A4847

Alsterpaullone

Name: Alsterpaullone
Brand: SIGMA

≥98% (HPLC), GSK-3β and CDK5/p25 inhibitor, powder

Sinónimos:

9-Nitro-7,12-dihydroindolo-[3,2-d][1]benzazepin-6(5)-one

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Fórmula empírica (notación de Hill):

C₁₆H₁₁N₃O₃

Número CAS:

237430-03-4

Peso molecular:

293.28

UNSPSC Code:

12352200

PubChem Substance ID:

24890918

NACRES:

NA.77

MDL number:

MFCD02683579

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Nombre del producto

Alsterpaullone, ≥98% (HPLC), powder

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

yellow to brown

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc2[nH]c-3c(CC(=O)Nc4ccccc-34)c2c1

InChI

1S/C16H11N3O3/c20-15-8-12-11-7-9(19(21)22)5-6-14(11)18-16(12)10-3-1-2-4-13(10)17-15/h1-7,18H,8H2,(H,17,20)

InChI key

OLUKILHGKRVDCT-UHFFFAOYSA-N

Gene Information

rat ... Gsk3b(84027)

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Categorías relacionadas

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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Este artículo	126870	SML0818	W4016
Sigma-Aldrich A4847 Alsterpaullone	Sigma-Aldrich 126870 Alsterpaullone	Sigma-Aldrich SML0818 A-841720	Sigma-Aldrich W4016 Wedelolactone
assay ≥98% (HPLC)	assay ≥95% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form solid	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: ≥10 mg/mL	solubility DMSO: 20 mg/mL	solubility DMSO: 15 mg/mL, clear	solubility DMSO: 10 mg/mL, clear
storage condition desiccated	storage condition OK to freeze, protect from light	storage condition -	storage condition -

Application

Alsterpaullone inhibits GSK-3β, CDK5/p25, and CDK1/cyclin B. Alsterpaullone has also been studied as an antimanic therapeutic for the acute manic phase of bipolar disorder.

Alsterpaullone has been used to stabilize β-catenin.

Biochem/physiol Actions

Potent and selective inhibitor of GSK-3β and CDK5/p25; potent inhibitor of CDK1/cyclin B (IC₅₀ = 0.035 μM).

Alsterpaullone (ALP) is a cyclin-dependent kinase (CDK) inhibitor. It is considered as a therapeutic agent for group 3 medulloblastomas. Alsterpaullone modulates the progression of cell cycle. It can arrest cell cycle and stimulate the apoptosis of cancer cells by activating caspase-9 through perturbation of mitochondrial membrane potential.

Features and Benefits

This compound is featured on the CDKs and GSK-3 pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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The Wnt/β-catenin/TCF/Sp5/Zic4 Gene Network That Regulates Head Organizer Activity in Hydra Is Differentially Regulated in Epidermis and Gastrodermis.

Laura Iglesias Ollé et al.

Biomedicines, 12(6) (2024-06-27)

Hydra head formation depends on an organizing center in which Wnt/β-catenin signaling, that plays an inductive role, positively regulates Sp5 and Zic4, with Sp5 limiting Wnt3/β-catenin expression and Zic4 triggering tentacle formation. Using transgenic lines in which the HySp5 promoter

Paullones, a series of cyclin-dependent kinase inhibitors: synthesis, evaluation of CDK1/cyclin B inhibition, and in vitro antitumor activity.

C Schultz et al.

Journal of medicinal chemistry, 42(15), 2909-2919 (1999-07-30)

The paullones represent a novel class of small molecule cyclin-dependent kinase (CDK) inhibitors. To investigate structure-activity relationships and to develop paullones with antitumor activity, derivatives of the lead structure kenpaullone (9-bromo-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one, 4a) were synthesized. Paullones with different substituents in the

Evidence for antimanic efficacy of glycogen synthase kinase-3 (GSK3) inhibitors in a strain-specific model of acute mania.

Mikhail Kalinichev et al.

The international journal of neuropsychopharmacology, 14(8), 1051-1067 (2011-01-07)

There is a growing body of evidence suggesting that animal models can be developed to probe the specific domains of bipolar disorder (BD) using the endophenotype approach. Here we tested clinically active antimanic drugs to validate amphetamine-induced hyperactivity in Black

Induction of canonical Wnt signaling by alsterpaullone is sufficient for oral tissue fate during regeneration and embryogenesis in Nematostella vectensis.

Michael Trevino et al.

Developmental dynamics : an official publication of the American Association of Anatomists, 240(12), 2673-2679 (2011-11-05)

Although regeneration is widespread among metazoa, the molecular mechanisms have been studied in only a handful of taxa. Of these taxa, fewer still are amenable to studies of embryogenesis. Our understanding of the evolution of regeneration, and its relation to

Apoptosis induced by SRC-family tyrosine kinase inhibitors in cultured rat cortical cells.

Tsuneo Takadera et al.

Neurotoxicity research, 21(3), 309-316 (2011-10-19)

In the central nervous system, members of the Src family of tyrosine kinases (SFKs) are widely expressed and are abundant in neurons. The purpose of this study is to examine whether glycogen synthase-3 (GSK-3) is involved in SFK inhibitor-induced apoptosis.

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Contenido relacionado

The Effective Use of Protein Kinase Inhibitors

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SKU	GTIN
A4847-1MG	04061826128671

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