179324-69-7
Bortezomib
CAS: 179324-69-7
Molecular Formula: C19H25BN4O4
179324-69-7 - Names and Identifiers
| Name | Bortezomib |
| Synonyms | dpba MLM341 VELCADE Bortezomib BortezoMib R BortezoMib-D8 MG-341 PS-341 BortezoMib Base bortezoMib(other) VELCADE(BORTEZOMIB) Bortezomib for research N-[(1S)-1-(dihydroxyboranyl)-3-methylbutyl]-Nalpha-(pyrazin-2-ylcarbonyl)-D-phenylalaninamide N-[(1R)-1-(dihydroxyboranyl)-3-methylbutyl]-Nalpha-(pyrazin-2-ylcarbonyl)-L-phenylalaninamide [(1r)-3-methyl-1-[[(2s)-1-oxo-3-phenyl-2-[(pyrazinylcarbonyl)amino]propyl]amino]butyl]-boronic acid Boronic acid, B-[(1R)-3-Methyl-1-[[(2S)-1-oxo-3-phenyl-2-[(2-pyrazinylcarbonyl)aMino]propyl]aMino]bu Boronic acid, B-[(1R)-3-methyl-1-[[(2S)-1-oxo-3-phenyl-2-[(2-pyrazinylcarbonyl)amino]propyl]amino]butyl]- |
| CAS | 179324-69-7 |
| EINECS | 605-854-3 |
| InChI | InChI=1/C19H25BN4O4/c1-13(2)10-17(20(27)28)24-18(25)15(11-14-6-4-3-5-7-14)23-19(26)16-12-21-8-9-22-16/h3-9,12-13,15,17,27-28H,10-11H2,1-2H3,(H,23,26)(H,24,25)/t15-,17-/m0/s1 |
179324-69-7 - Physico-chemical Properties
| Molecular Formula | C19H25BN4O4 |
| Molar Mass | 384.24 |
| Density | 1.214 |
| Melting Point | 122-124°C |
| Solubility | Soluble in chloroform, dimethyl sulfoxide, ethanol and methanol. |
| Appearance | Yellow solid |
| Color | White |
| pKa | 9.66±0.43(Predicted) |
| Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
| Stability | Hygroscopic and Moisture Sensitive |
| Refractive Index | 1.564 |
| In vitro study | Bortezomib, a boronic acid dipeptide, is a highly selective reversible inhibitor of the 26S proteasome, which acts on the degradation of misfolded proteins and is essential for cell cycle regulation. Exposure to Bortezomib stabilized p21,p27, and p53, as well as pro-apoptotic Bid and Bax proteins, microvesiculin-1, and inhibitor κB-α, this prevents activation of the cell survival pathway induced by nuclear factor kappa B. Bortezomib also promotes pro-apoptotic c-Jun-NH2 terminal kinases, as well as activation of the endoplasmic reticulum stress response. Alterations in the levels of these cellular proteins result in inhibition of proliferation, migration, and promotion of apoptosis in cancer cells. Bortezomib was able to penetrate cells and inhibited proteasome-mediated intracellular long-lived proteolysis at a concentration of ∼ 0.1 μm for 50% inhibition of proteolysis. The IC50 value of Bortezomib for a panel of 60 cancer cell lines derived from multiple human tumors of the National Cancer Institute (NCI) was 7 nM. Treatment of PC-3 cells with Bortezomib (100 nM) for 8 H resulted in accumulation of cells in the G2-M phase and a corresponding decrease in the number of cells in the G1 phase. Bortezomib kills PC-3 cells at 24 and 48 hours with IC50 of 100 and 20 nM, respectively. Bortezomib induces nuclear condensation 16-24 hours after treatment. Bortezomib caused cleavage of PARP in a time-dependent manner at concentrations as low as 100 nM, producing effects after 24 hours of treatment. |
| In vivo study | The anticancer effects of Bortezomib monotherapy have been demonstrated in xenograft models of multiple myeloma, adult leukemia, lung, breast, prostate, pancreatic, head and neck, and colon cancers, as well as in melanoma. In the Lewis lung cancer model, oral administration of bortezomib (1.0 mg/kg, daily) for 18 days caused a delay in tumor growth and reduced the number of metastases. Bortezomib monotherapy significantly reduced breast cancer cell survival at doses up to 5 mg/kg. In a mouse xenograft model of prostate cancer, administration of Bortezomib (1.0 mg/kg once weekly) for 4 weeks reduced tumor growth by 60%. 1.0 mg/kg Bortezomib administration for 4 weeks resulted in a 72% or 84% reduction in xenograft growth in mice with pancreatic cancer and an increase in tumor cell apoptosis. 1.0 mg/kg Bortezomib significantly inhibited human plasmacytoma xenograft growth, increased tumor cell apoptosis and overall survival, and reduced tumor angiogenesis. |
179324-69-7 - Risk and Safety
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R48/23/24/25 - |
| Safety Description | S9 - Keep container in a well-ventilated place. S27 - Take off immediately all contaminated clothing. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S60 - This material and its container must be disposed of as hazardous waste. |
| RTECS | ED7771666 |
| HS Code | 29339900 |
| Hazard Class | 6.1 |
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