Home Other Building Blocks Obatoclax mesylate

Obatoclax mesylate

CAS No.:
803712-79-0
Catalog Number:
AG0036H1
Molecular Formula:
C21H23N3O4S
Molecular Weight:
413.4900
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%(HPLC)powder
In Stock USA
United States
$136
- +
10mg
98%(HPLC)powder
In Stock USA
United States
$203
- +
50mg
98%(HPLC)powder
In Stock USA
United States
$386
- +
100mg
98%(HPLC)powder
In Stock USA
United States
$619
- +
Product Description
Catalog Number:
AG0036H1
Chemical Name:
Obatoclax mesylate
CAS Number:
803712-79-0
Molecular Formula:
C21H23N3O4S
Molecular Weight:
413.4900
MDL Number:
MFCD18074508
IUPAC Name:
(2Z)-2-[(5Z)-5-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-4-methoxypyrrol-2-ylidene]indole;methanesulfonic acid
InChI:
InChI=1S/C20H19N3O.CH4O3S/c1-12-8-13(2)21-16(12)10-19-20(24-3)11-18(23-19)17-9-14-6-4-5-7-15(14)22-17;1-5(2,3)4/h4-11,21,23H,1-3H3;1H3,(H,2,3,4)/b18-17-,19-10-;
InChI Key:
ZVAGBRFUYHSUHA-LZOXOEDVSA-N
SMILES:
CS(=O)(=O)O.COC1=CC(=N/C/1=C\c1[nH]c(cc1C)C)c1cc2c([nH]1)cccc2
UNII:
39200FJ43J
NSC Number:
729280
Properties
Complexity:
869  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2  
Exact Mass:
413.141g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
413.492g/mol
Monoisotopic Mass:
413.141g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
112A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Obatoclax, saliphenylhalamide, and gemcitabine inhibit influenza a virus infection. The Journal of biological chemistry 20121012
Synthesis and biological activity of obatoclax derivatives as novel and potent SHP-1 agonists. European journal of medicinal chemistry 20121001
CDK inhibitors upregulate BH3-only proteins to sensitize human myeloma cells to BH3 mimetic therapies. Cancer research 20120815
A novel obatoclax derivative, SC-2001, induces apoptosis in hepatocellular carcinoma cells through SHP-1-dependent STAT3 inactivation. Cancer letters 20120801
Gfi-1 inhibits proliferation and colony formation of p210BCR/ABL-expressing cells via transcriptional repression of STAT 5 and Mcl-1. Leukemia 20120701
Copy number aberrations of BCL2 and CDKN2A/B identified by array-CGH in thymic epithelial tumors. Cell death & disease 20120701
Inhibition of Bcl-2 antiapoptotic members by obatoclax potently enhances sorafenib-induced apoptosis in human myeloid leukemia cells through a Bim-dependent process. Blood 20120621
Mcl-1 Phosphorylation defines ABT-737 resistance that can be overcome by increased NOXA expression in leukemic B cells. Cancer research 20120615
Cotargeting signaling pathways driving survival and cell cycle circumvents resistance to Kit inhibitors in leukemia. Blood 20120503
Lapatinib and obatoclax kill tumor cells through blockade of ERBB1/3/4 and through inhibition of BCL-XL and MCL-1. Molecular pharmacology 20120501
Obatoclax interacts synergistically with the irreversible proteasome inhibitor carfilzomib in GC- and ABC-DLBCL cells in vitro and in vivo. Molecular cancer therapeutics 20120501
Obatoclax and lapatinib interact to induce toxic autophagy through NOXA. Molecular pharmacology 20120401
Obatoclax mesylate : pharmacology and potential for therapy of hematological neoplasms. Expert opinion on investigational drugs 20120301
Protein-protein interaction inhibitors get into the groove. Nature reviews. Drug discovery 20120301
Experience with obatoclax mesylate (GX15-070), a small molecule pan-Bcl-2 family antagonist in patients with relapsed or refractory classical Hodgkin lymphoma. Blood 20120301
A phase I trial of pan-Bcl-2 antagonist obatoclax administered as a 3-h or a 24-h infusion in combination with carboplatin and etoposide in patients with extensive-stage small cell lung cancer. British journal of cancer 20120227
Identification of dual mTORC1 and mTORC2 inhibitors in melanoma cells: prodigiosin vs. obatoclax. Biochemical pharmacology 20120215
Apoptosis sensitizers enhance cytotoxicity in hepatoblastoma cells. Pediatric surgery international 20120201
Bcl-2 inhibitors: emerging drugs in cancer therapy. Current medicinal chemistry 20120101
Synthetic prodiginine obatoclax (GX15-070) and related analogues: anion binding, transmembrane transport, and cytotoxicity properties. Chemistry (Weinheim an der Bergstrasse, Germany) 20111209
The histone deacetylase inhibitor entinostat (SNDX-275) induces apoptosis in Hodgkin lymphoma cells and synergizes with Bcl-2 family inhibitors. Experimental hematology 20111001
Overcoming blocks in apoptosis with BH3-mimetic therapy in haematological malignancies. Pathology 20111001
Molecular dynamics study of small molecule inhibitors of the Bcl-2 family. Proteins 20110901
Mcl-1 and YY1 inhibition and induction of DR5 by the BH3-mimetic Obatoclax (GX15-070) contribute in the sensitization of B-NHL cells to TRAIL apoptosis. Cell cycle (Georgetown, Tex.) 20110815
Distinct cellular and therapeutic effects of obatoclax in rituximab-sensitive and -resistant lymphomas. British journal of haematology 20110601
Optimization of circulating biomarkers of obatoclax-induced cell death in patients with small cell lung cancer. Neoplasia (New York, N.Y.) 20110401
Platinum resistant cancer cells conserve sensitivity to BH3 domains and obatoclax induced mitochondrial apoptosis. Apoptosis : an international journal on programmed cell death 20110301
VSV oncolysis in combination with the BCL-2 inhibitor obatoclax overcomes apoptosis resistance in chronic lymphocytic leukemia. Molecular therapy : the journal of the American Society of Gene Therapy 20101201
Obatoclax induces Atg7-dependent autophagy independent of beclin-1 and BAX/BAK. Cell death & disease 20101201
A phase I study of obatoclax mesylate, a Bcl-2 antagonist, plus topotecan in solid tumor malignancies. Cancer chemotherapy and pharmacology 20101101
Inhibition of MCL-1 in breast cancer cells promotes cell death in vitro and in vivo. Cancer biology & therapy 20101101
The combination of a histone deacetylase inhibitor with the BH3-mimetic GX15-070 has synergistic antileukemia activity by activating both apoptosis and autophagy. Autophagy 20101001
Drugs targeting Bcl-2 family members as an emerging strategy in cancer. Expert reviews in molecular medicine 20100908
The human stem cell hierarchy is defined by a functional dependence on Mcl-1 for self-renewal capacity. Blood 20100902
GX15-070 (obatoclax) overcomes glucocorticoid resistance in acute lymphoblastic leukemia through induction of apoptosis and autophagy. Cell death & disease 20100901
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. Clinical cancer research : an official journal of the American Association for Cancer Research 20100801
Phase I dose finding studies of obatoclax (GX15-070), a small molecule pan-BCL-2 family antagonist, in patients with advanced solid tumors or lymphoma. Clinical cancer research : an official journal of the American Association for Cancer Research 20100801
Phase II study of obatoclax mesylate (GX15-070), a small-molecule BCL-2 family antagonist, for patients with myelofibrosis. Clinical lymphoma, myeloma & leukemia 20100801
Have chemosensitizing strategies for multidrug-resistant childhood acute lymphoblastic leukemia come of age? Expert review of hematology 20100801
The BH3-mimetic GX15-070 induces autophagy, potentiates the cytotoxicity of carboplatin and 5-fluorouracil in esophageal carcinoma cells. Cancer letters 20100728
Targeting mitochondria for cancer therapy. Nature reviews. Drug discovery 20100601
Induction of autophagy-dependent necroptosis is required for childhood acute lymphoblastic leukemia cells to overcome glucocorticoid resistance. The Journal of clinical investigation 20100401
A Bax-mediated mechanism for obatoclax-induced apoptosis of cholangiocarcinoma cells. Cancer research 20100301
New insights on the antitumoral properties of prodiginines. Current medicinal chemistry 20100101
Inhibition of MCL-1 enhances lapatinib toxicity and overcomes lapatinib resistance via BAK-dependent autophagy. Cancer biology & therapy 20091101
Autophagy can contribute to cell death when combining targeted therapy. Cancer biology & therapy 20091101
Human melanoma cells under endoplasmic reticulum stress are more susceptible to apoptosis induced by the BH3 mimetic obatoclax. Neoplasia (New York, N.Y.) 20090901
Bcl-2 inhibitors: targeting mitochondrial apoptotic pathways in cancer therapy. Clinical cancer research : an official journal of the American Association for Cancer Research 20090215
Phase I study of obatoclax mesylate (GX15-070), a small molecule pan-Bcl-2 family antagonist, in patients with advanced chronic lymphocytic leukemia. Blood 20090108
Non-peptidic small molecule inhibitors against Bcl-2 for cancer therapy. Journal of cellular physiology 20090101
BH3 mimetic obatoclax enhances TRAIL-mediated apoptosis in human pancreatic cancer cells. Clinical cancer research : an official journal of the American Association for Cancer Research 20090101
A phase I study of the pan bcl-2 family inhibitor obatoclax mesylate in patients with advanced hematologic malignancies. Clinical cancer research : an official journal of the American Association for Cancer Research 20081215
Mimicking the BH3 domain to kill cancer cells. Oncogene 20081201
BH3-only proteins in rheumatoid arthritis: potential targets for therapeutic intervention. Oncogene 20081201
Bcl-2 family members as molecular targets in cancer therapy. Biochemical pharmacology 20081015
BCL-2 phosphorylation modulates sensitivity to the BH3 mimetic GX15-070 (Obatoclax) and reduces its synergistic interaction with bortezomib in chronic lymphocytic leukemia cells. Leukemia 20080901
BH3-only protein mimetic obatoclax sensitizes cholangiocarcinoma cells to Apo2L/TRAIL-induced apoptosis. Molecular cancer therapeutics 20080801
Novel agents in chronic lymphocytic leukemia: efficacy and tolerability of new therapies. Clinical lymphoma & myeloma 20080801
Mechanisms of antileukemic activity of the novel Bcl-2 homology domain-3 mimetic GX15-070 (obatoclax). Cancer research 20080501
A small molecule pan-Bcl-2 family inhibitor, GX15-070, induces apoptosis and enhances cisplatin-induced apoptosis in non-small cell lung cancer cells. Cancer chemotherapy and pharmacology 20080301
Targeting 14-3-3 sensitizes native and mutant BCR-ABL to inhibition with U0126, rapamycin and Bcl-2 inhibitor GX15-070. Leukemia 20080301
Molecule of the month. Elesclomol and obatoclax mesylate. Drug news & perspectives 20080301
Preclinical studies of the pan-Bcl inhibitor obatoclax (GX015-070) in multiple myeloma. Blood 20070615
The BH3-mimetic GX15-070 synergizes with bortezomib in mantle cell lymphoma by enhancing Noxa-mediated activation of Bak. Blood 20070515
Synergistic inhibition of breast cancer cell lines with a dual inhibitor of EGFR-HER-2/neu and a Bcl-2 inhibitor. Oncology reports 20070201
Bcl-2 inhibitors induce apoptosis in chronic lymphocytic leukemia cells. Experimental hematology 20061201
Modulating the bcl-2 family of apoptosis suppressors for potential therapeutic benefit in cancer. Hematology. American Society of Hematology. Education Program 20050101
Properties