model of tauopathy and in induced pluripotent stem cell-derived neurons from patients with frontotemporal lobar degeneration.

Uses

CP 43 is a potent TAO kinase (TAOK) inhibitor (IC50 values are 11 nM/L and 15 nM/L for TAOK1 and TAOK2, respectively). Inhibits TAOK phosphorylation and activation of JNK in vitro. Also prolongs duration of mitosis and increases mitotic cell death in the SKBR3 breast cancer cell line.

storage

Store at RT

References

[1] CHUAY-YENG KOO. Targeting TAO Kinases Using a New Inhibitor Compound Delays Mitosis and Induces Mitotic Cell Death in Centrosome Amplified Breast Cancer Cells.[J]. Molecular Cancer Therapeutics, 2017, 16 11: 2410-2421. DOI: 10.1158/1535-7163.mct-17-0077
[2] CATERINA GIACOMINI. A new TAO kinase inhibitor reduces tau phosphorylation at sites associated with neurodegeneration in human tauopathies.[J]. Acta Neuropathologica Communications, 2018: 37. DOI: 10.1186/s40478-018-0539-8

N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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850467-66-2, N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamideRelated Search:


  • N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]biphenyl-4-carboxamide
  • N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]-4-phenylbenzamide
  • CP 43
  • TAOK inhibitor 43
  • N-[2-Oxo-2-(1,2,3,4-tetrahydro-1-naphthalenylamino)ethyl]-4-biphenylcarboxamide
  • N-(2-Oxo-2-((1,2,3,4-tetrahydronaphthalen-1-yl)amino)ethyl)-[1,1'-biphenyl]-4-carboxamide
  • [1,1'-Biphenyl]-4-carboxamide, N-[2-oxo-2-[(1,2,3,4-tetrahydro-1-naphthalenyl)amino]ethyl]-
  • CP 43,TAO Kinase inhibitor-1,MAP kinase kinase kinase, MEKK, MAPKKK,CP43,CP-43,inhibit,TAO Kinase inhibitor 1,MAP3K,Inhibitor,TAO Kinase inhibitor1
  • TAO Kinase inhibitor 1, 10 mM in DMSO
  • CP 43 ,S6177
  • 850467-66-2