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Saracatinib

CAS No.:
379231-04-6
Catalog Number:
AG0039PL
Molecular Formula:
C27H32ClN5O5
Molecular Weight:
542.0265
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥90%
1 week
United States
$111
- +
10mg
≥90%
1 week
United States
$143
- +
25mg
≥90%
1 week
United States
$260
- +
50mg
99%
1 week
United States
$307
- +
100mg
99%
1 week
United States
$457
- +
Product Description
Catalog Number:
AG0039PL
Chemical Name:
Saracatinib
CAS Number:
379231-04-6
Molecular Formula:
C27H32ClN5O5
Molecular Weight:
542.0265
MDL Number:
MFCD09832698
IUPAC Name:
N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(oxan-4-yloxy)quinazolin-4-amine
InChI:
InChI=1S/C27H32ClN5O5/c1-32-6-8-33(9-7-32)10-13-35-19-14-21-24(23(15-19)38-18-4-11-34-12-5-18)27(30-16-29-21)31-25-20(28)2-3-22-26(25)37-17-36-22/h2-3,14-16,18H,4-13,17H2,1H3,(H,29,30,31)
InChI Key:
OUKYUETWWIPKQR-UHFFFAOYSA-N
SMILES:
CN1CCN(CC1)CCOc1cc(OC2CCOCC2)c2c(c1)ncnc2Nc1c(Cl)ccc2c1OCO2
UNII:
9KD24QGH76
Properties
Complexity:
743  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
541.209g/mol
Formal Charge:
0
Heavy Atom Count:
38  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
542.033g/mol
Monoisotopic Mass:
541.209g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
90.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  
Literature
Title Journal
Cytochrome P450 Mediated Bioactivation of Saracatinib. Chemical research in toxicology 20161121
Fragment-Based Discovery of Potent and Selective DDR1/2 Inhibitors. ACS medicinal chemistry letters 20150709
Lipopolysaccharide-induced caveolin-1 phosphorylation-dependent increase in transcellular permeability precedes the increase in paracellular permeability. Drug design, development and therapy 20150101
Identification of potent Yes1 kinase inhibitors using a library screening approach. Bioorganic & medicinal chemistry letters 20130801
Saracatinib (AZD0530) is a potent modulator of ABCB1-mediated multidrug resistance in vitro and in vivo. International journal of cancer 20130101
Phase I open-label study of cediranib, an oral inhibitor of VEGF signalling, in combination with the oral Src inhibitor saracatinib in patients with advanced solid tumours. Investigational new drugs 20121001
Src-signaling interference impairs the dissemination of blood-borne tumor cells. Cell and tissue research 20120801
Antitumor activity of Src inhibitor saracatinib (AZD-0530) in preclinical models of biliary tract carcinomas. Molecular cancer therapeutics 20120701
False-negative MRI biomarkers of tumour response to targeted cancer therapeutics. British journal of cancer 20120605
A phase II trial of the Src kinase inhibitor saracatinib (AZD0530) in patients with metastatic or locally advanced gastric or gastro esophageal junction (GEJ) adenocarcinoma: a trial of the PMH phase II consortium. Investigational new drugs 20120601
Simultaneous targeting of Src kinase and receptor tyrosine kinase results in synergistic inhibition of renal cell carcinoma proliferation and migration. International journal of cancer 20120601
Phase I study of saracatinib (AZD0530) in combination with paclitaxel and/or carboplatin in patients with solid tumours. British journal of cancer 20120522
Role of Src in breast cancer cell migration and invasion in a breast cell/bone-derived cell microenvironment. Breast cancer research and treatment 20120501
Distinct effects of saracatinib on memory CD8+ T cell differentiation. Journal of immunology (Baltimore, Md. : 1950) 20120501
Common PIK3CA mutants and a novel 3' UTR mutation are associated with increased sensitivity to saracatinib. Clinical cancer research : an official journal of the American Association for Cancer Research 20120501
A phase I/II study of the Src inhibitor saracatinib (AZD0530) in combination with gemcitabine in advanced pancreatic cancer. Investigational new drugs 20120401
Effects of Src kinase inhibition by saracatinib (AZD0530) on bone turnover in advanced malignancy in a Phase I study. Bone 20120401
An update on dual Src/Abl inhibitors. Future medicinal chemistry 20120401
TRAF6 inhibits proangiogenic signals in endothelial cells and regulates the expression of vascular endothelial growth factor. Biochemical and biophysical research communications 20120302
WZ4002, a third-generation EGFR inhibitor, can overcome anoikis resistance in EGFR-mutant lung adenocarcinomas more efficiently than Src inhibitors. Laboratory investigation; a journal of technical methods and pathology 20120301
Modulation of epithelial tight junctions by TGF-beta 3 in cultured oral epithelial cells. Australian dental journal 20120301
In silico investigation of potential SRC kinase ligands from traditional Chinese medicine. PloS one 20120101
Traditional Chinese medicine as dual guardians against hypertension and cancer? Journal of biomolecular structure & dynamics 20120101
Hepatitis B virus large surface antigen promotes liver carcinogenesis by activating the Src/PI3K/Akt pathway. Cancer research 20111215
Phase II trial of saracatinib (AZD0530), an oral SRC-inhibitor for the treatment of patients with hormone receptor-negative metastatic breast cancer. Clinical breast cancer 20111001
Expression and functional role of CRIPTO-1 in cutaneous melanoma. British journal of cancer 20110927
Simultaneous exposure of transformed cells to SRC family inhibitors and CHK1 inhibitors causes cell death. Cancer biology & therapy 20110801
Combined Src and ER blockade impairs human breast cancer proliferation in vitro and in vivo. Breast cancer research and treatment 20110701
Current status of SRC inhibitors in solid tumor malignancies. The oncologist 20110501
Synthesis and pharmacological evaluation of thieno[2,3-b]pyridine derivatives as novel c-Src inhibitors. Bioorganic & medicinal chemistry 20110415
Osteoporosis: now and the future. Lancet (London, England) 20110409
Phase II study of saracatinib (AZD0530) for patients with recurrent or metastatic head and neck squamous cell carcinoma (HNSCC). Anticancer research 20110101
Impact of the Src inhibitor saracatinib on the metastatic phenotype of a fibrosarcoma (KHT) tumor model. Anticancer research 20101101
Phase I safety, pharmacokinetics, and inhibition of SRC activity study of saracatinib in patients with solid tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20101001
[SRC kinases in tumor therapy]. Medizinische Klinik (Munich, Germany : 1983) 20101001
Gene array and fluorescence in situ hybridization biomarkers of activity of saracatinib (AZD0530), a Src inhibitor, in a preclinical model of colorectal cancer. Clinical cancer research : an official journal of the American Association for Cancer Research 20100815
Novel dual Src/Abl inhibitors for hematologic and solid malignancies. Expert opinion on investigational drugs 20100801
Src family kinase inhibitor Saracatinib (AZD0530) impairs oxaliplatin uptake in colorectal cancer cells and blocks organic cation transporters. Cancer research 20100715
Effects of the Src inhibitor saracatinib (AZD0530) on renal function in healthy subjects. Anticancer research 20100701
Emerging targets in osteoporosis disease modification. Journal of medicinal chemistry 20100610
A novel bile acid-activated vitamin D receptor signaling in human hepatocytes. Molecular endocrinology (Baltimore, Md.) 20100601
Effect of the specific Src family kinase inhibitor saracatinib on osteolytic lesions using the PC-3 bone model. Molecular cancer therapeutics 20100601
Effects of the Src kinase inhibitor saracatinib (AZD0530) on bone turnover in healthy men: a randomized, double-blind, placebo-controlled, multiple-ascending-dose phase I trial. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20100301
Src tyrosine kinase regulates adhesion and chemotaxis in Waldenstrom macroglobulinemia. Clinical cancer research : an official journal of the American Association for Cancer Research 20091001
Antitumor effects and biomarkers of activity of AZD0530, a Src inhibitor, in pancreatic cancer. Clinical cancer research : an official journal of the American Association for Cancer Research 20090615
Inhibition of Src with AZD0530 reveals the Src-Focal Adhesion kinase complex as a novel therapeutic target in papillary and anaplastic thyroid cancer. The Journal of clinical endocrinology and metabolism 20090601
Preclinical anticancer activity of the potent, oral Src inhibitor AZD0530. Molecular oncology 20090601
Combined Src and aromatase inhibition impairs human breast cancer growth in vivo and bypass pathways are activated in AZD0530-resistant tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20090515
Dual targeting of Src and ER prevents acquired antihormone resistance in breast cancer cells. Breast cancer research and treatment 20090501
Structure-based virtual screening of Src kinase inhibitors. Bioorganic & medicinal chemistry 20090415
The Src inhibitor AZD0530 blocks invasion and may act as a radiosensitizer in lung cancer cells. Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20090401
The Src inhibitor AZD0530 reversibly inhibits the formation and activity of human osteoclasts. Molecular cancer research : MCR 20090401
Src inhibitors in early breast cancer: a methodology, feasibility and variability study. Breast cancer research and treatment 20090301
Quantification of focal adhesion kinase activation loop phosphorylation as a biomarker of Src activity. Molecular pharmacology 20090301
A phase II trial of the Src-kinase inhibitor AZD0530 in patients with advanced castration-resistant prostate cancer: a California Cancer Consortium study. Anti-cancer drugs 20090301
A novel Src kinase inhibitor reduces tumour formation in a skin carcinogenesis model. Carcinogenesis 20090201
Src as a therapeutic target in men with prostate cancer and bone metastases. BJU international 20090201
Improved response by co-targeting EGFR/EGFRvIII and Src family kinases in human cancer cells. Cancer investigation 20090201
Activation of Src and Src-associated signaling pathways in relation to hypoxia in human cancer xenograft models. International journal of cancer 20090115
Aberrant activation of androgen receptor in a new neuropeptide-autocrine model of androgen-insensitive prostate cancer. Cancer research 20090101
The effect of the dual Src/Abl kinase inhibitor AZD0530 on Philadelphia positive leukaemia cell lines. BMC cancer 20090101
Src family kinase oncogenic potential and pathways in prostate cancer as revealed by AZD0530. Oncogene 20081023
Research provides new hope for tamoxifen-resistant breast cancer patients. Women's health (London, England) 20080301
Structure-guided development of affinity probes for tyrosine kinases using chemical genetics. Nature chemical biology 20070401
Cooperative action of tamoxifen and c-Src inhibition in preventing the growth of estrogen receptor-positive human breast cancer cells. Molecular cancer therapeutics 20061201
N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5- (tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine, a novel, highly selective, orally available, dual-specific c-Src/Abl kinase inhibitor. Journal of medicinal chemistry 20061102
Clinical development of SRC tyrosine kinase inhibitors in lung cancer. Clinical lung cancer 20060501
Properties