Structure of Fosbretabulin disodium
CAS No.: 168555-66-6
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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.
Fosbretabulin disodium is the water-soluble prodrug of Combretastatin A4 (CA4), which is a microtubule-targeting agent that binds β-tubulin with Kd of 0.4 μM in a cell-free assay. Fosbretabulin disodium inhibits the polymerization of tubulin with IC50 of 2.4 μM, and also disrupts tumor vasculature.
Synonyms: Combretastatin A4 disodium phosphate; CA 4P; CRC 87-09
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CAS No. : | 168555-66-6 |
Formula : | C18H19Na2O8P |
M.W : | 440.29 |
SMILES Code : | O=P([O-])([O-])OC1=CC(/C=C\C2=CC(OC)=C(OC)C(OC)=C2)=CC=C1OC.[Na+].[Na+] |
Synonyms : |
Combretastatin A4 disodium phosphate; CA 4P; CRC 87-09
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MDL No. : | MFCD00943911 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Description |
Fosbretabulin disodium (CA 4DP) is a tubulin destabilizing agent and is a proagent of Combretastatin A4, specifically targeting endothelial cells. It induces the regression of nascent tumor neovessels, diminishes tumor blood flow, and leads to central tumor necrosis[1].[3].
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In Vitro:
Cell Line
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Concentration | Treated Time | Description | References |
b3NULL endothelial cells | 0.5 μM | 15 h | Test the effect of Fosbretabulin on random migration of b3NULL endothelial cells, results showed b3NULL cells were sensitive to Fosbretabulin. | PMC6030693 |
b3HET endothelial cells | 0.5 μM | 15 h | Test the effect of Fosbretabulin on random migration of b3HET endothelial cells, results showed b3HET cells were sensitive to Fosbretabulin. | PMC6030693 |
b3WT endothelial cells | 0.5 μM | 15 h | Test the effect of Fosbretabulin on random migration of b3WT endothelial cells, results showed b3WT cells were insensitive to Fosbretabulin. | PMC6030693 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Nude mice | DLD-1 and HT29 xenograft tumor models | Intraperitoneal injection | 250 mg/kg | Once weekly for 5 weeks | Evaluate the antitumor efficacy of Fosbretabulin on DLD-1 and HT29 xenograft tumors | PMC8658273 |
Mice | Subcutaneous tumor model | Intraperitoneal injection | 50 mg/kg | Every 4 days for 21 days | Test the effect of Fosbretabulin on tumor growth and angiogenesis, results showed Fosbretabulin reduced tumor growth and vascular density in Cre-positive animals. | PMC6030693 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00507429 | Anaplastic Thyroid Cancer | Phase 2 Phase 3 | Terminated(Low rate of subject... More >> accrual) Less << | - | - |
NCT00395434 | Tumors | Phase 1 | Completed | - | United Kingdom ... More >> Mount Vernon Hospital Northwood, Middlesex, United Kingdom, HA6 2RN Royal Marsden Hospital Sutton, Surrey, United Kingdom, SM2 5PT Less << |
NCT00653939 | Tumors | Phase 2 | Completed | - | United States, California ... More >> Southbay Oncology Hematology Campbell, California, United States, 95008 Pacific Coast Hematology and Oncology Medical Group Fountain Valley, California, United States, 92708 UCLA Division of Hematology and Oncology Los Angeles, California, United States, 90095 Bay Area Cancer Research Group, LLC Pleasant Hill, California, United States, 94523 United States, Florida Boca Raton Comprehensive Cancer Center Boca Raton, Florida, United States, 21020 United States, Kentucky Kentuckiana Cancer Institute Louisville, Kentucky, United States, 40202 United States, Massachusetts Lahey Clinic Medical Center Burlington, Massachusetts, United States, 01805 United States, New Jersey The Center for Cancer and Hematologic Disease Cherry Hill, New Jersey, United States, 08003 United States, New Mexico San Juan Oncology Associates Farmington, New Mexico, United States, 87401 United States, Ohio Gabrail Cancer Center Canton, Ohio, United States, 44718 The Mark H. Zangmeister Center Columbus, Ohio, United States, 43219 Signal Point Clinical Research Middletown, Ohio, United States, 45042 United States, Virginia Blueridge Cancer Care Salem, Virginia, United States, 24153 United States, Washington Northwest Medical Specialties Tacoma, Washington, United States, 98405 United States, West Virginia Mary Babb Randolph Cancer Center-Clinical Trials Unit Morgantown, West Virginia, United States, 26506 Less << |
NCT00507429 | - | Terminated(Low rate of subject... More >> accrual) Less << | - | - | |
NCT01052363 | Central Nervous System Tumors | Phase 1 | Withdrawn(No funding) | - | United States, West Virginia ... More >> MBRCC, West Virginia University Morgantown, West Virginia, United States, 26506 Less << |
NCT00077103 | Head and Neck Cancer | Phase 1 Phase 2 | Terminated(slow accrual) | - | United States, Michigan ... More >> Josephine Ford Cancer Center at Henry Ford Hospital Detroit, Michigan, United States, 48202 United States, Ohio Ireland Cancer Center at University Hosptials Case Medical Center, Case Comprehensive Cancer Center Cleveland, Ohio, United States, 44106-5065 United States, Pennsylvania Hillman Cancer Center at University of Pittsburgh Cancer Institute Pittsburgh, Pennsylvania, United States, 15232 Less << |
NCT00003768 | Unspecified Adult Solid Tumor,... More >> Protocol Specific Less << | Phase 1 | Completed | - | United States, Ohio ... More >> Ireland Cancer Center Cleveland, Ohio, United States, 44106-5065 Less << |
NCT00003698 | Unspecified Adult Solid Tumor,... More >> Protocol Specific Less << | Phase 1 | Completed | - | United Kingdom ... More >> Mount Vernon Hospital Northwood, England, United Kingdom, HA6 2RN Less << |
NCT02279602 | Neuroendocrine Tumors | Phase 2 | Completed | - | United States, California ... More >> Stanford University School of Medicine Stanford, California, United States, 94305 United States, Kentucky Markey Cancer Center, Clinical Research Office Lexington, Kentucky, United States, 40356 United States, New York Montefiore Bronx, New York, United States, 10467 United States, North Carolina Duke University Medical Center Durham, North Carolina, United States, 27710 United States, Wisconsin Froedtert Hospital, Medicial College of Wisconsin Milwaukee, Wisconsin, United States, 53226 Less << |
NCT01305213 | Recurrent Fallopian Tube Carci... More >>noma Recurrent Ovarian Carcinoma Recurrent Primary Peritoneal Carcinoma Less << | Phase 2 | Completed | - | - |
NCT02132468 | - | Completed | - | - | |
NCT00653939 | - | Completed | - | - | |
NCT02132468 | Neuroendocrine Tumors | Phase 2 | Completed | - | United States, California ... More >> Stanford University School of Medicine Stanford, California, United States, 94305 United States, Kentucky Markey Cancer Center, Clinical Research Office Lexington, Kentucky, United States, 40356 United States, New York Montefiore Bronx, New York, United States, 10467 United States, North Carolina Duke University Medical Center Durham, North Carolina, United States, 27710 United States, Wisconsin Froedtert Hospital, Medicial College of Wisconsin Milwaukee, Wisconsin, United States, 53226 Less << |
NCT00113438 | Cancer Tumor | Phase 2 | Completed | - | United States, Utah ... More >> Huntsman Cancer Institute Salt Lake City, Utah, United States, 84112 Less << |
NCT01305213 | - | Completed | - | - | |
NCT01701349 | Anaplastic Thyroid Cancer | Phase 3 | Withdrawn(Expected inability t... More >>o recruit study participants in a reasonable amount of time.) Less << | December 2017 | - |
NCT01423149 | Choroidal Neovascularization ... More >> Myopia, Degenerative Less << | Phase 2 | Completed | - | - |
NCT00060242 | Head and Neck Cancer | Phase 2 | Completed | - | United States, Michigan ... More >> Josephine Ford Cancer Center at Henry Ford Hospital Detroit, Michigan, United States, 48202 United States, Ohio Ireland Cancer Center at University Hosptials Case Medical Center, Case Comprehensive Cancer Center Cleveland, Ohio, United States, 44106-5065 United States, Pennsylvania Hillman Cancer Center at University of Pittsburgh Cancer Institute Pittsburgh, Pennsylvania, United States, 15232 Less << |
NCT02641639 | Platinum Resistant Ovarian Can... More >>cer Less << | Phase 2 Phase 3 | Terminated(Interim analysis fa... More >>iled to show efficacy benefit) Less << | - | - |
NCT01023295 | Polypoidal Choroidal Vasculopa... More >>thy Less << | Phase 2 | Completed | - | United States, California ... More >> OXiGENE Investigational Site Los Angeles, California, United States Hong Kong OXiGENE Investigational Site Hong Kong, Hong Kong Korea, Republic of OXiGENE Investigational Site Seoul, Korea, Republic of Singapore OXiGENE Investigational Site Singapore, Singapore Taiwan OXiGENE Investigational Site Changhua, Taiwan Less << |
NCT01570790 | Combretastatin A4 Phosphate ... More >> Age-related Macular Degeneration AMD CNV Choroidal Neovascularization Less << | Phase 1 Phase 2 | Completed | - | United States, Maryland ... More >> Wilmer Eye Institute Baltimore, Maryland, United States, 21287 Less << |
NCT03014297 | Neuroendocrine Tumors ... More >> Everolimus Less << | Phase 1 | Active, not recruiting | June 30, 2019 | United States, Kentucky ... More >> University of Kentucky Markey Cancer Center Lexington, Kentucky, United States, 40502 Less << |
NCT02055690 | Ovarian Neoplasms ... More >> Neoplasms, Ovarian Ovarian Cancer Less << | Phase 1 Phase 2 | Terminated(Safety) | - | United Kingdom ... More >> Royal United Hospital Bath NHS Trust Bath, United Kingdom, BA1 3NG City Hospital Birmingham, United Kingdom, B18 7GH University Hospitals Bristol NHS Foundation Trust Bristol, United Kingdom, BS1 3NU University Collage London Hospitals NHS Foundation Trust London, United Kingdom, NW1 2PG The Royal Marsden NHS Foundation Trust London, United Kingdom, SM2 5PT The Christie NHS Foundation Trust Manchester, United Kingdom, M20 4BX Clatterbridge Centre for Oncology NHS Foundation Trust Merseyside, United Kingdom, CH63 4JY Mount Vernon Cancer Centre (East and North Herts NHS Trust) Middlesex, United Kingdom, HA6 2RN Freeman Hospital (Newcastle-upon-Tyne Hospitals NHS Foundation Trust) Newcastle-upon-Tyne And Wear, United Kingdom, NE7 7DN Oxford Radcliffe Hospitals NHS Trust Oxford, United Kingdom, OX3 9DU Less << |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.27mL 0.45mL 0.23mL |
11.36mL 2.27mL 1.14mL |
22.71mL 4.54mL 2.27mL |
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Dissolving Methods |
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
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Tags: Fosbretabulin disodium | CA 4DP | CA 4P | Combretastatin A4 disodium | Microtubule | Tubulin | Apoptosis | tubulin destabilizing | tubulin destabilizer | Combretastatin A4 | tumor vasculature | microtubule disruption | microtubule dynamics | 168555-66-6
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