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441045-17-6,MFCD22572760
Catalog No.:AA00DB33

441045-17-6 | Eribulin Mesylate

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1mg
99%
1 week  
$876.00   $613.00
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5mg
99%
1 week  
$1,193.00   $835.00
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10mg
99%
1 week  
$1,638.00   $1,147.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00DB33
Chemical Name:
Eribulin Mesylate
CAS Number:
441045-17-6
Molecular Formula:
C41H63NO14S
Molecular Weight:
826.0022
MDL Number:
MFCD22572760
SMILES:
CS(=O)(=O)O.NC[C@H](C[C@H]1O[C@@H]2[C@@H]([C@H]1OC)CC(=O)C[C@H]1CC[C@H]3[C@H](O1)[C@@H]1O[C@]4(CC[C@@H]5O[C@@H](CC[C@@H]6O[C@H](C2)C(=C)[C@@H](C6)C)C(=C)C5)O[C@@H]2[C@H](O3)[C@H]1O[C@@H]2C4)O
Properties
Computed Properties
 
Complexity:
1470  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
19  
Heavy Atom Count:
57  
Hydrogen Bond Acceptor Count:
15  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
4  

Literature

Title: Eribulin synergizes with Polo-like kinase 1 inhibitors to induce apoptosis in rhabdomyosarcoma.

Journal: Cancer letters 20150828

Title: Pharmacokinetics of eribulin mesylate in patients with solid tumors and hepatic impairment.

Journal: Cancer chemotherapy and pharmacology 20121201

Title: Eribulin mesylate in patients with refractory cancers: a Phase I study.

Journal: Investigational new drugs 20121001

Title: The European medicines agency review of eribulin for the treatment of patients with locally advanced or metastatic breast cancer: summary of the scientific assessment of the committee for medicinal products for human use.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20120901

Title: Stability of the ready-to-use solutions of eribulin for intravenous infusion.

Journal: Annales pharmaceutiques francaises 20120901

Title: Effectiveness and safety of eribulin mesylate: a new therapeutic option in the treatment of metastatic breast cancer.

Journal: Expert opinion on drug safety 20120701

Title: Eribulin mesylate (E7389): review of efficacy and tolerability in breast, pancreatic, head and neck, and non-small cell lung cancer.

Journal: Clinical therapeutics 20120701

Title: A phase II study of the halichondrin B analog eribulin mesylate in gemcitabine refractory advanced pancreatic cancer.

Journal: Investigational new drugs 20120601

Title: A phase II study of eribulin in Japanese patients with heavily pretreated metastatic breast cancer.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20120601

Title: Eribulin: a novel cytotoxic chemotherapy agent.

Journal: The Annals of pharmacotherapy 20120601

Title: Phase II study of eribulin mesylate (E7389) in patients with metastatic castration-resistant prostate cancer stratified by prior taxane therapy.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20120501

Title: Eribulin mesylate (halichondrin B analog E7389) in platinum-resistant and platinum-sensitive ovarian cancer: a 2-cohort, phase 2 study.

Journal: Cancer 20120501

Title: Eribulin mesylate: a novel halichondrin B analogue for the treatment of metastatic breast cancer.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20120501

Title: Broad spectrum preclinical antitumor activity of eribulin (Halaven(R)): optimal effectiveness under intermittent dosing conditions.

Journal: Anticancer research 20120501

Title: Eribulin mesylate, a novel microtubule inhibitor in the treatment of breast cancer.

Journal: Cancer treatment reviews 20120401

Title: Eribulin mesylate for the treatment of patients with refractory metastatic breast cancer: use of a 'physician's choice' control arm in a randomized approval trial.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20120315

Title: A phase II study of halichondrin B analog eribulin mesylate (E7389) in patients with advanced non-small cell lung cancer previously treated with a taxane: a California cancer consortium trial.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20120301

Title: Eribulin -- a review of preclinical and clinical studies.

Journal: Critical reviews in oncology/hematology 20120201

Title: Mass balance study of [¹⁴C]eribulin in patients with advanced solid tumors.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120201

Title: Eribulin: Heavily pretreated breast cancer: uncertain advantages, excessive adverse effects.

Journal: Prescrire international 20120201

Title: Concise and highly stereoselective synthesis of the C20-C26 building block of halichondrins and Eribulin.

Journal: Organic letters 20120120

Title: A phase II study of eribulin mesylate (E7389) in patients with advanced, previously treated non-small-cell lung cancer.

Journal: Clinical lung cancer 20120101

Title: Eribulin mesylate for the treatment of late-stage breast cancer.

Journal: Expert opinion on pharmacotherapy 20111201

Title: Eribulin mesylate.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20111101

Title: Survival benefit of eribulin mesylate in heavily pretreated metastatic breast cancer: what next?

Journal: Advances in therapy 20111101

Title: [Anti-tumor mechanism and clinical efficacy of Eribulin (Halaven®), a new microtubulin inhibitor approved for treatment of metastatic breast cancer].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20111101

Title: Eribulin in soft-tissue sarcomas.

Journal: The Lancet. Oncology 20111001

Title: Activity of eribulin mesylate in patients with soft-tissue sarcoma: a phase 2 study in four independent histological subtypes.

Journal: The Lancet. Oncology 20111001

Title: Natural product drug discovery: the successful optimization of ISP-1 and halichondrin B.

Journal: Current opinion in chemical biology 20110801

Title: Eribulin.

Journal: Drugs 20110709

Title: Interactions of halichondrin B and eribulin with tubulin.

Journal: Journal of chemical information and modeling 20110627

Title: Comparison of neuropathy-inducing effects of eribulin mesylate, paclitaxel, and ixabepilone in mice.

Journal: Cancer research 20110601

Title: Validation of high-performance liquid chromatography-tandem mass spectrometry assays for the quantification of eribulin (E7389) in various biological matrices.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110501

Title: [Eribulin: a new therapeutic option in intensely pretreated metastatic cancer of the breast?].

Journal: Bulletin du cancer 20110501

Title: Eribulin mesylate (Halaven) for breast cancer.

Journal: The Medical letter on drugs and therapeutics 20110418

Title: Phase II evaluation of eribulin mesylate (E7389, NSC 707389) in patients with metastatic or recurrent squamous cell carcinoma of the head and neck: Southwest Oncology Group trial S0618.

Journal: Investigational new drugs 20110401

Title: Interactions between the chemotherapeutic agent eribulin mesylate (E7389) and P-glycoprotein in CF-1 abcb1a-deficient mice and Caco-2 cells.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20110401

Title: Novel second generation analogs of eribulin. Part I: Compounds containing a lipophilic C32 side chain overcome P-glycoprotein susceptibility.

Journal: Bioorganic & medicinal chemistry letters 20110315

Title: Novel second generation analogs of eribulin. Part III: Blood-brain barrier permeability and in vivo activity in a brain tumor model.

Journal: Bioorganic & medicinal chemistry letters 20110315

Title: Novel second generation analogs of eribulin. Part II: Orally available and active against resistant tumors in vivo.

Journal: Bioorganic & medicinal chemistry letters 20110315

Title: Eribulin monotherapy versus treatment of physician's choice in patients with metastatic breast cancer (EMBRACE): a phase 3 open-label randomised study.

Journal: Lancet (London, England) 20110312

Title: EMBRACE, eribulin, and new realities of advanced breast cancer.

Journal: Lancet (London, England) 20110312

Title: Eribulin mesylate.

Journal: Nature reviews. Drug discovery 20110301

Title: Eribulin mesylate: a promising new antineoplastic agent for locally advanced or metastatic breast cancer.

Journal: Future oncology (London, England) 20110301

Title: Nontaxane microtubule dynamics inhibitors.

Journal: Clinical advances in hematology & oncology : H&O 20110301

Title: The place for eribulin in the treatment of metastatic breast cancer.

Journal: Current oncology reports 20110201

Title: Editorial: Marine Natural Products themed issue.

Journal: Natural product reports 20110201

Title: Eribulin induces irreversible mitotic blockade: implications of cell-based pharmacodynamics for in vivo efficacy under intermittent dosing conditions.

Journal: Cancer research 20110115

Title: Eribulin approved for advanced breast cancer.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20110101

Title: New drugs: Ceftaroline fosamil, pegloticase, and eribulin mesylate.

Journal: Journal of the American Pharmacists Association : JAPhA 20110101

Title: Complex synthesis yields breast-cancer therapy.

Journal: Nature 20101202

Title: Advances in therapy: eribulin improves survival for metastatic breast cancer.

Journal: Anti-cancer drugs 20101101

Title: Phase II study of the halichondrin B analog eribulin mesylate in patients with locally advanced or metastatic breast cancer previously treated with an anthracycline, a taxane, and capecitabine.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20100901

Title: Eribulin mesilate, a halichondrin B analogue, in the treatment of breast cancer.

Journal: Drugs of today (Barcelona, Spain : 1998) 20100901

Title: Eribulin mesylate for the treatment of breast cancer.

Journal: Expert opinion on pharmacotherapy 20100601

Title: Phase III trials of eribulin mesylate (E7389) in extensively pretreated patients with locally recurrent or metastatic breast cancer.

Journal: Clinical breast cancer 20100401

Title: Eribulin binds at microtubule ends to a single site on tubulin to suppress dynamic instability.

Journal: Biochemistry 20100216

Title: [New drugs in metastatic castration-resistant prostate cancer].

Journal: Bulletin du cancer 20100101

Title: Second generation synthesis of C27-C35 building block of E7389, a synthetic halichondrin analogue.

Journal: Organic letters 20091015

Title: Macromolecular interaction of halichondrin B analogues eribulin (E7389) and ER-076349 with tubulin by analytical ultracentrifugation.

Journal: Biochemistry 20090825

Title: The halichondrins and E7389.

Journal: Chemical reviews 20090701

Title: Phase II study of eribulin mesylate, a halichondrin B analog, in patients with metastatic breast cancer previously treated with an anthracycline and a taxane.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20090620

Title: Eribulin: rediscovering tubulin as an anticancer target.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20090615

Title: Phase I study of eribulin mesylate administered once every 21 days in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20090615

Title: A phase I study of eribulin mesylate (E7389), a mechanistically novel inhibitor of microtubule dynamics, in patients with advanced solid malignancies.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20090615

Title: Novel anti-tubulin cytotoxic agents for breast cancer.

Journal: Expert review of anticancer therapy 20090201

Title: A high-performance liquid chromatography-tandem mass spectrometry method for the clinical combination study of carboplatin and anti-tumor agent eribulin mesylate (E7389) in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20081115

Title: Delineation of the interactions between the chemotherapeutic agent eribulin mesylate (E7389) and human CYP3A4.

Journal: Cancer chemotherapy and pharmacology 20080901

Title: Inhibition of centromere dynamics by eribulin (E7389) during mitotic metaphase.

Journal: Molecular cancer therapeutics 20080701

Title: Emerging agents in the treatment of anthracycline- and taxane-refractory metastatic breast cancer.

Journal: Seminars in oncology 20080401

Title: Promising novel cytotoxic agents and combinations in metastatic prostate cancer.

Journal: Cancer journal (Sudbury, Mass.) 20080101

Title: Eribulin, a simplified ketone analog of the tubulin inhibitor halichondrin B, for the potential treatment of cancer.

Journal: Current opinion in investigational drugs (London, England : 2000) 20071201

Title: Comparison of the activities of the truncated halichondrin B analog NSC 707389 (E7389) with those of the parent compound and a proposed binding site on tubulin.

Journal: Molecular pharmacology 20061201

Title: Scientists are searching the seas for cancer drugs.

Journal: Journal of the National Cancer Institute 20060517

Title: Chemistry. The renaissance of natural products as drug candidates.

Journal: Science (New York, N.Y.) 20051021

Title: The primary antimitotic mechanism of action of the synthetic halichondrin E7389 is suppression of microtubule growth.

Journal: Molecular cancer therapeutics 20050701

Title: Macrocyclic ketone analogues of halichondrin B.

Journal: Bioorganic & medicinal chemistry letters 20041115

Title: In vitro and in vivo anticancer activities of synthetic macrocyclic ketone analogues of halichondrin B.

Journal: Cancer research 20010201

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