Structure of ABT-751
CAS No.: 141430-65-1
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
ABT-751 can inhibit microtubule polymerization through binding to β-tubulin on the colchine site.
Synonyms: E7010
4.5
*For Research Use Only !
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Synthesis and identification of heteroaromatic N-benzyl sulfonamides as potential anticancer agents
Hopkins, Megan D. ; Abebe, Felagot A. ; Scott, Kristina A. ; Ozmer, Garett L. ; Sheir, Alec A. ; Schroeder, Lucas J. , et al.
Abstract: Sulfonamides are a crucial class of bioisosteres that are prevalent in a wide range of pharmaceuticals, however, the available methods for their production directly from heteroaryl aldehyde reagents remains surprisingly limited. A new approach for regioselective incorporation of a sulfonamide unit to heteroarene scaffolds has been developed and is reported within. As a result, a variety of primary benzylic N-alkylsulfonamides have been prepared via a two-step (one pot) formation from the in situ reduction of an intermediate N-sulfonyl imine under mild, practical conditions. The compounds have been screened against a variety of cell lines for cytotoxicity effects using a Cell Titer Blue assay. The cell viability investigation identifies a subset of N-benzylic sulfonamides derived from the indole scaffold to be targeted for further development into novel molecules with potential therapeutic value. The most cytotoxic of the compounds prepared, AAL-030, exhibited higher potency than other well-known anticancer agents Indisulam and ABT-751.
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CAS No. : | 141430-65-1 |
Formula : | C18H17N3O4S |
M.W : | 371.41 |
SMILES Code : | O=S(C1=CC=C(C=C1)OC)(NC2=CC=CN=C2NC3=CC=C(C=C3)O)=O |
Synonyms : |
E7010
|
MDL No. : | MFCD00910291 |
InChI Key : | URCVCIZFVQDVPM-UHFFFAOYSA-N |
Pubchem ID : | 3035714 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
SK-Mel-2 | 262.2 nM | 5 days | Evaluate the anti-proliferative effect of ABT-751 in melanoma cell lines, IC50 value was 262.2 nM. | PMC11043045 |
WM-266-4 | 298.9 nM | 5 days | Evaluate the anti-proliferative effect of ABT-751 in melanoma cell lines, IC50 value was 298.9 nM. | PMC11043045 |
WM-115 | 208.2 nM | 5 days | Evaluate the anti-proliferative effect of ABT-751 in melanoma cell lines, IC50 value was 208.2 nM. | PMC11043045 |
Sk-Mel-28 | 697.9 nM | 5 days | Evaluate the anti-proliferative effect of ABT-751 in melanoma cell lines, IC50 value was 697.9 nM. | PMC11043045 |
Sk-Mel-5 | 259.7 nM | 5 days | Evaluate the anti-proliferative effect of ABT-751 in melanoma cell lines, IC50 value was 259.7 nM. | PMC11043045 |
Malme-3M | 465.2 nM | 5 days | Evaluate the anti-proliferative effect of ABT-751 in melanoma cell lines, IC50 value was 465.2 nM. | PMC11043045 |
Lox-IMVI | 1007.2 nM | 5 days | Evaluate the anti-proliferative effect of ABT-751 in melanoma cell lines, IC50 value was 1007.2 nM. | PMC11043045 |
J82 | 0.7 μM | 24 hours | ABT-751 induced G2/M cell cycle arrest, decreased cell number in the S phase of the cell cycle and suppressed colony formation/independent cell growth, accompanied with alterations of the protein levels of several cell cycle regulators. | PMC7835924 |
BFTC905 | 0.6 μM | 24 hours | ABT-751 induced G2/M cell cycle arrest, decreased cell number in the S phase of the cell cycle and suppressed colony formation/independent cell growth, accompanied with alterations of the protein levels of several cell cycle regulators. | PMC7835924 |
GBM CD105+ cells | 0.5 μM and 10 μM | 48 hours and 96 hours | Screening for effective drugs against GBM CD105+ cells, ABT-751 showed robust toxic effects on GBM CD105+ cells. | PMC9426031 |
Lung cancer A549 cell | 4.58 μM | 72 hours | Evaluate the growth inhibitory activity of ABT-751 against A549 cells, with a GI50 value of 4.58 μM. | PMC6359563 |
Breast cancer MCF-7 cell | 0.88 μM | 72 hours | Evaluate the growth inhibitory activity of ABT-751 against MCF-7 cells, with a GI50 value of 0.88 μM. | PMC6359563 |
Leukemia K562 cell | 0.74 μM | 72 hours | Evaluate the growth inhibitory activity of ABT-751 against K562 cells, with a GI50 value of 0.74 μM. | PMC6359563 |
MCF-7 CC cells | 10μM | 24 hours | To evaluate the effects of ABT-751 on microtubule formation, results showed that MCF-7 CC cells were less sensitive to ABT-751, with microtubule fibers not completely disappearing at 10μM. | PMC5546696 |
MCF-7 TXT cells | 10μM | 24 hours | To evaluate the effects of ABT-751 on microtubule formation, results showed that MCF-7 TXT cells were more sensitive to ABT-751, with microtubule fibers completely disappearing at 10μM. | PMC5546696 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00047489 | Hematological Malignancies | PHASE1 | COMPLETED | 2025-01-05 | The University of Texas M.D. A... More >>nderson Cancer Center, Houston, Texas, 77030, United States Less << |
NCT00063102 | Breast Cancer | PHASE2 | COMPLETED | 2025-08-04 | Oncology-Hematology Group of S... More >>outh Florida, Miami, Florida, 33176, United States|Clinical Research Network, Inc., Plantation, Florida, 33324, United States|Georgia Cancer Specialists, Atlanta, Georgia, United States|Northwestern University Medical School Division of Hematology/Oncology, Chicago, Illinois, 60611, United States|Indiana University Cancer Center Section of of Hemtology/Oncology Indiana Cancer Pavilion, Indianapolis, Indiana, 46202, United States|Northern Indiana Cancer Research Consortium, South Bend, Indiana, United States|Oncology & Hemotology Associates of Kansas City, PA, Kansas City, Missouri, 64111, United States|Texas Oncology, Dallas, Texas, United States Less << |
NCT00073151 | Non-Small Cell Lung Cancer | PHASE2 | COMPLETED | 2025-01-06 | Oncology Hematology Group of S... More >>outh Florida, Miami, Florida, United States|Florida Cancer Institute, New Port Richey, Florida, United States|University of Chicago Medical Center, Chicago, Illinois, 60637-1460, United States|University of Maryland Greenbaum Cancer Center, Baltimore, Maryland, 21201-1595, United States|Oncology & Hematology Associates of Kansas City, PA, Kansas City, Missouri, 64111, United States|Washington University School of Medicine, St. Louis, Missouri, 63110-1093, United States|Albany Regional Cancer Center, Albany, New York, United States|Raleigh Hematology Oncology, Cary, North Carolina, United States|Dayton Oncology and Hematology, Kettering, Ohio, United States|Cancer Care Associates, Oklahoma City, Oklahoma, United States|Cancer Centers of the Carolinas, Greenville, South Carolina, United States|West Cancer Clinic, Memphis, Tennessee, 38120, United States|Texas Oncology, Dallas, Texas, United States|Texas Oncology, Ft. Worth, Texas, United States|Cancer Care Northwest, Spokane, Washington, United States|Northwest Cancer Specialists, Vancouver, Washington, United States|University of Wisconsin Comprehensive Cancer Center, Madison, Wisconsin, 53792-5666, United States Less << |
NCT00471718 | Prostate Cancer | PHASE1|PHASE2 | TERMINATED | 2025-08-09 | Vanderbilt-Ingram Cancer Cente... More >>r, Nashville, Tennessee, 37232-6838, United States Less << |
NCT00073138 | Colorectal Cancer | PHASE2 | COMPLETED | 2025-02-05 | University of Southern Califor... More >>nia, Los Angeles, California, 90089, United States|Cancer Institute Medical Group, Santa Monica, California, 90095-3961, United States|Northwestern University, Chicago, Illinois, 60611-5933, United States|University of Chicago Medical Center, Chicago, Illinois, 60637, United States|Duke University Medical Center, Durham, North Carolina, 27710, United States|University of Wisconsin Medical Center, Madison, Wisconsin, 53792, United States Less << |
NCT00036959 | Brain and Central Nervous Syst... More >>em Tumors|Childhood Germ Cell Tumor|Extragonadal Germ Cell Tumor|Kidney Cancer|Liver Cancer|Neuroblastoma|Ovarian Cancer|Sarcoma|Unspecified Childhood Solid Tumor, Protocol Specific Less << | PHASE1 | COMPLETED | 2025-02-10 | Children's Memorial Hospital -... More >> Chicago, Chicago, Illinois, 60614, United States|Warren Grant Magnuson Clinical Center - NCI Clinical Trials Referral Office, Bethesda, Maryland, 20892-1182, United States|Children's Hospital of Philadelphia, Philadelphia, Pennsylvania, 19104-4318, United States Less << |
NCT00073112 | Renal Cell Cancer | PHASE2 | COMPLETED | 2025-09-06 | Arizona Cancer Research Center... More >>, Tucson, Arizona, 85712, United States|UCLA School of Medicine, Los Angeles, California, 90024, United States|Clinical Trials + Research Associates, Montebello, California, 90640, United States|US Oncology Inc Rocky Mountain Cancer Centers, Denver, Colorado, 80218, United States|Oncology Hematology Group of South Florida, Miami, Florida, United States|US Oncology Inc Florida Cancer Institute, New Port Richey, Florida, 34652, United States|US Oncology Inc Ocala Oncology Center, Ocala, Florida, 34474, United States|US Oncology Inc Cancer Centers of Florida, P.A., Orlando, Florida, 32806, United States|University of Chicago Medical Center, Chicago, Illinois, 60637-1471, United States|Sidney Kimmel Comprehensive Cancer Center, Baltimore, Maryland, 21231, United States|US Oncology Inc Raleigh Hematology Oncology Clinic, Cary, North Carolina, 27511, United States|US Oncology Inc Dayton Oncology & Hematology P.A., Kettering, Ohio, 45409, United States|US Oncology Inc Cancer Care Accociates-Mercy Campus, Oklahoma City, Oklahoma, 73120, United States|US Oncology Inc Cancer Centers of the Carolinas, Greenville, South Carolina, 29615, United States|West Cancer Clinic, Memphis, Tennessee, 38120, United States|Vanderbilt Ingram Cancer Center, Nashville, Tennessee, 37232-6307, United States|US Oncology Inc Tyler Cancer Center, Tyler, Texas, 75702, United States|US Oncology Inc Cancer Care Northwest-North, Spokane, Washington, 99218, United States|US Oncology Inc Northwest Cancer Specialists, Vancouver, Washington, 98684, United States|B.C. Vancouver Cancer Agency, Vancouver, British Columbia, V5Z 4E6CAN, Canada|Queen Elizabeth II Health Science Centre, Halifax, Nova Scotia, B3H2Y9, Canada|McMaster University, Hamilton, Ontario, L8N 4A6, Canada|McGill University, Montreal, Quebec, Canada Less << |
Tags: ABT-751 | E7010 | ABT751 | ABT 751 | E 7010 | E-7010 | Microtubule | Tubulin | Autophagy | tubulin inhibitor | microtubule polymerization | cell cycle arrest | apoptosis | colchicine-binding site | 141430-65-1
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