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Merck
CN

SML3512

CP-681301

≥98% (HPLC)

Synonym(s):

CP 681301, CP681301, N-(3-Cyclobutyl-1H-pyrazol-5-yl)-2-(4-(dimethylamino)phenyl)acetamide, N-(5-Cyclobutyl-1H-pyrazol-3-yl)-2-(4-dimethylaminophenyl)acetamide, N-(5-Cyclobutyl-2H-pyrazol-3-yl)-2-(4-dimethylaminophenyl)acetamide

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About This Item

Empirical Formula (Hill Notation):
C17H22N4O
CAS Number:
865317-32-4
Molecular Weight:
298.38
UNSPSC Code:
12352200
NACRES:
NA.77

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InChI

1S/C17H22N4O/c1-21(2)14-8-6-12(7-9-14)10-17(22)18-16-11-15(19-20-16)13-4-3-5-13/h6-9,11,13H,3-5,10H2,1-2H3,(H2,18,19,20,22)

InChI key

PGTNTDKBRSQDNM-UHFFFAOYSA-N

SMILES string

O=C(CC1=CC=C(C=C1)N(C)C)NC2=CC(C3CCC3)=NN2

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

ATP-competitive, potent and selective inhibitor against cyclin-dependent kinase Cdk5 both in vitro and in vivo.
CP-681301 is a potent, ATP-competitive cyclin-dependent kinase Cdk5 inhibitor (Ki = 13.7 nM; 2.8-/40-fold selectivity over Cdk2/GSK-3β) that blocks Cdk5 substrates phosphorylation in cultures (tau pS235 IC50 = 513 nM in CHO p25/CDK5/tau transfectants; IC50 ~500 nM against 48-h 10 µM oligomeric Aβ42-stimulated APP pT668 in murine embryonic neurons) and reverses the upregulated tau pS235 level in Cdk5 activator p25-overexpressing transgenic neonatal mice in vivo (5.8 mg/kg s.c.; 6 hrs). CP-681301 selectively inhibits Cdk5-dependent proliferation of human medullary thyroid carcinoma (MTC), but not normal human fibroblasts in cultures (5 µM, 48 hrs).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000220408
0000220409
0000220409
0000220408
0000206411

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Cdk5 Modulates Long-Term Synaptic Plasticity and Motor Learning in Dorsolateral Striatum
Hernandez A, Tan C, Mettlach G, Pozo K, Plattner F, Bibb JA
Scientific Reports, 6, 29812-29812 (2016)
Inhibition of Cdk5 rejuvenates inhibitory circuits and restores experience-dependent plasticity in adult visual cortex
Li Y, Wang L, Zhang X, Huang M, Li S, Wang X, Chen L, Jiang B, Yang Y
Neuropharmacology, 128, 207-220 (2018)
Regulation of ERK Kinase by MEK1 Kinase Inhibition in the Brain
Tassin TC, Benavides DR, Plattner F, Nishi A, Bibb JA
The Journal of Biological Chemistry, 290, 16319-16329 (2015)
The role of Cdk5 in neuroendocrine thyroid cancer
Karine Pozo
Cancer Cell, 24, 499-511 (2013)
Neurodegenerative disorders and their treatment
Eric Karran, Alan M Palmer
Drug News and Perspectives, 20, 407-412 (2007)
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