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237430-03-4,MFCD02683579
Catalog No.:AA00BC3C

237430-03-4 | ALSTERPAULLONE

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1mg
98%
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$23.00   $16.00
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5mg
98%
in stock  
$57.00   $40.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00BC3C
Chemical Name:
ALSTERPAULLONE
CAS Number:
237430-03-4
Molecular Formula:
C16H13N3O3
Molecular Weight:
295.2927
MDL Number:
MFCD02683579
SMILES:
O=C1CC2c3cc(ccc3NC2c2c(N1)cccc2)[N+](=O)[O-]
NSC Number:
705701
Properties
Properties
 
BP:
651.5±45.0 °C(Predicted)  
Form:
Solid  
MP:
>330℃  
Solubility:
DMSO: soluble  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
478  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
XLogP3:
2.4  

Downstream Synthesis Route
5-(4-nitro-phenyl)-hydrazono-1,3,4,5-tetrahydro-benzo<i>b</i>azepin-2-one 
  237430-03-4 

[1]Schultz,Christiane;Link,Andreas;Leost,Maryse;Zaharevitz,DanielW.;Gussio,Rick;Sausville,EdwardA.;Meijer,Laurent;Kunick,Conrad[JournalofMedicinalChemistry,1999,vol.42,#15,p.2909-2919]

64-19-7    237430-03-4   
9-acetamido-7,12-dihydroindolo3,2-d1benzazepin-6(5H)-one 

[1]Kunick,Conrad;Lauenroth,Kathrin;Wieking,Karen;Xie,Xu;Schultz,Christiane;Gussio,Rick;Zaharevitz,Daniel;Leost,Maryse;Meijer,Laurent;Weber,Alexander;Jørgensen,FlemmingS.;Lemcke,Thomas[JournalofMedicinalChemistry,2004,vol.47,#1,p.22-36]

237430-03-4   
9-amino-7,12-dihydroindolo3,2-d1benzazepin-6(5H)-one 

[1]Kunick,Conrad;Lauenroth,Kathrin;Wieking,Karen;Xie,Xu;Schultz,Christiane;Gussio,Rick;Zaharevitz,Daniel;Leost,Maryse;Meijer,Laurent;Weber,Alexander;Jørgensen,FlemmingS.;Lemcke,Thomas[JournalofMedicinalChemistry,2004,vol.47,#1,p.22-36]

[1]Kunick,Conrad;Lauenroth,Kathrin;Wieking,Karen;Xie,Xu;Schultz,Christiane;Gussio,Rick;Zaharevitz,Daniel;Leost,Maryse;Meijer,Laurent;Weber,Alexander;Jørgensen,FlemmingS.;Lemcke,Thomas[JournalofMedicinalChemistry,2004,vol.47,#1,p.22-36]

[1]Patent:US2002/42412,2002,A1

Literature

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Journal: PloS one 20120101

Title: Exploring the binding sites of glycogen synthase kinase 3. Identification and characterization of allosteric modulation cavities.

Journal: Journal of medicinal chemistry 20111222

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

Journal: Developmental dynamics : an official publication of the American Association of Anatomists 20111201

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Journal: The Journal of biological chemistry 20101112

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Journal: Parasitology 20100901

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Journal: European journal of medicinal chemistry 20100101

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Journal: EvoDevo 20100101

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Title: 9-cyano-1-azapaullone (cazpaullone), a glycogen synthase kinase-3 (GSK-3) inhibitor activating pancreatic beta cell protection and replication.

Journal: Journal of medicinal chemistry 20080410

Title: Two specific drugs, BMS-345541 and purvalanol A induce apoptosis of HTLV-1 infected cells through inhibition of the NF-kappaB and cell cycle pathways.

Journal: AIDS research and therapy 20080101

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Journal: British journal of pharmacology 20071101

Title: Cyclosporine A- and FK506-induced apoptosis in PC12 cells.

Journal: Cell biology and toxicology 20070901

Title: Calmodulin inhibitor-induced apoptosis was prevented by glycogen synthase kinase-3 inhibitors in PC12 cells.

Journal: Cellular and molecular neurobiology 20070901

Title: Porcine sperm motility is regulated by serine phosphorylation of the glycogen synthase kinase-3alpha.

Journal: Reproduction (Cambridge, England) 20070901

Title: Photobleaching reveals complex effects of inhibitors on transcribing RNA polymerase II in living cells.

Journal: Experimental cell research 20070815

Title: Structure based de novo design of novel glycogen synthase kinase 3 inhibitors.

Journal: Bioorganic & medicinal chemistry 20070601

Title: Glycogen synthase kinase-3 regulation of chromatin segregation and cytokinesis in mouse preimplantation embryos.

Journal: Molecular reproduction and development 20070201

Title: Glycogen synthase kinase 3, circadian rhythms, and bipolar disorder: a molecular link in the therapeutic action of lithium.

Journal: Journal of circadian rhythms 20070101

Title: 1-Aryl-4,6-dihydropyrazolo[4,3-d][1]benzazepin-5(1H)-ones: a new class of antiproliferative agents with selectivity for human leukemia and breast cancer cell lines.

Journal: European journal of medicinal chemistry 20070101

Title: Wnt signaling in hydroid development: ectopic heads and giant buds induced by GSK-3beta inhibitors.

Journal: The International journal of developmental biology 20070101

Title: Thapsigargin-induced apoptosis was prevented by glycogen synthase kinase-3 inhibitors in PC12 cells.

Journal: Neuroscience letters 20061113

Title: Wnt signaling in hydroid development: formation of the primary body axis in embryogenesis and its subsequent patterning.

Journal: Developmental biology 20061015

Title: A cellular assay for measuring the inhibition of glycogen synthase kinase-3 via the accumulation of beta-catenin in Chinese hamster ovary clone K1 cells.

Journal: Assay and drug development technologies 20060801

Title: JNK inhibitor SP600125 reduces COX-2 expression by attenuating mRNA in activated murine J774 macrophages.

Journal: International immunopharmacology 20060601

Title: Prevention of rat cortical neurons from prostaglandin E2-induced apoptosis by glycogen synthase kinase-3 inhibitors.

Journal: Neuroscience letters 20060529

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

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Title: Selectivity and potency of cyclin-dependent kinase inhibitors.

Journal: The AAPS journal 20060301

Title: Glycogen synthase kinase 3-dependent phosphorylation of Mdm2 regulates p53 abundance.

Journal: Molecular and cellular biology 20050801

Title: Formation of the head organizer in hydra involves the canonical Wnt pathway.

Journal: Development (Cambridge, England) 20050601

Title: Structure-aided optimization of kinase inhibitors derived from alsterpaullone.

Journal: Chembiochem : a European journal of chemical biology 20050301

Title: Glycogen synthase kinase 3 has a proapoptotic function in Hydra gametogenesis.

Journal: Developmental biology 20050201

Title: A three-dimensional in silico pharmacophore model for inhibition of Plasmodium falciparum cyclin-dependent kinases and discovery of different classes of novel Pfmrk specific inhibitors.

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Title: CDK1-inhibitory activity of paullones depends on electronic properties of 9-substituents.

Journal: Archiv der Pharmazie 20040901

Title: Down-regulation of survivin in nitric oxide-induced cell growth inhibition and apoptosis of the human lung carcinoma cells.

Journal: The Journal of biological chemistry 20040507

Title: Role of tau phosphorylation by glycogen synthase kinase-3beta in the regulation of organelle transport.

Journal: Journal of cell science 20040401

Title: Inhibition of cdk1 by alsterpaullone and thioflavopiridol correlates with increased transit time from mid G2 through prophase.

Journal: Cell cycle (Georgetown, Tex.) 20040301

Title: Patterning a multi-headed mutant in Hydractinia: enhancement of head formation and its phenotypic normalization.

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Title: Evaluation and comparison of 3D-QSAR CoMSIA models for CDK1, CDK5, and GSK-3 inhibition by paullones.

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Title: Glycogen synthase kinase-3 regulates IGFBP-1 gene transcription through the thymine-rich insulin response element.

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Title: The specificities of protein kinase inhibitors: an update.

Journal: The Biochemical journal 20030401

Title: Alsterpaullone, a novel cyclin-dependent kinase inhibitor, induces apoptosis by activation of caspase-9 due to perturbation in mitochondrial membrane potential.

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Journal: Journal of neurobiology 20030205

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Journal: Zhonghua zhong liu za zhi [Chinese journal of oncology] 20020701

Title: Paullones are potent inhibitors of glycogen synthase kinase-3beta and cyclin-dependent kinase 5/p25.

Journal: European journal of biochemistry 20001001

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