Home Other Building Blocks 742112-33-0
742112-33-0,MFCD12912272
Catalog No.:AA00FENM

742112-33-0 | Osu-03012

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1mg
98+%
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$11.00   $8.00
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5mg
98+%
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$50.00   $35.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00FENM
Chemical Name:
Osu-03012
CAS Number:
742112-33-0
Molecular Formula:
C26H19F3N4O
Molecular Weight:
460.4505
MDL Number:
MFCD12912272
SMILES:
NCC(=O)Nc1ccc(cc1)n1nc(cc1c1ccc2c(c1)ccc1c2cccc1)C(F)(F)F
Properties
Computed Properties
 
Complexity:
711  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
5.2  

Downstream Synthesis Route

[1]CurrentPatentAssignee:UNIVERSITYSYSTEMOFOHIO-WO2005/44130,2005,A1Locationinpatent:Page/Pagecolumn28;2/2

[2]CurrentPatentAssignee:UNIVERSITYSYSTEMOFOHIO-US2009/111799,2009,A1Locationinpatent:Page/Pagecolumn18;20-21;sheet2

[3]Locationinpatent:schemeortableChiu,Hao-Chieh;Lee,Su-Lin;Kapuriya,Naval;Wang,Dasheng;Chen,Yi-Ru;Yu,Sung-Liang;Kulp,SamuelK.;Teng,Lee-Jene;Chen,Ching-Shih[BioorganicandMedicinalChemistry,2012,vol.20,#15,p.4653-4660]

[1]Chiu,Hao-Chieh;Lee,Su-Lin;Kapuriya,Naval;Wang,Dasheng;Chen,Yi-Ru;Yu,Sung-Liang;Kulp,SamuelK.;Teng,Lee-Jene;Chen,Ching-Shih[BioorganicandMedicinalChemistry,2012,vol.20,#15,p.4653-4660]

[2]Lee,Donghee;Lee,Yunmi;HyeShin,Son;MinChoi,Su;HyeonLee,Shin;Jeong,Seonghun;Jang,Soojin;Kee,Jung-Min[BioorganicChemistry,2023,vol.130]

[1]Chiu,Hao-Chieh;Lee,Su-Lin;Kapuriya,Naval;Wang,Dasheng;Chen,Yi-Ru;Yu,Sung-Liang;Kulp,SamuelK.;Teng,Lee-Jene;Chen,Ching-Shih[BioorganicandMedicinalChemistry,2012,vol.20,#15,p.4653-4660]

[2]Lee,Donghee;Lee,Yunmi;HyeShin,Son;MinChoi,Su;HyeonLee,Shin;Jeong,Seonghun;Jang,Soojin;Kee,Jung-Min[BioorganicChemistry,2023,vol.130]

[3]Lee,Donghee;Lee,Yunmi;HyeShin,Son;MinChoi,Su;HyeonLee,Shin;Jeong,Seonghun;Jang,Soojin;Kee,Jung-Min[BioorganicChemistry,2023,vol.130]

5960-69-0   
2-amino-N-{4-5-(2-phenanthrenyl)-3-(trifluoromethyl)-1H-pyrazol-1-ylphenyl}acetamide 

[1]BioorganicandMedicinalChemistry,2012,vol.20,p.4653-4660

[1]Chiu,Hao-Chieh;Lee,Su-Lin;Kapuriya,Naval;Wang,Dasheng;Chen,Yi-Ru;Yu,Sung-Liang;Kulp,SamuelK.;Teng,Lee-Jene;Chen,Ching-Shih[BioorganicandMedicinalChemistry,2012,vol.20,#15,p.4653-4660]

Literature

Title: Development of novel antibacterial agents against methicillin-resistant Staphylococcus aureus.

Journal: Bioorganic & medicinal chemistry 20120801

Title: Identification, in vitro activity and mode of action of phosphoinositide-dependent-1 kinase inhibitors as antifungal molecules.

Journal: ACS chemical biology 20110520

Title: YB-1 drives preneoplastic progression: Insight into opportunities for cancer prevention.

Journal: Oncotarget 20110501

Title: Suppression of Her2/neu expression through ILK inhibition is regulated by a pathway involving TWIST and YB-1.

Journal: Oncogene 20101202

Title: OSU-03012, a novel celecoxib derivative, induces cell swelling and shortens action potential duration in mouse ventricular cells.

Journal: Biomedical research (Tokyo, Japan) 20101201

Title: Exploring the molecular mechanisms of OSU-03012 on vascular smooth muscle cell proliferation.

Journal: Molecular and cellular biochemistry 20101101

Title: OSU-03012 sensitizes TIB-196 myeloma cells to imatinib mesylate via AMP-activated protein kinase and STAT3 pathways.

Journal: Leukemia research 20100601

Title: Growth inhibitory and anti-tumour activities of OSU-03012, a novel PDK-1 inhibitor, on vestibular schwannoma and malignant schwannoma cells.

Journal: European journal of cancer (Oxford, England : 1990) 20090601

Title: Nuclear detection of Y-box protein-1 (YB-1) closely associates with progesterone receptor negativity and is a strong adverse survival factor in human breast cancer.

Journal: BMC cancer 20090101

Title: Eradication of intracellular Francisella tularensis in THP-1 human macrophages with a novel autophagy inducing agent.

Journal: Journal of biomedical science 20090101

Title: OSU03012 activates Erk1/2 and Cdks leading to the accumulation of cells in the S-phase and apoptosis.

Journal: International journal of cancer 20081215

Title: Sensitivity to the non-COX inhibiting celecoxib derivative, OSU03012, is p21(WAF1/CIP1) dependent.

Journal: International journal of cancer 20081215

Title: OSU-03012, a novel celecoxib derivative, induces reactive oxygen species-related autophagy in hepatocellular carcinoma.

Journal: Cancer research 20081115

Title: Targeting endoplasmic reticulum stress and Akt with OSU-03012 and gefitinib or erlotinib to overcome resistance to epidermal growth factor receptor inhibitors.

Journal: Cancer research 20080415

Title: OSU-03012 stimulates PKR-like endoplasmic reticulum-dependent increases in 70-kDa heat shock protein expression, attenuating its lethal actions in transformed cells.

Journal: Molecular pharmacology 20080401

Title: Sensitizing estrogen receptor-negative breast cancer cells to tamoxifen with OSU-03012, a novel celecoxib-derived phosphoinositide-dependent protein kinase-1/Akt signaling inhibitor.

Journal: Molecular cancer therapeutics 20080401

Title: Cyclooxygenase-2 independent effects of cyclooxygenase-2 inhibitors on oxidative stress and intracellular glutathione content in normal and malignant human B-cells.

Journal: Cancer immunology, immunotherapy : CII 20080301

Title: Celecoxib analogs that lack COX-2 inhibitory function: preclinical development of novel anticancer drugs.

Journal: Expert opinion on investigational drugs 20080201

Title: 2-amino-N-{4-[5-(2-phenanthrenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-phenyl} acetamide (OSU-03012), a celecoxib derivative, directly targets p21-activated kinase.

Journal: Molecular pharmacology 20071101

Title: PDK-1/AKT pathway as a novel therapeutic target in rhabdomyosarcoma cells using OSU-03012 compound.

Journal: British journal of cancer 20070911

Title: The phosphoinositide-dependent kinase-1 inhibitor 2-amino-N-[4-[5-(2-phenanthrenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl]-acetamide (OSU-03012) prevents Y-box binding protein-1 from inducing epidermal growth factor receptor.

Journal: Molecular pharmacology 20070901

Title: OSU-03012, a novel celecoxib derivative, is cytotoxic to myeloma cells and acts through multiple mechanisms.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070815

Title: Overcoming trastuzumab resistance in HER2-overexpressing breast cancer cells by using a novel celecoxib-derived phosphoinositide-dependent kinase-1 inhibitor.

Journal: Molecular pharmacology 20061101

Title: OSU-03012 promotes caspase-independent but PERK-, cathepsin B-, BID-, and AIF-dependent killing of transformed cells.

Journal: Molecular pharmacology 20060801

Title: A structurally optimized celecoxib derivative inhibits human pancreatic cancer cell growth.

Journal: Journal of gastrointestinal surgery : official journal of the Society for Surgery of the Alimentary Tract 20060201

Title: Synergistic interactions between imatinib mesylate and the novel phosphoinositide-dependent kinase-1 inhibitor OSU-03012 in overcoming imatinib mesylate resistance.

Journal: Blood 20050515

Title: A novel celecoxib derivative, OSU03012, induces cytotoxicity in primary CLL cells and transformed B-cell lymphoma cell line via a caspase- and Bcl-2-independent mechanism.

Journal: Blood 20050315

Title: From the cyclooxygenase-2 inhibitor celecoxib to a novel class of 3-phosphoinositide-dependent protein kinase-1 inhibitors.

Journal: Cancer research 20040615

Title: Structure, regulation and function of PKB/AKT--a major therapeutic target.

Journal: Biochimica et biophysica acta 20040311

Title: Role of Akt signaling in vascular homeostasis and angiogenesis.

Journal: Circulation research 20020628

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