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Olaparib

CAS No.:
763113-22-0
Catalog Number:
AG0036JX
Molecular Formula:
C24H23FN4O3
Molecular Weight:
434.4628
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
98%
In Stock USA
United States
$63
- +
1g
98%
In Stock USA
United States
$138
- +
5g
98%
In Stock USA
United States
$563
- +
Product Description
Catalog Number:
AG0036JX
Chemical Name:
Olaparib
CAS Number:
763113-22-0
Molecular Formula:
C24H23FN4O3
Molecular Weight:
434.4628
MDL Number:
MFCD13185161
IUPAC Name:
4-[[3-[4-(cyclopropanecarbonyl)piperazine-1-carbonyl]-4-fluorophenyl]methyl]-2H-phthalazin-1-one
InChI:
InChI=1S/C24H23FN4O3/c25-20-8-5-15(14-21-17-3-1-2-4-18(17)22(30)27-26-21)13-19(20)24(32)29-11-9-28(10-12-29)23(31)16-6-7-16/h1-5,8,13,16H,6-7,9-12,14H2,(H,27,30)
InChI Key:
FDLYAMZZIXQODN-UHFFFAOYSA-N
SMILES:
O=C(N1CCN(CC1)C(=O)c1cc(ccc1F)Cc1n[nH]c(=O)c2c1cccc2)C1CC1
UNII:
WOH1JD9AR8
NSC Number:
747856
Properties
Complexity:
790  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
434.175g/mol
Formal Charge:
0
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
434.471g/mol
Monoisotopic Mass:
434.175g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
82.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.9  
Literature
Title Journal
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An evaluation in vitro of PARP-1 inhibitors, rucaparib and olaparib, as radiosensitisers for the treatment of neuroblastoma. BMC cancer 20160101
5-Fluorouracil-induced RNA stress engages a TRAIL-DISC-dependent apoptosis axis facilitated by p53. Oncotarget 20151222
PARP Inhibitors Sensitize Ewing Sarcoma Cells to Temozolomide-Induced Apoptosis via the Mitochondrial Pathway. Molecular cancer therapeutics 20151201
DNA-Repair Defects and Olaparib in Metastatic Prostate Cancer. The New England journal of medicine 20151029
Discovery of 2-[1-(4,4-Difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carboxamide (NMS-P118): A Potent, Orally Available, and Highly Selective PARP-1 Inhibitor for Cancer Therapy. Journal of medicinal chemistry 20150910
Olaparib: a review of its use as maintenance therapy in patients with ovarian cancer. BioDrugs : clinical immunotherapeutics, biopharmaceuticals and gene therapy 20150401
Pharmacological Inhibition of poly(ADP-ribose) polymerases improves fitness and mitochondrial function in skeletal muscle. Cell metabolism 20140603
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Identification of potent Yes1 kinase inhibitors using a library screening approach. Bioorganic & medicinal chemistry letters 20130801
Loss of 53BP1 causes PARP inhibitor resistance in Brca1-mutated mouse mammary tumors. Cancer discovery 20130101
Trapping of PARP1 and PARP2 by Clinical PARP Inhibitors. Cancer research 20121101
Olaparib, PARP1 inhibitor in ovarian cancer. Expert opinion on investigational drugs 20121001
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Synthetic lethality of PARP and NAMPT inhibition in triple-negative breast cancer cells. EMBO molecular medicine 20121001
[Ovarian cancer-criteria of response and the timing of regimen change in chemotherapy for ovarian cancer]. Gan to kagaku ryoho. Cancer & chemotherapy 20121001
Poly (ADP-ribose) polymerase inhibitors: on the horizon of tailored and personalized therapies for epithelial ovarian cancer. Current opinion in oncology 20120901
Cross-platform pathway-based analysis identifies markers of response to the PARP inhibitor olaparib. Breast cancer research and treatment 20120901
Proteomic profiling identifies dysregulated pathways in small cell lung cancer and novel therapeutic targets including PARP1. Cancer discovery 20120901
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Neoadjuvant treatments for triple-negative breast cancer (TNBC). Annals of oncology : official journal of the European Society for Medical Oncology 20120801
Olaparib in platinum-sensitive ovarian cancer. The New England journal of medicine 20120712
Inhibition of BRCT(BRCA1)-phosphoprotein interaction enhances the cytotoxic effect of olaparib in breast cancer cells: a proof of concept study for synthetic lethal therapeutic option. Breast cancer research and treatment 20120701
BAP1 loss defines a new class of renal cell carcinoma. Nature genetics 20120701
Current and emerging targeted therapies for metastatic breast cancer. Cancer 20120615
Synergistic inhibition of hepatocellular carcinoma growth by cotargeting chromatin modifying enzymes and poly (ADP-ribose) polymerases. Hepatology (Baltimore, Md.) 20120601
Enhanced cytotoxicity of PARP inhibition in mantle cell lymphoma harbouring mutations in both ATM and p53. EMBO molecular medicine 20120601
A phase I combination study of olaparib with cisplatin and gemcitabine in adults with solid tumors. Clinical cancer research : an official journal of the American Association for Cancer Research 20120415
Olaparib maintenance therapy in platinum-sensitive relapsed ovarian cancer. The New England journal of medicine 20120412
PARP-1 inhibition as a targeted strategy to treat Ewing's sarcoma. Cancer research 20120401
A pharmacodynamic study of the P-glycoprotein antagonist CBT-1® in combination with paclitaxel in solid tumors. The oncologist 20120401
[PARP inhibitors and breast cancer: update and perspectives]. Bulletin du cancer 20120401
Drug candidates derailed in case of mistaken identity. Nature 20120328
Failure of iniparib to inhibit poly(ADP-Ribose) polymerase in vitro. Clinical cancer research : an official journal of the American Association for Cancer Research 20120315
A Phase I, dose-finding and pharmacokinetic study of olaparib (AZD2281) in Japanese patients with advanced solid tumors. Cancer science 20120301
Synthetic lethality of cohesins with PARPs and replication fork mediators. PLoS genetics 20120301
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Family-wide chemical profiling and structural analysis of PARP and tankyrase inhibitors. Nature biotechnology 20120219
Plk1 and CK2 act in concert to regulate Rad51 during DNA double strand break repair. Molecular cell 20120210
Structural basis of selective inhibition of human tankyrases. Journal of medicinal chemistry 20120209
Phase II, open-label, randomized, multicenter study comparing the efficacy and safety of olaparib, a poly (ADP-ribose) polymerase inhibitor, and pegylated liposomal doxorubicin in patients with BRCA1 or BRCA2 mutations and recurrent ovarian cancer. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20120201
Phase I study to assess the safety and tolerability of olaparib in combination with bevacizumab in patients with advanced solid tumours. British journal of cancer 20120131
Basal breast cancer: a complex and deadly molecular subtype. Current molecular medicine 20120101
Ovarian cancer: opportunity for targeted therapy. Journal of oncology 20120101
BRCAness profile of sporadic ovarian cancer predicts disease recurrence. PloS one 20120101
Molecular basis of triple negative breast cancer and implications for therapy. International journal of breast cancer 20120101
Current Status of Poly(ADP-ribose) Polymerase Inhibitors as Novel Therapeutic Agents for Triple-Negative Breast Cancer. International journal of breast cancer 20120101
Therapeutic strategies in epithelial ovarian cancer. Journal of experimental & clinical cancer research : CR 20120101
Angiogenic mRNA and microRNA gene expression signature predicts a novel subtype of serous ovarian cancer. PloS one 20120101
Major clinical research advances in gynecologic cancer in 2011. Journal of gynecologic oncology 20120101
Advances in using PARP inhibitors to treat cancer. BMC medicine 20120101
Novel binding mode of a potent and selective tankyrase inhibitor. PloS one 20120101
Optimizing molecular-targeted therapies in ovarian cancer: the renewed surge of interest in ovarian cancer biomarkers and cell signaling pathways. Journal of oncology 20120101
Metastasis of neuroendocrine tumors are characterized by increased cell proliferation and reduced expression of the ATM gene. PloS one 20120101
Brain metastases from endometrial carcinoma. ISRN oncology 20120101
The combination of olaparib and camptothecin for effective radiosensitization. Radiation oncology (London, England) 20120101
Combination drug delivery approaches in metastatic breast cancer. Journal of drug delivery 20120101
Full-exon pyrosequencing screening of BRCA germline mutations in Mexican women with inherited breast and ovarian cancer. PloS one 20120101
The first European interdisciplinary ewing sarcoma research summit. Frontiers in oncology 20120101
Targeting the fanconi anemia pathway to identify tailored anticancer therapeutics. Anemia 20120101
Inhibition of poly(ADP-ribose) polymerase interferes with Trypanosoma cruzi infection and proliferation of the parasite. PloS one 20120101
Selective radiosensitization of p53 mutant pancreatic cancer cells by combined inhibition of Chk1 and PARP1. Cell cycle (Georgetown, Tex.) 20111215
The emerging role of poly(ADP-Ribose) polymerase inhibitors in cancer treatment. Current drug targets 20111201
Update on PARP1 inhibitors in ovarian cancer. Annals of oncology : official journal of the European Society for Medical Oncology 20111201
PARP inhibition sensitizes childhood high grade glioma, medulloblastoma and ependymoma to radiation. Oncotarget 20111201
Poly(ADP-ribose) polymerase inhibitors combined with external beam and radioimmunotherapy to treat aggressive lymphoma. Nuclear medicine communications 20111101
BRCA1 and BRCA2 mutations and breast cancer. Discovery medicine 20111101
Melphalan as a treatment for BRCA-related ovarian carcinoma: can you teach an old drug new tricks? Journal of clinical pathology 20111001
Inhibition of PARP-1 by olaparib (AZD2281) increases the radiosensitivity of a lung tumor xenograft. Molecular cancer therapeutics 20111001
PARP inhibitors--current status and the walk towards early breast cancer. Breast (Edinburgh, Scotland) 20111001
Functional characterization of EMSY gene amplification in human cancers. The Journal of pathology 20110901
Olaparib in patients with recurrent high-grade serous or poorly differentiated ovarian carcinoma or triple-negative breast cancer: a phase 2, multicentre, open-label, non-randomised study. The Lancet. Oncology 20110901
Strategies for subtypes--dealing with the diversity of breast cancer: highlights of the St. Gallen International Expert Consensus on the Primary Therapy of Early Breast Cancer 2011. Annals of oncology : official journal of the European Society for Medical Oncology 20110801
An aCGH classifier derived from BRCA1-mutated breast cancer and benefit of high-dose platinum-based chemotherapy in HER2-negative breast cancer patients. Annals of oncology : official journal of the European Society for Medical Oncology 20110701
Liquid chromatography-tandem mass spectrometric assay for the PARP-1 inhibitor olaparib in combination with the nitrogen mustard melphalan in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110701
Identification of human triple-negative breast cancer subtypes and preclinical models for selection of targeted therapies. The Journal of clinical investigation 20110701
Compromised CDK1 activity sensitizes BRCA-proficient cancers to PARP inhibition. Nature medicine 20110701
PARP inhibitors: its role in treatment of cancer. Chinese journal of cancer 20110701
The epistatic relationship between BRCA2 and the other RAD51 mediators in homologous recombination. PLoS genetics 20110701
Epistatic relationships in the BRCA1-BRCA2 pathway. PLoS genetics 20110701
Novel agents and future directions for refractory breast cancer. Seminars in oncology 20110601
Treatment with olaparib in a patient with PTEN-deficient endometrioid endometrial cancer. Nature reviews. Clinical oncology 20110501
5-Benzamidoisoquinolin-1-ones and 5-(ω-carboxyalkyl)isoquinolin-1-ones as isoform-selective inhibitors of poly(ADP-ribose) polymerase 2 (PARP-2). Journal of medicinal chemistry 20110414
MSH3 mediates sensitization of colorectal cancer cells to cisplatin, oxaliplatin, and a poly(ADP-ribose) polymerase inhibitor. The Journal of biological chemistry 20110408
A phase I study of the safety and tolerability of olaparib (AZD2281, KU0059436) and dacarbazine in patients with advanced solid tumours. British journal of cancer 20110301
Synthesis and in vivo imaging of a 18F-labeled PARP1 inhibitor using a chemically orthogonal scavenger-assisted high-performance method. Angewandte Chemie (International ed. in English) 20110218
Tumor growth inhibition by olaparib in BRCA2 germline-mutated patient-derived ovarian cancer tissue xenografts. Clinical cancer research : an official journal of the American Association for Cancer Research 20110215
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BRCA-deficient and triple negative breast cancers: is olaparib effective in both subtypes? Journal of B.U.ON. : official journal of the Balkan Union of Oncology 20110101
Concordant and opposite roles of DNA-PK and the 'facilitator of chromatin transcription' (FACT) in DNA repair, apoptosis and necrosis after cisplatin. Molecular cancer 20110101
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Checkpoint signaling, base excision repair, and PARP promote survival of colon cancer cells treated with 5-fluorodeoxyuridine but not 5-fluorouracil. PloS one 20110101
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The PARP inhibitor olaparib induces significant killing of ATM-deficient lymphoid tumor cells in vitro and in vivo. Blood 20101125
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A current review of targeted therapeutics for ovarian cancer. Journal of oncology 20100101
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Triple-negative breast cancer. Breast cancer research : BCR 20100101
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Poly(ADP-ribose) polymerase-1 inhibitor treatment regresses autochthonous Brca2/p53-mutant mammary tumors in vivo and delays tumor relapse in combination with carboplatin. Cancer research 20090501
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Properties