Home Amines 722543-31-9
722543-31-9,MFCD14636515
Catalog No.:AA00FBWK

722543-31-9 | 5-[[7-[3-[ethyl[2-(phosphonooxy)ethyl]amino]propoxy]-4-quinazolinyl]amino]-N-(3-fluorophenyl)-1H-pyrazole-3-acetamide

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5mg
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10mg
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50mg
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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:
AA00FBWK
Chemical Name:
5-[[7-[3-[ethyl[2-(phosphonooxy)ethyl]amino]propoxy]-4-quinazolinyl]amino]-N-(3-fluorophenyl)-1H-pyrazole-3-acetamide
CAS Number:
722543-31-9
Molecular Formula:
C26H31FN7O6P
Molecular Weight:
587.5398
MDL Number:
MFCD14636515
SMILES:
CCN(CCOP(=O)(O)O)CCCOc1ccc2c(c1)ncnc2Nc1n[nH]c(c1)CC(=O)Nc1cccc(c1)F
Properties
Computed Properties
 
Complexity:
859  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
41  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
15  
XLogP3:
-0.4  

Downstream Synthesis Route

[1]JournalofMedicinalChemistry,2007,vol.50,p.2213-2224

[2]Patent:WO2007/132227,2007,A1

[3]Patent:WO2007/132215,2007,A1

Literature

Title: Optimizing Therapeutic Effect of Aurora B Inhibition in Acute Myeloid Leukemia with AZD2811 Nanoparticles.

Journal: Molecular cancer therapeutics 20170601

Title: Phase I study of barasertib (AZD1152), a selective inhibitor of Aurora B kinase, in patients with advanced solid tumors.

Journal: Investigational new drugs 20130401

Title: Phase I study of the Aurora B kinase inhibitor barasertib (AZD1152) to assess the pharmacokinetics, metabolism and excretion in patients with acute myeloid leukemia.

Journal: Cancer chemotherapy and pharmacology 20120901

Title: Two-stage model-based design of cancer phase I dose escalation trials: evaluation using the phase I program of barasertib (AZD1152).

Journal: Investigational new drugs 20120801

Title: The MEK1/2 inhibitor, selumetinib (AZD6244; ARRY-142886), enhances anti-tumour efficacy when combined with conventional chemotherapeutic agents in human tumour xenograft models.

Journal: British journal of cancer 20120227

Title: Selective aurora kinase inhibitors identified using a taxol-induced checkpoint sensitivity screen.

Journal: ACS chemical biology 20120120

Title: Phase 1/2 study to assess the safety, efficacy, and pharmacokinetics of barasertib (AZD1152) in patients with advanced acute myeloid leukemia.

Journal: Blood 20111201

Title: A Phase I study to assess the safety, pharmacokinetics and efficacy of barasertib (AZD1152), an Aurora B kinase inhibitor, in Japanese patients with advanced acute myeloid leukemia.

Journal: Leukemia research 20111001

Title: A novel cell-based, high-content assay for phosphorylation of Lats2 by Aurora A.

Journal: Journal of biomolecular screening 20110901

Title: Effects of AZD1152, a selective Aurora B kinase inhibitor, on Burkitt's and Hodgkin's lymphomas.

Journal: Biochemical pharmacology 20110501

Title: Enhanced radiosensitivity of androgen-resistant prostate cancer: AZD1152-mediated Aurora kinase B inhibition.

Journal: Radiation research 20110401

Title: Imaging colon cancer response following treatment with AZD1152: a preclinical analysis of [18F]fluoro-2-deoxyglucose and 3'-deoxy-3'-[18F]fluorothymidine imaging.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20110301

Title: Aurora B kinase inhibitor AZD1152: determinants of action and ability to enhance chemotherapeutics effectiveness in pancreatic and colon cancer.

Journal: British journal of cancer 20110301

Title: Clinical evaluation of AZD1152, an i.v. inhibitor of Aurora B kinase, in patients with solid malignant tumors.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20110201

Title: AZD1152 negatively affects the growth of anaplastic thyroid carcinoma cells and enhances the effects of oncolytic virus dl922-947.

Journal: Endocrine-related cancer 20110201

Title: Phthalazinone pyrazoles as potent, selective, and orally bioavailable inhibitors of Aurora-A kinase.

Journal: Journal of medicinal chemistry 20110113

Title: P-glycoprotein and breast cancer resistance protein in acute myeloid leukaemia cells treated with the aurora-B kinase inhibitor barasertib-hQPA.

Journal: BMC cancer 20110101

Title: Preclinical evaluation of AMG 900, a novel potent and highly selective pan-aurora kinase inhibitor with activity in taxane-resistant tumor cell lines.

Journal: Cancer research 20101201

Title: Aurora kinase inhibitor AZD1152 negatively affects the growth and survival of HTLV-1-infected T lymphocytes in vitro.

Journal: International journal of cancer 20101001

Title: Discovery of a potent, selective, and orally bioavailable pyridinyl-pyrimidine phthalazine aurora kinase inhibitor.

Journal: Journal of medicinal chemistry 20100909

Title: Discovery of GSK1070916, a potent and selective inhibitor of Aurora B/C kinase.

Journal: Journal of medicinal chemistry 20100527

Title: Aurora kinase inhibitors as anti-cancer therapy.

Journal: Anti-cancer drugs 20100401

Title: The selective Aurora B kinase inhibitor AZD1152 as a novel treatment for hepatocellular carcinoma.

Journal: Journal of hepatology 20100101

Title: Antineoplastic effects of an Aurora B kinase inhibitor in breast cancer.

Journal: Molecular cancer 20100101

Title: Simultaneous determination of AZD1152 (prodrug) and AZD1152-hydroxyquinazoline pyrazol anilide by reversed phase liquid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091101

Title: The aurora B kinase inhibitor AZD1152 sensitizes cancer cells to fractionated irradiation and induces mitotic catastrophe.

Journal: Cell cycle (Georgetown, Tex.) 20091001

Title: Mitotic drivers--inhibitors of the Aurora B Kinase.

Journal: Cancer metastasis reviews 20090601

Title: Pharmacological inhibition of aurora-A but not aurora-B impairs interphase microtubule dynamics.

Journal: Cell cycle (Georgetown, Tex.) 20090601

Title: AZD1152 rapidly and negatively affects the growth and survival of human acute myeloid leukemia cells in vitro and in vivo.

Journal: Cancer research 20090515

Title: Discovery and development of aurora kinase inhibitors as anticancer agents.

Journal: Journal of medicinal chemistry 20090514

Title: Biochemical characterization of GSK1070916, a potent and selective inhibitor of Aurora B and Aurora C kinases with an extremely long residence time1.

Journal: The Biochemical journal 20090513

Title: Identification of genes that confer tumor cell resistance to the aurora B kinase inhibitor, AZD1152.

Journal: The pharmacogenomics journal 20090401

Title: The topoisomerase I poison CPT-11 enhances the effect of the aurora B kinase inhibitor AZD1152 both in vitro and in vivo.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20090315

Title: Enhancement of radiation response in p53-deficient cancer cells by the Aurora-B kinase inhibitor AZD1152.

Journal: Oncogene 20080522

Title: Effects of the aurora kinase inhibitors AZD1152-HQPA and ZM447439 on growth arrest and polyploidy in acute myeloid leukemia cell lines and primary blasts.

Journal: Haematologica 20080501

Title: Preclinical evaluation of M30 and M65 ELISAs as biomarkers of drug induced tumor cell death and antitumor activity.

Journal: Molecular cancer therapeutics 20080301

Title: The selective Aurora B kinase inhibitor AZD1152 is a potential new treatment for multiple myeloma.

Journal: British journal of haematology 20080201

Title: AZD1152, a novel and selective aurora B kinase inhibitor, induces growth arrest, apoptosis, and sensitization for tubulin depolymerizing agent or topoisomerase II inhibitor in human acute leukemia cells in vitro and in vivo.

Journal: Blood 20070915

Title: AZD1152, a selective inhibitor of Aurora B kinase, inhibits human tumor xenograft growth by inducing apoptosis.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070615

Title: Discovery, synthesis, and in vivo activity of a new class of pyrazoloquinazolines as selective inhibitors of aurora B kinase.

Journal: Journal of medicinal chemistry 20070503

Title: Aurora kinases: new targets for cancer therapy.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20061201

Title: Aurora kinases: shining lights on the therapeutic horizon?

Journal: Oncogene 20050728

Title: Aurora-kinase inhibitors as anticancer agents.

Journal: Nature reviews. Cancer 20041201

Title: Yang J, et al. AZD1152, a novel and selective aurora B kinase inhibitor, induces growth arrest, apoptosis, and sensitization for tubulin depolymerizing agent or topoisomerase II inhibitor in human acute leukemia cells in vitro and in vivo. Blood. 2007 Sep

Title: Wilkinson RW, et al. AZD1152, a selective inhibitor of Aurora B kinase, inhibits human tumor xenograft growth by inducing apoptosis. Clin Cancer Res. 2007 Jun 15;13(12):3682-8.

Title: Evans RP, et al. The selective Aurora B kinase inhibitor AZD1152 is a potential new treatment for multiple myeloma. Br J Haematol. 2008 Feb;140(3):295-302.

Title: Oke A, et al. AZD1152 rapidly and negatively affects the growth and survival of human acute myeloid leukemia cells in vitro and in vivo. Cancer Res. 2009 May 15;69(10):4150-8.

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Tags:722543-31-9 Molecular Formula|722543-31-9 MDL|722543-31-9 SMILES|722543-31-9 5-[[7-[3-[ethyl[2-(phosphonooxy)ethyl]amino]propoxy]-4-quinazolinyl]amino]-N-(3-fluorophenyl)-1H-pyrazole-3-acetamide