Home Aminos 5-[[7-[3-[ethyl[2-(phosphonooxy)ethyl]amino]propoxy]-4-quinazolinyl]amino]-N-(3-fluorophenyl)-1H-pyrazole-3-acetamide

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

CAS No.:
722543-31-9
Catalog Number:
AG00FBZC
Molecular Formula:
C26H31FN7O6P
Molecular Weight:
587.5398
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$147
- +
5mg
99%
1 week
United States
$175
- +
10mg
99%
1 week
United States
$258
- +
50mg
99%
1 week
United States
$710
- +
Product Description
Catalog Number:
AG00FBZC
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
IUPAC Name:
2-[ethyl-[3-[4-[[5-[2-(3-fluoroanilino)-2-oxoethyl]-1H-pyrazol-3-yl]amino]quinazolin-7-yl]oxypropyl]amino]ethyl dihydrogen phosphate
InChI:
InChI=1S/C26H31FN7O6P/c1-2-34(10-12-40-41(36,37)38)9-4-11-39-21-7-8-22-23(16-21)28-17-29-26(22)31-24-14-20(32-33-24)15-25(35)30-19-6-3-5-18(27)13-19/h3,5-8,13-14,16-17H,2,4,9-12,15H2,1H3,(H,30,35)(H2,36,37,38)(H2,28,29,31,32,33)
InChI Key:
GBJVVSCPOBPEIT-UHFFFAOYSA-N
SMILES:
CCN(CCOP(=O)(O)O)CCCOc1ccc2c(c1)ncnc2Nc1n[nH]c(c1)CC(=O)Nc1cccc(c1)F
UNII:
16XC2U7W8N
Properties
Complexity:
859  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
587.206g/mol
Formal Charge:
0
Heavy Atom Count:
41  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
587.549g/mol
Monoisotopic Mass:
587.206g/mol
Rotatable Bond Count:
15  
Topological Polar Surface Area:
175A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.4  
Literature
Title Journal
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Phase I study of barasertib (AZD1152), a selective inhibitor of Aurora B kinase, in patients with advanced solid tumors. Investigational new drugs 20130401
Phase I study of the Aurora B kinase inhibitor barasertib (AZD1152) to assess the pharmacokinetics, metabolism and excretion in patients with acute myeloid leukemia. Cancer chemotherapy and pharmacology 20120901
Two-stage model-based design of cancer phase I dose escalation trials: evaluation using the phase I program of barasertib (AZD1152). Investigational new drugs 20120801
The MEK1/2 inhibitor, selumetinib (AZD6244; ARRY-142886), enhances anti-tumour efficacy when combined with conventional chemotherapeutic agents in human tumour xenograft models. British journal of cancer 20120227
Selective aurora kinase inhibitors identified using a taxol-induced checkpoint sensitivity screen. ACS chemical biology 20120120
Phase 1/2 study to assess the safety, efficacy, and pharmacokinetics of barasertib (AZD1152) in patients with advanced acute myeloid leukemia. Blood 20111201
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. Leukemia research 20111001
A novel cell-based, high-content assay for phosphorylation of Lats2 by Aurora A. Journal of biomolecular screening 20110901
Effects of AZD1152, a selective Aurora B kinase inhibitor, on Burkitt's and Hodgkin's lymphomas. Biochemical pharmacology 20110501
Enhanced radiosensitivity of androgen-resistant prostate cancer: AZD1152-mediated Aurora kinase B inhibition. Radiation research 20110401
Imaging colon cancer response following treatment with AZD1152: a preclinical analysis of [18F]fluoro-2-deoxyglucose and 3'-deoxy-3'-[18F]fluorothymidine imaging. Clinical cancer research : an official journal of the American Association for Cancer Research 20110301
Aurora B kinase inhibitor AZD1152: determinants of action and ability to enhance chemotherapeutics effectiveness in pancreatic and colon cancer. British journal of cancer 20110301
Clinical evaluation of AZD1152, an i.v. inhibitor of Aurora B kinase, in patients with solid malignant tumors. Annals of oncology : official journal of the European Society for Medical Oncology 20110201
AZD1152 negatively affects the growth of anaplastic thyroid carcinoma cells and enhances the effects of oncolytic virus dl922-947. Endocrine-related cancer 20110201
Phthalazinone pyrazoles as potent, selective, and orally bioavailable inhibitors of Aurora-A kinase. Journal of medicinal chemistry 20110113
P-glycoprotein and breast cancer resistance protein in acute myeloid leukaemia cells treated with the aurora-B kinase inhibitor barasertib-hQPA. BMC cancer 20110101
Preclinical evaluation of AMG 900, a novel potent and highly selective pan-aurora kinase inhibitor with activity in taxane-resistant tumor cell lines. Cancer research 20101201
Aurora kinase inhibitor AZD1152 negatively affects the growth and survival of HTLV-1-infected T lymphocytes in vitro. International journal of cancer 20101001
Discovery of a potent, selective, and orally bioavailable pyridinyl-pyrimidine phthalazine aurora kinase inhibitor. Journal of medicinal chemistry 20100909
Discovery of GSK1070916, a potent and selective inhibitor of Aurora B/C kinase. Journal of medicinal chemistry 20100527
Aurora kinase inhibitors as anti-cancer therapy. Anti-cancer drugs 20100401
The selective Aurora B kinase inhibitor AZD1152 as a novel treatment for hepatocellular carcinoma. Journal of hepatology 20100101
Antineoplastic effects of an Aurora B kinase inhibitor in breast cancer. Molecular cancer 20100101
Simultaneous determination of AZD1152 (prodrug) and AZD1152-hydroxyquinazoline pyrazol anilide by reversed phase liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091101
The aurora B kinase inhibitor AZD1152 sensitizes cancer cells to fractionated irradiation and induces mitotic catastrophe. Cell cycle (Georgetown, Tex.) 20091001
Mitotic drivers--inhibitors of the Aurora B Kinase. Cancer metastasis reviews 20090601
Pharmacological inhibition of aurora-A but not aurora-B impairs interphase microtubule dynamics. Cell cycle (Georgetown, Tex.) 20090601
AZD1152 rapidly and negatively affects the growth and survival of human acute myeloid leukemia cells in vitro and in vivo. Cancer research 20090515
Discovery and development of aurora kinase inhibitors as anticancer agents. Journal of medicinal chemistry 20090514
Biochemical characterization of GSK1070916, a potent and selective inhibitor of Aurora B and Aurora C kinases with an extremely long residence time1. The Biochemical journal 20090513
Identification of genes that confer tumor cell resistance to the aurora B kinase inhibitor, AZD1152. The pharmacogenomics journal 20090401
The topoisomerase I poison CPT-11 enhances the effect of the aurora B kinase inhibitor AZD1152 both in vitro and in vivo. Clinical cancer research : an official journal of the American Association for Cancer Research 20090315
Enhancement of radiation response in p53-deficient cancer cells by the Aurora-B kinase inhibitor AZD1152. Oncogene 20080522
Effects of the aurora kinase inhibitors AZD1152-HQPA and ZM447439 on growth arrest and polyploidy in acute myeloid leukemia cell lines and primary blasts. Haematologica 20080501
Preclinical evaluation of M30 and M65 ELISAs as biomarkers of drug induced tumor cell death and antitumor activity. Molecular cancer therapeutics 20080301
The selective Aurora B kinase inhibitor AZD1152 is a potential new treatment for multiple myeloma. British journal of haematology 20080201
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 20070915
AZD1152, a selective inhibitor of Aurora B kinase, inhibits human tumor xenograft growth by inducing apoptosis. Clinical cancer research : an official journal of the American Association for Cancer Research 20070615
Discovery, synthesis, and in vivo activity of a new class of pyrazoloquinazolines as selective inhibitors of aurora B kinase. Journal of medicinal chemistry 20070503
Aurora kinases: new targets for cancer therapy. Clinical cancer research : an official journal of the American Association for Cancer Research 20061201
Aurora kinases: shining lights on the therapeutic horizon? Oncogene 20050728
Aurora-kinase inhibitors as anticancer agents. Nature reviews. Cancer 20041201
Properties