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Structure of Brivanib (alaninate)
CAS No.: 649735-63-7
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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.
Brivanib alaninate (BMS-582664) is an ATP-competitive VEGFR2 inhibitor with an IC50 of 25 nM; it moderately inhibits VEGFR1 and FGFR1, with selectivity for VEGFR2 over PDGFRβ by 240-fold.
Synonyms: Brivanib alaninate; BMS-582664
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CAS No. : | 649735-63-7 |
Formula : | C22H24FN5O4 |
M.W : | 441.46 |
SMILES Code : | C[C@@H](C(O[C@@H](COC1=CN2N=CN=C(C2=C1C)OC3=C(C4=C(C=C3)NC(C)=C4)F)C)=O)N |
Synonyms : |
Brivanib alaninate; BMS-582664
|
MDL No. : | MFCD22577162 |
InChI Key : | LTEJRLHKIYCEOX-OCCSQVGLSA-N |
Pubchem ID : | 11154925 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H302-H360 |
Precautionary Statements: | P201-P308+P313 |
Class: | 6.1 |
UN#: | 2811 |
Packing Group: | Ⅲ |
In Vitro:
Concentration | Treated Time | Description | References |
HepG2 cells | 60 μM | 72 hours | Evaluate the effect of SR9009 on BMAL1 mRNA expression | PMC6461893 |
TFK1 cells | 60 μM | 72 hours | To evaluate the effect of Notch3 silencing on Brivanib sensitivity, results showed that Notch3 silencing enhanced Brivanib-induced apoptosis. | PMC6461893 |
MCF7 cells | 60 μM | 72 hours | To evaluate the effect of IKBKE overexpression on cell invasion and migration, results showed that IKBKE overexpression significantly enhanced cell invasion and migration. | PMC6461893 |
UWB1.289+BRCA1 cells | 0, 8, 40, 200 μM | 24 hours | Evaluate the anti-proliferative effect of Brivanib on UWB1.289+BRCA1 cells, results showed IC50 value of Brivanib was 118.1 μM | PMC10647199 |
UWB1.289 cells | 0, 8, 40, 200 μM | 24 hours | Evaluate the anti-proliferative effect of Brivanib on UWB1.289 cells, results showed IC50 value of Brivanib was 170.2 μM | PMC10647199 |
PEO1 cells | 0, 8, 40, 200 μM | 24 hours | Evaluate the anti-proliferative effect of Brivanib on PEO1 cells, results showed IC50 value of Brivanib was 41.54 μM | PMC10647199 |
Human umbilical vein endothelial cells (HUVECs) | 300 nM and 900 nM | 14 days | To evaluate the effect of R-2-HG on endothelial cell migration, results showed that R-2-HG significantly enhanced the migration ability of HUVECs. | PMC9234334 |
Hep3B cells | 60 μM | 72 hours | BMP9 promotes cell cycle progression by reducing RNA m6A methylation levels | PMC6461893 |
Huh7 cells | 60 μM | 72 hours | PMC6461893 |
In Vivo:
Administration | Dosage | Frequency | Description | References |
Wistar rats | DENA-induced HCC model | Oral gavage | 60 mg/kg | Once daily for 15 consecutive days | To evaluate the inhibitory effect of Notch3 silencing combined with Brivanib treatment on HCC tumor growth, results showed that the combination significantly inhibited tumor growth. | PMC6461893 |
BALB/c athymic mice | MCF-7 E2 tumors | Oral | 0.05 mg/g and 0.1 mg/g | Daily administration for 6 weeks | Brivanib alaninate significantly inhibited tumor growth in SERM sensitive and SERM stimulated models. The high dose (0.1 mg/g) significantly reduced tumor growth (p=0.001), while the low dose (0.05 mg/g) showed no significant effect. | PMC2927957 |
Mice | Pancreatic neuroendocrine tumors (PNET) model | Oral | 75 mg/kg | Once daily until endpoint | Evaluate the efficacy of Brivanib as first and second-line therapy in PNET model, showing significant survival benefit and tumor growth inhibition | PMC3156934 |
BALB/c nu/nu mice | PEO1 xenograft model | Oral gavage | 100mg/kg | Once daily for 6 days | Evaluate the inhibitory effect of Brivanib combined with Niraparib on PEO1 xenografts, results showed significant tumor growth inhibition | PMC10647199 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00594984 | Metastatic Colorectal Cancer (... More >>MCRC) Less << | Phase 1 Phase 2 | Completed | - | United States, California ... More >> Usc/Norris Comprehensive Cancer Center Hospital Los Angeles, California, United States, 90033 Usc/Norris Comprehensive Cancer Center Los Angeles, California, United States, 90033 United States, Kentucky James Graham Brown Cancer Center Louisville, Kentucky, United States, 40202 United States, Missouri Washington University Saint Louis, Missouri, United States, 63110 Argentina Local Institution Buenos Aires, Argentina, C1426ANZ Denmark Local Institution Odense C, Denmark, 5000 Italy Local Institution Meldola Fc, Italy, 47014 Local Institution Milano, Italy, 20141 Korea, Republic of Local Institution Seoul, Korea, Republic of, 135-710 Spain Local Institution Madrid, Spain, 28050 Sweden Local Institution Stockholm, Sweden, 17176 Local Institution Uppsala, Sweden, 75185 Less << |
NCT00300027 | Gastrointestinal Neoplasms | PHASE1 | TERMINATED | - | Local Institution, Little Rock... More >>, Arkansas, United States|Local Institution, Los Angeles, California, United States|Local Institution, Washington, District of Columbia, United States|Local Institution, Iowa City, Iowa, United States|Local Institution, Durham, North Carolina, United States|Local Institution, Temple, Texas, United States Less << |
NCT00207103 | Tumors Neopla... More >>sm Metastasis Less << | Phase 1 | Completed | - | United States, California ... More >> Premiere Oncology Santa Monica, California, United States, 90404 United States, Indiana Indiana University Med Center Indianapolis, Indiana, United States, 46202 United States, Wisconsin University Of Wisconsin Comprehensive Center Madison, Wisconsin, United States, 53792 Canada, Alberta Local Institution Edmonton, Alberta, Canada, T6G 1Z2 Canada, Ontario Local Institution Ottawa, Ontario, Canada, K1H 1C4 Italy Local Institution Milano, Italy, 20141 United Kingdom Local Institution Middlesex, Greater London, United Kingdom, HA6 2RN Local Institution Manchester, Greater Manchester, United Kingdom, M20 4BX Less << |
NCT01046864 | Gastro-Intestinal Cancer | Phase 1 | Completed | - | United States, California ... More >> Usc/Norris Comprehensive Cancer Center Los Angeles, California, United States, 90033 United States, Texas Texas Oncology Dallas, Texas, United States, 75246 Scott & White Memorial Hospital And Clinic Temple, Texas, United States, 76508 Canada, Alberta Local Institution Edmonton, Alberta, Canada, T6G 1Z2 Canada, Ontario Local Institution Ottawa, Ontario, Canada, K1H 8L6 France Local Institution Villejuif Cedex, France, 94800 Less << |
NCT00207051 | Colorectal Cancer | Phase 1 | Completed | - | United States, California ... More >> Usc/Norris Comprehensive Cancer Center Los Angeles, California, United States, 90033 United States, District of Columbia Georgetn Univ Lombardi Can Ctr Washington, District of Columbia, United States, 20007 United States, Florida University Of Miami Miller School Of Medicine Miami, Florida, United States, 33010 H. Lee Moffitt Cancer Center Tampa, Florida, United States, 33612 United States, Michigan Karmanos Cancer Institute Detroit, Michigan, United States, 48201 Canada, Ontario Local Institution Hamilton, Ontario, Canada, L8V 2C5 Local Institution Toronto, Ontario, Canada, M5G 2M9 Netherlands Local Institution Amsterdam, Netherlands, 1081 HV Less << |
NCT00858871 | Hepato Cellular Carcinoma (HCC... More >>) Less << | Phase 3 | Completed | - | - |
NCT01253668 | Renal Cell Carcinoma | Phase 2 | Completed | - | United States, Pennsylvania ... More >> Abramson Cancer Center of the University of Pennsylvania Philadelphia, Pennsylvania, United States, 19104 Less << |
NCT00640471 | Colorectal Cancer | Phase 3 | Completed | - | - |
NCT00633789 | Advanced Non-small Cell Lung C... More >>ancer Transitional Cell Carcinoma Soft Tissue Sarcoma Gastric/Esophageal Adenocarcinoma Pancreatic Cancer Including Ampulla of Vater Less << | Phase 2 | Completed | - | - |
NCT00390936 | Solid Tumors | Phase 1 | Completed | - | Japan ... More >> Local Institution Sunto-Gun, Shizuoka, Japan, 411-8777 Less << |
NCT01367275 | Colorectal Cancer ... More >> Colorectal Adenocarcinoma Less << | Phase 2 | Terminated(Sponsor closed stud... More >>y) Less << | - | United States, Texas ... More >> UT MD Anderson Cancer Center Houston, Texas, United States, 77030 Less << |
NCT00825955 | Liver Cancer | Phase 3 | Terminated(Efficacy endpoint m... More >>et, however, overall experimental dosing regimen is not considered optimal to support further clinical development in this patient population) Less << | - | - |
NCT00908752 | Hepatocellular Carcinoma | Phase 3 | Completed | - | - |
NCT00435669 | Tumors | Phase 1 | Completed | - | United States, Ohio ... More >> Cleveland Clinic Foundation Cleveland, Ohio, United States, 44195 Less << |
NCT00798252 | Advanced Cancer | Phase 1 | Completed | - | United States, California ... More >> Usc/Norris Comprehensive Cancer Center Los Angeles, California, United States, 90033 United States, Massachusetts Dana Farber Cancer Institute Boston, Massachusetts, United States, 02215 United States, Michigan Wayne State University Detroit, Michigan, United States, 48201 Canada, Alberta Local Institution Edmonton, Alberta, Canada, T6G 1Z2 Canada, Ontario Local Institution Toronto, Ontario, Canada, M5G 2M9 Less << |
NCT00437424 | Carcinoma, Hepatocellular | Phase 1 | Completed | - | United States, Alabama ... More >> University Of Alabama At Birmingham Birmingham, Alabama, United States, 35294 United States, California Usc/Norris Comprehensive Cancer Center Los Angeles, California, United States, 90033 United States, Ohio Case Western Reserve University Clleveland, Ohio, United States, 44106 United States, Texas South Texas Accelerated Research Therapeutics, Llc San Antonio, Texas, United States, 78229 Spain Local Institution Sevilla, Spain, 41013 Less << |
NCT00888173 | Endometrial Adenocarcinoma ... More >> Endometrial Clear Cell Adenocarcinoma Endometrial Mixed Adenocarcinoma Endometrial Mucinous Adenocarcinoma Endometrial Serous Adenocarcinoma Endometrial Squamous Cell Carcinoma Endometrial Transitional Cell Carcinoma Endometrial Undifferentiated Carcinoma Recurrent Uterine Corpus Carcinoma Less << | Phase 2 | Completed | - | - |
NCT03516071 | Hepatocellular Carcinoma (HCC) | Phase 2 | Recruiting | May 10, 2019 | China, Anhui ... More >> Anhui Provincial Hospital Recruiting Hefei, Anhui, China Contact: Yueyin Pan China, Guangdong Nanfang Hospital Recruiting Guangzhou, Guangdong, China Contact: Jinlin Hou Sun Yat-sen University Cancer Center Recruiting Guangzhou, Guangdong, China Contact: Li Xu China, Heilongjiang Harbin Medical University Cancer Hospital Recruiting Harbin, Heilongjiang, China Contact: Yuxian Bai China, Henan Henan Cancer Hospital Recruiting Zhengzhou, Henan, China Contact: Xinfang Hou China, Hunan Hunan Cancer Hospital Recruiting Changsha, Hunan, China Contact: Shanzhi Gu China, Jiangsu China PLA 81st hospital Recruiting Nanjing, Jiangsu, China Contact: Shukui Qin China, Jilin The first Hospital of Jilin University Recruiting Changchun, Jilin, China Contact: Wei Li China, Liaoning Army General Hospital of Shenyang military region Recruiting Shenyang, Liaoning, China Contact: Zhendong Zheng China, Shanghai Fudan University Shanghai Cancer Center Recruiting Shanghai, Shanghai, China Contact: Zhiqiang Meng Zhongshan Hospital Recruiting Shanghai, Shanghai, China Contact: Zhenggang Ren China, Shanxi Tangdu Hospital Recruiting Xi'an, Shanxi, China Contact: Helong Zhang China, Sichuan West China Hospital West China School of Medicine Sichuan University Recruiting Chengdu, Sichuan, China Contact: Hong Zhu China, Tianjin Tianjin Medical University Cancer Institute & Hospital Recruiting Tianjin, Tianjin, China Contact: Tianqiang Song China, Zhejiang Zhejiang Cancer Hospital Recruiting Hangzhou, Zhejiang, China Contact: Jieer Ying Less << |
NCT01108705 | Carcinoma, Hepatocellular | Phase 3 | Terminated | - | - |
NCT00888173 | - | Completed | - | - | |
NCT00355238 | Hepatocellular Carcinoma (HCC) | Phase 2 | Completed | - | - |
NCT01267253 | - | Active, not recruiting | - | - | |
NCT01540461 | Hepatocellular Carcinoma | Phase 1 | Completed | - | China, Beijing ... More >> Local Institution Beijing, Beijing, China, 100071 China, Heilongjiang Local Institution Ha Erbin, Heilongjiang, China, 150040 China, Jiangsu Local Institution Nanjing, Jiangsu, China, 210002 Less << |
NCT01267253 | Cervical Adenocarcinoma ... More >> Cervical Adenosquamous Carcinoma Cervical Squamous Cell Carcinoma, Not Otherwise Specified Persistent Disease Recurrent Cervical Carcinoma Less << | Phase 2 | Active, not recruiting | - | - |
NCT00437437 | Tumors | Phase 1 | Completed | - | United States, Massachusetts ... More >> Dana-Farber Harvard Cancer Care Boston, Massachusetts, United States, 02115 United States, Michigan Wayne State University Detroit, Michigan, United States, 48201-2194 United States, North Carolina Duke University Medical Center-Dept Of Medicine Durham, North Carolina, United States, 27710 Less << |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.27mL 0.45mL 0.23mL |
11.33mL 2.27mL 1.13mL |
22.65mL 4.53mL 2.27mL |
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Dissolving Methods |
in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day; 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. Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:
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