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425637-18-9,MFCD16038049
Catalog No.:AA00C0UE

425637-18-9 | Sotrastaurin

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Purity
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Price(USD)
Quantity
  
1mg
98+%
in stock  
$13.00   $9.00
- +
10mg
98+%
in stock  
$46.00   $32.00
- +
250mg
98%
in stock  
$816.00   $571.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00C0UE
Chemical Name:
Sotrastaurin
CAS Number:
425637-18-9
Molecular Formula:
C25H22N6O2
Molecular Weight:
438.4812
MDL Number:
MFCD16038049
SMILES:
CN1CCN(CC1)c1nc2ccccc2c(n1)C1=C(C(=O)NC1=O)c1c[nH]c2c1cccc2
Properties
Computed Properties
 
Complexity:
822  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
2.6  

Downstream Synthesis Route

[1]CurrentPatentAssignee:Novartis(w/oSandoz);NOVARTISAG-WO2008/51440,2008,A1Locationinpatent:Page/Pagecolumn14-15

[2]CurrentPatentAssignee:Novartis(w/oSandoz);NOVARTISAG-WO2008/51440,2008,A1Locationinpatent:Page/Pagecolumn16

[3]CurrentPatentAssignee:Novartis(w/oSandoz);NOVARTISAG-WO2008/51440,2008,A1Locationinpatent:Page/Pagecolumn16

[4]CurrentPatentAssignee:Novartis(w/oSandoz);NOVARTISAG-WO2008/51440,2008,A1Locationinpatent:Page/Pagecolumn15-16

[5]CurrentPatentAssignee:Novartis(w/oSandoz);NOVARTISAG-WO2008/51440,2008,A1Locationinpatent:Page/Pagecolumn15

[1]CurrentPatentAssignee:Novartis(w/oSandoz);NOVARTISAG-WO2008/112479,2008,A1Locationinpatent:Page/Pagecolumn8-9

[1]CurrentPatentAssignee:Novartis(w/oSandoz);NOVARTISAG-WO2008/112479,2008,A1Locationinpatent:Page/Pagecolumn8

425638-73-9    18372-22-0   
sotrastaurin 

[1]JournalofMedicinalChemistry,2009,vol.52,p.6193-6196

[2]JournalofMedicinalChemistry,2011,vol.54,p.6028-6039

425638-74-0   
sotrastaurin 

[1]JournalofMedicinalChemistry,2011,vol.54,p.6028-6039

Literature

Title: Docetaxel Facilitates Endothelial Dysfunction through Oxidative Stress via Modulation of Protein Kinase C Beta: The Protective Effects of Sotrastaurin.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20150501

Title: Discovery of selective and orally bioavailable protein kinase Cθ (PKCθ) inhibitors from a fragment hit.

Journal: Journal of medicinal chemistry 20150108

Title: Effects of sotrastaurin, mycophenolic acid and everolimus on human B-lymphocyte function and activation.

Journal: Transplant international : official journal of the European Society for Organ Transplantation 20121001

Title: Overexpression of the autoimmunity-associated phosphatase PTPN22 promotes survival of antigen-stimulated CLL cells by selectively activating AKT.

Journal: Blood 20120628

Title: Validation of a liquid chromatography/tandem mass spectrometry method for the simultaneous quantification of Sotrastaurin and its metabolite N-desmethyl-sotrastaurin in human blood.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120515

Title: PKCθ: a new target for selective immunosuppression.

Journal: Expert review of clinical immunology 20120301

Title: Sotrastaurin, a new selective protein kinase C inhibitor, on the way.

Journal: Transplantation 20120127

Title: Sotrastaurin (AEB071) alone and in combination with cyclosporine A prolongs survival times of non-human primate recipients of life-supporting kidney allografts.

Journal: Transplantation 20120127

Title: Kinase inhibitors in the treatment of immune-mediated disease.

Journal: F1000 medicine reports 20120101

Title: Immunological aspects of allogeneic and autologous mesenchymal stem cell therapies.

Journal: Human gene therapy 20111201

Title: The effects of AEB071 (sotrastaurin) with tacrolimus on rat heterotopic cardiac allograft rejection and survival.

Journal: The Journal of surgical research 20111101

Title: Sotrastaurin, a protein kinase C inhibitor, ameliorates ischemia and reperfusion injury in rat orthotopic liver transplantation.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20111101

Title: Structure-activity relationship and pharmacokinetic studies of sotrastaurin (AEB071), a promising novel medicine for prevention of graft rejection and treatment of psoriasis.

Journal: Journal of medicinal chemistry 20110908

Title: Sotrastaurin, a novel small molecule inhibiting protein-kinase C: randomized phase II study in renal transplant recipients.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20110701

Title: The search for CNI-free immunosuppression: no free lunch.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20110701

Title: The emerging role of Brazil in clinical trial conduct for transplantation.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20110701

Title: Current landscape for T-cell targeting in autoimmunity and transplantation.

Journal: Immunotherapy 20110701

Title: Protein kinase C inhibitor sotrastaurin selectively inhibits the growth of CD79 mutant diffuse large B-cell lymphomas.

Journal: Cancer research 20110401

Title: Frontiers in immunosuppression.

Journal: Transplantation proceedings 20110401

Title: Sotrastaurin single-dose pharmacokinetics in de novo liver transplant recipients.

Journal: Transplant international : official journal of the European Society for Organ Transplantation 20110301

Title: Pharmacokinetics of sotrastaurin combined with tacrolimus or mycophenolic acid in de novo kidney transplant recipients.

Journal: Transplantation 20110215

Title: Evaluation of the novel protein kinase C inhibitor sotrastaurin as immunosuppressive therapy after renal transplantation.

Journal: Expert opinion on drug metabolism & toxicology 20110101

Title: Discovery of novel small molecule activators of β-catenin signaling.

Journal: PloS one 20110101

Title: Combination therapy: the next opportunity and challenge of medicine.

Journal: Journal of translational medicine 20110101

Title: The novel immunosuppressive protein kinase C inhibitor sotrastaurin has no pro-viral effects on the replication cycle of hepatitis B or C virus.

Journal: PloS one 20110101

Title: AEB071 (sotrastaurin) does not exhibit toxic effects on human islets in vitro, nor after transplantation into immunodeficient mice.

Journal: Islets 20110101

Title: Sotrastaurin and tacrolimus coadministration: effects on pharmacokinetics and biomarker responses.

Journal: Journal of clinical pharmacology 20101101

Title: Overview of sotrastaurin clinical pharmacokinetics.

Journal: Therapeutic drug monitoring 20101001

Title: Effects of the new immunosuppressive agent AEB071 on human immune cells.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20100701

Title: Sotrastaurin and cyclosporine drug interaction study in healthy subjects.

Journal: Biopharmaceutics & drug disposition 20100701

Title: Probing the probes: fitness factors for small molecule tools.

Journal: Chemistry & biology 20100625

Title: Effects of the novel protein kinase C inhibitor AEB071 (Sotrastaurin) on rat cardiac allograft survival using single agent treatment or combination therapy with cyclosporine, everolimus or FTY720.

Journal: Transplant international : official journal of the European Society for Organ Transplantation 20100501

Title: Novel immunosuppressive agents in kidney transplantation.

Journal: Clinical nephrology 20100501

Title: beta-Galactosidase enzyme fragment complementation for the measurement of Wnt/beta-catenin signaling.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20100401

Title: AEB-071 versus tacrolimus monotherapy to prevent acute cardiac allograft rejection in the rat: a preliminary report.

Journal: Transplantation proceedings 20100401

Title: Sotrastaurin, a novel small molecule inhibiting protein kinase C: first clinical results in renal-transplant recipients.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20100301

Title: Sotrastaurin and everolimus pharmacokinetics after single-dose coadministration.

Journal: International journal of clinical pharmacology and therapeutics 20100201

Title: AEB071--a promising immunosuppressive agent.

Journal: Clinical transplantation 20091201

Title: Sotrastaurin, a protein kinase C inhibitor for the prevention of transplant rejection and treatment of psoriasis.

Journal: Current opinion in investigational drugs (London, England : 2000) 20091101

Title: Discovery of 3-(1H-indol-3-yl)-4-[2-(4-methylpiperazin-1-yl)quinazolin-4-yl]pyrrole-2,5-dione (AEB071), a potent and selective inhibitor of protein kinase C isotypes.

Journal: Journal of medicinal chemistry 20091022

Title: The potent protein kinase C-selective inhibitor AEB071 (sotrastaurin) represents a new class of immunosuppressive agents affecting early T-cell activation.

Journal: The Journal of pharmacology and experimental therapeutics 20090901

Title: The effect on sotrastaurin pharmacokinetics of strong CYP3A inhibition by ketoconazole.

Journal: British journal of clinical pharmacology 20090901

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20090901

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080401

Title: Evenou JP, et al. The potent protein kinase C-selective inhibitor AEB071 (sotrastaurin) represents a new class of immunosuppressive agents affecting early T-cell activation. J Pharmacol Exp Ther. 2009 Sep;330(3):792-801.

Title: Musi E, et al. The phosphoinositide 3-kinase α selective inhibitor BYL719 enhances the effect of the protein kinase C inhibitor AEB071 in GNAQ/GNA11-mutant uveal melanoma cells. Mol Cancer Ther. 2014 May;13(5):1044-53

Title: Kamo N, et al. Sotrastaurin, a protein kinase C inhibitor, ameliorates ischemia and reperfusion injury in rat orthotopic liver transplantation. Am J Transplant. 2011 Nov;11(11):2499-507.

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