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371935-74-9,MFCD11983145
Catalog No.:AA0035ER

371935-74-9 | 3-[6-(morpholin-4-yl)-8-oxa-3,5,10-triazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-4-yl]phenol

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1mg
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in stock  
$21.00   $15.00
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5mg
98%
in stock  
$50.00   $35.00
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10mg
98%
in stock  
$83.00   $58.00
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50mg
98%
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$208.00   $146.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0035ER
Chemical Name:
3-[6-(morpholin-4-yl)-8-oxa-3,5,10-triazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-4-yl]phenol
CAS Number:
371935-74-9
Molecular Formula:
C19H16N4O3
Molecular Weight:
348.3553
MDL Number:
MFCD11983145
SMILES:
Oc1cccc(c1)c1nc(N2CCOCC2)c2c(n1)c1cccnc1o2
Properties
Properties
 
BP:
520.25°C at 760 mmHg  
Form:
Solid  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
489  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
2.7  

Literature

Title: PI-103 and Quercetin Attenuate PI3K-AKT Signaling Pathway in T- Cell Lymphoma Exposed to Hydrogen Peroxide.

Journal: PloS one 20160101

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters 20130801

Title: A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.

Journal: The Biochemical journal 20130415

Title: Different PI 3-kinase inhibitors have distinct effects on endothelial permeability and leukocyte transmigration.

Journal: The international journal of biochemistry & cell biology 20121101

Title: PI3Kδ and PI3Kγ as targets for autoimmune and inflammatory diseases.

Journal: Journal of medicinal chemistry 20121025

Title: A yeast-based in vivo bioassay to screen for class I phosphatidylinositol 3-kinase specific inhibitors.

Journal: Journal of biomolecular screening 20120901

Title: Serum and glucocorticoid-regulated kinase 1 (SGK1) activation in breast cancer: requirement for mTORC1 activity associates with ER-alpha expression.

Journal: Breast cancer research and treatment 20120901

Title: Reconciling the different roles of Gsk3β in 'naïve' and 'primed' pluripotent stem cells.

Journal: Cell cycle (Georgetown, Tex.) 20120815

Title: PKI-587 and sorafenib targeting PI3K/AKT/mTOR and Ras/Raf/MAPK pathways synergistically inhibit HCC cell proliferation.

Journal: The Journal of surgical research 20120801

Title: Impact of oncogenic driver mutations on feedback between the PI3K and MEK pathways in cancer cells.

Journal: Bioscience reports 20120801

Title: Inhibition of the heat shock response by PI103 enhances the cytotoxicity of arsenic trioxide.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20120701

Title: The role of PI3K/mTOR inhibition in combination with sorafenib in hepatocellular carcinoma treatment.

Journal: Anticancer research 20120701

Title: A selective inhibitor reveals PI3Kγ dependence of T(H)17 cell differentiation.

Journal: Nature chemical biology 20120429

Title: Inhibition of chemokine (CXC motif) ligand 12/chemokine (CXC motif) receptor 4 axis (CXCL12/CXCR4)-mediated cell migration by targeting mammalian target of rapamycin (mTOR) pathway in human gastric carcinoma cells.

Journal: The Journal of biological chemistry 20120406

Title: Phosphoinositide 3-kinase/AKT/mTORC1/2 signaling determines sensitivity of Burkitt's lymphoma cells to BH3 mimetics.

Journal: Molecular cancer research : MCR 20120301

Title: Effects of acutely inhibiting PI3K isoforms and mTOR on regulation of glucose metabolism in vivo.

Journal: The Biochemical journal 20120215

Title: Preclinical activity of the novel orally bioavailable HSP90 inhibitor NVP-HSP990 against multiple myeloma cells.

Journal: Anticancer research 20120201

Title: Current development of the second generation of mTOR inhibitors as anticancer agents.

Journal: Chinese journal of cancer 20120101

Title: Inhibition of PI3K-Akt-mTOR signaling in glioblastoma by mTORC1/2 inhibitors.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: Pharmacologic synergy between dual phosphoinositide-3-kinase and mammalian target of rapamycin inhibition and 5-fluorouracil in PIK3CA mutant gastric cancer cells.

Journal: Cancer biology & therapy 20120101

Title: Advances in establishment and analysis of three-dimensional tumor spheroid-based functional assays for target validation and drug evaluation.

Journal: BMC biology 20120101

Title: PI3K inhibition enhances doxorubicin-induced apoptosis in sarcoma cells.

Journal: PloS one 20120101

Title: Effects of small molecule inhibitors of PI3K/Akt/mTOR signaling on neuroblastoma growth in vitro and in vivo.

Journal: International journal of cancer 20111215

Title: GDC-0941 inhibits metastatic characteristics of thyroid carcinomas by targeting both the phosphoinositide-3 kinase (PI3K) and hypoxia-inducible factor-1α (HIF-1α) pathways.

Journal: The Journal of clinical endocrinology and metabolism 20111201

Title: Syntheses of phenylpyrazolodiazepin-7-ones as conformationally rigid analogs of aminopyrazole amide scaffold and their antiproliferative effects on cancer cells.

Journal: Bioorganic & medicinal chemistry 20111115

Title: Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.

Journal: Nature biotechnology 20111101

Title: Comprehensive analysis of kinase inhibitor selectivity.

Journal: Nature biotechnology 20111030

Title: Arsenic disulfide synergizes with the phosphoinositide 3-kinase inhibitor PI-103 to eradicate acute myeloid leukemia stem cells by inducing differentiation.

Journal: Carcinogenesis 20111001

Title: 5-Methoxyflavanone induces cell cycle arrest at the G2/M phase, apoptosis and autophagy in HCT116 human colon cancer cells.

Journal: Toxicology and applied pharmacology 20110801

Title: Differential regulation of CIDEA and CIDEC expression by insulin via Akt1/2- and JNK2-dependent pathways in human adipocytes.

Journal: Journal of lipid research 20110801

Title: Combination of PI3K/mTOR inhibitors: antitumor activity and molecular correlates.

Journal: Cancer research 20110701

Title: PDGF-induced vascular smooth muscle cell proliferation is associated with dysregulation of insulin receptor substrates.

Journal: American journal of physiology. Cell physiology 20110601

Title: Discovery, synthesis, and investigation of the antitumor activity of novel piperazinylpyrimidine derivatives.

Journal: European journal of medicinal chemistry 20110601

Title: Control of proliferation in astrocytoma cells by the receptor tyrosine kinase/PI3K/AKT signaling axis and the use of PI-103 and TCN as potential anti-astrocytoma therapies.

Journal: Neuro-oncology 20110601

Title: Secreted factors from brain endothelial cells maintain glioblastoma stem-like cell expansion through the mTOR pathway.

Journal: EMBO reports 20110501

Title: Transient PI3K inhibition induces apoptosis and overcomes HGF-mediated resistance to EGFR-TKIs in EGFR mutant lung cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20110415

Title: Exploration of (S)-3-aminopyrrolidine as a potentially interesting scaffold for discovery of novel Abl and PI3K dual inhibitors.

Journal: European journal of medicinal chemistry 20110401

Title: Vertical inhibition of the mTORC1/mTORC2/PI3K pathway shows synergistic effects against melanoma in vitro and in vivo.

Journal: The Journal of investigative dermatology 20110201

Title: PI3K inhibitors prime neuroblastoma cells for chemotherapy by shifting the balance towards pro-apoptotic Bcl-2 proteins and enhanced mitochondrial apoptosis.

Journal: Oncogene 20110127

Title: Remodeling of VE-cadherin junctions by the human herpes virus 8 G-protein coupled receptor.

Journal: Oncogene 20110113

Title: A dual PI3K/mTOR inhibitor, PI-103, cooperates with stem cell-delivered TRAIL in experimental glioma models.

Journal: Cancer research 20110101

Title: Selective BRAFV600E inhibitor PLX4720, requires TRAIL assistance to overcome oncogenic PIK3CA resistance.

Journal: PloS one 20110101

Title: PI-103 and sorafenib inhibit hepatocellular carcinoma cell proliferation by blocking Ras/Raf/MAPK and PI3K/AKT/mTOR pathways.

Journal: Anticancer research 20101201

Title: Activation state-dependent binding of small molecule kinase inhibitors: structural insights from biochemistry.

Journal: Chemistry & biology 20101124

Title: Akt and autophagy cooperate to promote survival of drug-resistant glioma.

Journal: Science signaling 20101109

Title: Effects of nominally selective inhibitors of the kinases PI3K, SGK1 and PKB on the insulin-dependent control of epithelial Na+ absorption.

Journal: British journal of pharmacology 20101001

Title: The phosphoinositide 3-kinase inhibitor PI-103 downregulates choline kinase alpha leading to phosphocholine and total choline decrease detected by magnetic resonance spectroscopy.

Journal: Cancer research 20100701

Title: Inducible EGFR T790M-mediated gefitinib resistance in non-small cell lung cancer cells does not modulate sensitivity to PI103 provoked autophagy.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20100601

Title: The dual PI3K/mTOR inhibitor PI-103 promotes immunosuppression, in vivo tumor growth and increases survival of sorafenib-treated melanoma cells.

Journal: International journal of cancer 20100401

Title: Shaping development of autophagy inhibitors with the structure of the lipid kinase Vps34.

Journal: Science (New York, N.Y.) 20100326

Title: Drugging the PI3 kinome: from chemical tools to drugs in the clinic.

Journal: Cancer research 20100315

Title: Chemogenomic profiling provides insights into the limited activity of irreversible EGFR Inhibitors in tumor cells expressing the T790M EGFR resistance mutation.

Journal: Cancer research 20100201

Title: Physical association of PDK1 with AKT1 is sufficient for pathway activation independent of membrane localization and phosphatidylinositol 3 kinase.

Journal: PloS one 20100101

Title: Chemical interrogation of FOXO3a nuclear translocation identifies potent and selective inhibitors of phosphoinositide 3-kinases.

Journal: The Journal of biological chemistry 20091009

Title: The pyridinylfuranopyrimidine inhibitor, PI-103, chemosensitizes glioblastoma cells for apoptosis by inhibiting DNA repair.

Journal: Oncogene 20091008

Title: A novel dual PI3Kalpha/mTOR inhibitor PI-103 with high antitumor activity in non-small cell lung cancer cells.

Journal: International journal of molecular medicine 20090701

Title: Biological properties of potent inhibitors of class I phosphatidylinositide 3-kinases: from PI-103 through PI-540, PI-620 to the oral agent GDC-0941.

Journal: Molecular cancer therapeutics 20090701

Title: Inhibition of insulin-stimulated hydrogen peroxide production prevents stimulation of sodium transport in A6 cell monolayers.

Journal: American journal of physiology. Renal physiology 20090601

Title: Combination of PI3K/mTOR inhibition demonstrates efficacy in human chordoma.

Journal: Anticancer research 20090601

Title: Isoform-selective phosphoinositide 3'-kinase inhibitors inhibit CXCR4 signaling and overcome stromal cell-mediated drug resistance in chronic lymphocytic leukemia: a novel therapeutic approach.

Journal: Blood 20090528

Title: Relationship of deregulated signaling converging onto mTOR with prognosis and classification of lung adenocarcinoma shown by two independent in silico analyses.

Journal: Cancer research 20090501

Title: Dual targeting of AKT and mammalian target of rapamycin: a potential therapeutic approach for malignant peripheral nerve sheath tumor.

Journal: Molecular cancer therapeutics 20090501

Title: Dual inhibition of class IA phosphatidylinositol 3-kinase and mammalian target of rapamycin as a new therapeutic option for T-cell acute lymphoblastic leukemia.

Journal: Cancer research 20090415

Title: Inhibition of class I phosphoinositide 3-kinase activity impairs proliferation and triggers apoptosis in acute promyelocytic leukemia without affecting atra-induced differentiation.

Journal: Cancer research 20090201

Title: Molecular pharmacology of phosphatidylinositol 3-kinase inhibition in human glioma.

Journal: Cell cycle (Georgetown, Tex.) 20090201

Title: Effect of ZSTK474, a novel phosphatidylinositol 3-kinase inhibitor, on DNA-dependent protein kinase.

Journal: Biological & pharmaceutical bulletin 20090201

Title: High-throughput screening compatible cell-based assay for interrogating activated notch signaling.

Journal: Assay and drug development technologies 20090201

Title: Targeted polypharmacology: discovery of dual inhibitors of tyrosine and phosphoinositide kinases.

Journal: Nature chemical biology 20081101

Title: Dual inhibition of PI3Kalpha and mTOR as an alternative treatment for Kaposi's sarcoma.

Journal: Cancer research 20081015

Title: Genetic or pharmaceutical blockade of p110delta phosphoinositide 3-kinase enhances IgE production.

Journal: The Journal of allergy and clinical immunology 20081001

Title: The dual PI3 kinase/mTOR inhibitor PI-103 prevents p53 induction by Mdm2 inhibition but enhances p53-mediated mitochondrial apoptosis in p53 wild-type AML.

Journal: Leukemia 20080901

Title: PI-103, a dual inhibitor of Class IA phosphatidylinositide 3-kinase and mTOR, has antileukemic activity in AML.

Journal: Leukemia 20080901

Title: PDGF- and insulin/IGF-1-specific distinct modes of class IA PI 3-kinase activation in normal rat retinas and RGC-5 retinal ganglion cells.

Journal: Investigative ophthalmology & visual science 20080801

Title: Class I PI3 kinase inhibition by the pyridinylfuranopyrimidine inhibitor PI-103 enhances tumor radiosensitivity.

Journal: Cancer research 20080715

Title: Characterization of structurally distinct, isoform-selective phosphoinositide 3'-kinase inhibitors in combination with radiation in the treatment of glioblastoma.

Journal: Molecular cancer therapeutics 20080401

Title: A quantitative analysis of kinase inhibitor selectivity.

Journal: Nature biotechnology 20080101

Title: A systematic interaction map of validated kinase inhibitors with Ser/Thr kinases.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20071218

Title: The selectivity of protein kinase inhibitors: a further update.

Journal: The Biochemical journal 20071215

Title: Synthesis and biological evaluation of sulfonylhydrazone-substituted imidazo[1,2-a]pyridines as novel PI3 kinase p110alpha inhibitors.

Journal: Bioorganic & medicinal chemistry 20070901

Title: A dual phosphoinositide-3-kinase alpha/mTOR inhibitor cooperates with blockade of epidermal growth factor receptor in PTEN-mutant glioma.

Journal: Cancer research 20070901

Title: Synthesis and biological evaluation of pyrido[3',2':4,5]furo[3,2-d]pyrimidine derivatives as novel PI3 kinase p110alpha inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20070501

Title: A pharmacological map of the PI3-K family defines a role for p110alpha in insulin signaling.

Journal: Cell 20060519

Title: A dual PI3 kinase/mTOR inhibitor reveals emergent efficacy in glioma.

Journal: Cancer cell 20060501

Title: Raynaud FI, et al. Biological properties of potent inhibitors of class I phosphatidylinositide 3-kinases: from PI-103through PI-540, PI-620 to the oral agent GDC-0941. Mol Cancer Ther. 2009 Jul;8(7):1725-39.

Title: Knight ZA, et al. A pharmacological map of the PI3-K family defines a role for p110 alpha. Cell. 2006 May 19;125(4):733-47.

Title: Park S, et al. PI-103, a dual inhibitor of Class IA phosphatidylinositide 3-kinase anLeukemia. 2008 Sep;22(9):1698-706.d mTOR, has antileukemicactivity in AmL. Leukemia. 2008 Sep;22(9):1698-706.

Title: López-Fauqued M, et al. The dual PI3K/mTOR inhibitor PI-103 promotes immunosuppression, in vivo tumor growth and increases survival of melanoma cells. Int J Cancer. 2010 Apr 1;126(7):1549-61.

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Tags:371935-74-9 Molecular Formula|371935-74-9 MDL|371935-74-9 SMILES|371935-74-9 3-[6-(morpholin-4-yl)-8-oxa-3,5,10-triazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaen-4-yl]phenol