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726169-73-9,MFCD10565970
Catalog No.:AA00397T

726169-73-9 | Mocetinostat

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1mg
98%
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$11.00   $8.00
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5mg
98%
in stock  
$25.00   $18.00
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10mg
98%
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$36.00   $25.00
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50mg
99%(HPLC)
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100mg
99%(HPLC)
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00397T
Chemical Name:
Mocetinostat
CAS Number:
726169-73-9
Molecular Formula:
C23H20N6O
Molecular Weight:
396.4445
MDL Number:
MFCD10565970
SMILES:
O=C(c1ccc(cc1)CNc1nccc(n1)c1cccnc1)Nc1ccccc1N
Properties
Computed Properties
 
Complexity:
538  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
6  
XLogP3:
2.8  

Upstream Synthesis Route

[1]Patent:WO2015/6875,2015,A1,.Locationinpatent:Paragraph0274;0275

[2]JournalofMedicinalChemistry,2008,vol.51,#14,p.4072-4075

[3]JournalofMedicinalChemistry,2013,vol.56,#15,p.6156-6174

[1]JournalofMedicinalChemistry,2013,vol.56,#15,p.6156-6174

[1]JournalofMedicinalChemistry,2013,vol.56,#15,p.6156-6174

[1]JournalofMedicinalChemistry,2013,vol.56,#15,p.6156-6174

[1]Patent:WO2015/6875,2015,A1,

Downstream Synthesis Route

[1]Patent:WO2015/6875,2015,A1.Locationinpatent:Paragraph0274;0275

[2]JournalofMedicinalChemistry,2008,vol.51,p.4072-4075

[3]JournalofMedicinalChemistry,2013,vol.56,p.6156-6174

[1]JournalofMedicinalChemistry,2013,vol.56,p.6156-6174

[1]JournalofMedicinalChemistry,2013,vol.56,p.6156-6174

[1]JournalofMedicinalChemistry,2013,vol.56,p.6156-6174

Literature

Title: Histone Deacetylase Inhibitors Prolong Cardiac Repolarization through Transcriptional Mechanisms.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20160901

Title: Induction of USP17 by combining BET and HDAC inhibitors in breast cancer cells.

Journal: Oncotarget 20151020

Title: Natural indoles, indole-3-carbinol and 3,3'-diindolymethane, inhibit T cell activation by staphylococcal enterotoxin B through epigenetic regulation involving HDAC expression.

Journal: Toxicology and applied pharmacology 20140101

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters 20130801

Title: Selective histone deacetylase 6 inhibitors bearing substituted urea linkers inhibit melanoma cell growth.

Journal: Journal of medicinal chemistry 20121126

Title: Novel agents in Hodgkin lymphoma.

Journal: Current oncology reports 20121001

Title: An open-label, phase 1 study evaluating safety, tolerability, and pharmacokinetics of linifanib (ABT-869) in Japanese patients with solid tumors.

Journal: Cancer chemotherapy and pharmacology 20120601

Title: Combination of HDAC and topoisomerase inhibitors in small cell lung cancer.

Journal: Cancer biology & therapy 20120601

Title: Selective class I histone deacetylase inhibition suppresses hypoxia-induced cardiopulmonary remodeling through an antiproliferative mechanism.

Journal: Circulation research 20120302

Title: Mocetinostat for relapsed classical Hodgkin's lymphoma: an open-label, single-arm, phase 2 trial.

Journal: The Lancet. Oncology 20111201

Title: Histone deacetylase inhibitors and Hodgkin's lymphoma.

Journal: The Lancet. Oncology 20111201

Title: Optimization of the in vitro cardiac safety of hydroxamate-based histone deacetylase inhibitors.

Journal: Journal of medicinal chemistry 20110714

Title: The HDAC class I-specific inhibitor entinostat (MS-275) effectively relieves epigenetic silencing of the LAT2 gene mediated by AML1/ETO.

Journal: Oncogene 20110707

Title: Histone deacetylase inhibitor MGCD0103 synergizes with gemcitabine in human pancreatic cells.

Journal: Cancer science 20110601

Title: Mocetinostat (MGCD0103): a review of an isotype-specific histone deacetylase inhibitor.

Journal: Expert opinion on investigational drugs 20110601

Title: Clinical development of panobinostat in classical Hodgkin's lymphoma.

Journal: Expert review of hematology 20110601

Title: Epigenetic modulation of MAGE-A3 antigen expression in multiple myeloma following treatment with the demethylation agent 5-azacitidine and the histone deacetlyase inhibitor MGCD0103.

Journal: Cytotherapy 20110501

Title: Application of p21 and klf2 reporter gene assays to identify selective histone deacetylase inhibitors for cancer therapy.

Journal: Bioorganic & medicinal chemistry letters 20110101

Title: Interpreting clinical assays for histone deacetylase inhibitors.

Journal: Cancer management and research 20110101

Title: Histone deacetylase inhibitors in Hodgkin lymphoma.

Journal: Investigational new drugs 20101201

Title: Histone deacetylase inhibitors: potential targets responsible for their anti-cancer effect.

Journal: Investigational new drugs 20101201

Title: The class-I HDAC inhibitor MGCD0103 induces apoptosis in Hodgkin lymphoma cell lines and synergizes with proteasome inhibitors by an HDAC6-independent mechanism.

Journal: British journal of haematology 20101101

Title: Histone deacetylase inhibitors in the treatment of lymphoma.

Journal: Discovery medicine 20101101

Title: The class I HDAC inhibitor MGCD0103 induces cell cycle arrest and apoptosis in colon cancer initiating cells by upregulating Dickkopf-1 and non-canonical Wnt signaling.

Journal: Oncotarget 20101101

Title: The combination of a histone deacetylase inhibitor with the BH3-mimetic GX15-070 has synergistic antileukemia activity by activating both apoptosis and autophagy.

Journal: Autophagy 20101001

Title: The histone deacetylase inhibitor MGCD0103 has both deacetylase and microtubule inhibitory activity.

Journal: Molecular pharmacology 20100901

Title: The combination of a histone deacetylase inhibitor with the Bcl-2 homology domain-3 mimetic GX15-070 has synergistic antileukemia activity by activating both apoptosis and autophagy.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20100801

Title: Combinations of DNA methyltransferase and histone deacetylase inhibitors induce DNA damage in small cell lung cancer cells: correlation of resistance with IFN-stimulated gene expression.

Journal: Molecular cancer therapeutics 20100801

Title: The histone deacetylase inhibitor MGCD0103 induces apoptosis in B-cell chronic lymphocytic leukemia cells through a mitochondria-mediated caspase activation cascade.

Journal: Molecular cancer therapeutics 20100501

Title: [New approach to determine the pharmacodynamic effects of histone deacetylases inhibitors].

Journal: Pharmazie in unserer Zeit 20100501

Title: Effect of antioxidants on airway smooth muscle contraction: action of lipoic acid and some of its novel derivatives on guinea pig tracheal smooth muscle.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20100301

Title: Effect of endogenous and synthetic antioxidants on hydrogen peroxide-induced guinea-pig colon contraction.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20100301

Title: Chemical phylogenetics of histone deacetylases.

Journal: Nature chemical biology 20100301

Title: Novel histone deacetylase inhibitors in clinical trials as anti-cancer agents.

Journal: Journal of hematology & oncology 20100101

Title: Phase II study of the histone deacetylase inhibitor MGCD0103 in patients with previously treated chronic lymphocytic leukaemia.

Journal: British journal of haematology 20091101

Title: Diphenylmethylene hydroxamic acids as selective class IIa histone deacetylase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20091001

Title: Clinical studies of histone deacetylase inhibitors.

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

Title: Acquired vorinostat resistance shows partial cross-resistance to 'second-generation' HDAC inhibitors and correlates with loss of histone acetylation and apoptosis but not with altered HDAC and HAT activities.

Journal: Anti-cancer drugs 20090601

Title: A systematic assessment of radiation dose enhancement by 5-Aza-2'-deoxycytidine and histone deacetylase inhibitors in head-and-neck squamous cell carcinoma.

Journal: International journal of radiation oncology, biology, physics 20090301

Title: SAR and biological evaluation of analogues of a small molecule histone deacetylase inhibitor N-(2-aminophenyl)-4-((4-(pyridin-3-yl)pyrimidin-2-ylamino)methyl)benzamide (MGCD0103).

Journal: Bioorganic & medicinal chemistry letters 20090201

Title: Sulfamides as novel histone deacetylase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20090115

Title: New clinical developments in histone deacetylase inhibitors for epigenetic therapy of cancer.

Journal: Journal of hematology & oncology 20090101

Title: Effects of a selection of histone deacetylase inhibitors on mast cell activation and airway and colonic smooth muscle contraction.

Journal: International immunopharmacology 20081220

Title: Phase 1 study of the oral isotype specific histone deacetylase inhibitor MGCD0103 in leukemia.

Journal: Blood 20080815

Title: Promising antitumor activity with MGCD0103, a novel isotype-selective histone deacetylase inhibitor.

Journal: Expert opinion on investigational drugs 20080801

Title: Discovery of N-(2-aminophenyl)-4-[(4-pyridin-3-ylpyrimidin-2-ylamino)methyl]benzamide (MGCD0103), an orally active histone deacetylase inhibitor.

Journal: Journal of medicinal chemistry 20080724

Title: Evaluation of the pharmacodynamic effects of MGCD0103 from preclinical models to human using a novel HDAC enzyme assay.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20080601

Title: Phase I study of MGCD0103 given as a three-times-per-week oral dose in patients with advanced solid tumors.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20080420

Title: MGCD0103, a novel isotype-selective histone deacetylase inhibitor, has broad spectrum antitumor activity in vitro and in vivo.

Journal: Molecular cancer therapeutics 20080401

Title: Probing the elusive catalytic activity of vertebrate class IIa histone deacetylases.

Journal: Bioorganic & medicinal chemistry letters 20080315

Title: Histone deacetylase inhibitors in lymphoma and solid malignancies.

Journal: Expert review of anticancer therapy 20080301

Title: Design and synthesis of 4-[(s-triazin-2-ylamino)methyl]-N-(2-aminophenyl)-benzamides and their analogues as a novel class of histone deacetylase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20080201

Title: Determination of the class and isoform selectivity of small-molecule histone deacetylase inhibitors.

Journal: The Biochemical journal 20080115

Title: Distinct pharmacological properties of second generation HDAC inhibitors with the benzamide or hydroxamate head group.

Journal: International journal of cancer 20070901

Title: Drug evaluation: MGCD-0103, a histone deacetylase inhibitor for the treatment of cancer.

Journal: Current opinion in investigational drugs (London, England : 2000) 20070601

Title: Fournel M, et al. MGCD0103, a novel isotype-selective histone deacetylase inhibitor, has broad spectrum antitumor activity in vitro and in vivo. Mol Cancer Ther. 2008 Apr;7(4):759-68.

Title: Cai J, et al. The Effect of MGCD0103 on CYP450 Isoforms Activity of Rats by Cocktail Method. Biomed Res Int. 2015;2015:517295.

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