Overview of Docetaxel：
Docetaxel is an anticancer drug in clinic, which is mainly used to treat advanced breast cancer, ovarian cancer and non-small cell lung cancer. Clinically, it also has certain effects on head and neck cancer, small cell lung cancer, gastric cancer, pancreatic cancer, melanoma and so on.
Docetaxel powder is a white to off-white , almost insoluble in water, soluble in anhydrous ethanol and soluble in dichloromethane. It can be stored ethanol solution at-20 for up to 3 months.
| Product name | Docetaxel |
| CAS | 114977-28-5 |
| Molecular formula | C43H53NO14 |
| Molecular weight | 807.88 |
| EINECS Number | 601-339-2 |
| Melting point | 186-192 °C (dec.) |
| boiling point | 900.5±65.0 °C(Predicted) |
| Solubility | Almost insoluble in water, soluble in anhydrous ethanol and soluble in dichloromethane. |
| Appearance | white |
| Storage condition | Sealed in dry,Store in freezer, under -20°C |
| Density | 1.38 |
How is Docetaxel synthesized ?
Docetaxel is a taxane antitumor drug. It was originally used to treat breast cancer and non-small cell lung cance.It also known as docetaxel, belongs to the Taxus family like paclitaxel (solvent paclitaxel, liposome paclitaxel and albumin-bound paclitaxel).
Docetaxel is a semi-synthetic derivative of paclitaxel.
Docetaxel is a semisynthetic antitumor drug with better hydrophilicity after extracting monomer 10- deacetylbaccatin from Taxus chinensis, and Docetaxel powder is a semisynthetic derivative of paclitaxel. Like paclitaxel, it binds to tubulin, promotes microtubule stability and leads to G2/M cell cycle arrest.
Indications of docetaxel
1. Docetaxel is suitable for the treatment of locally advanced or metastatic breast cancer.
2. It combined with trastuzumab is used for the treatment of metastatic breast cancer patients with overexpression of HER2 gene, who have not received chemotherapy for metastatic cancer in advance.
3. Docetaxel powder combined with adriamycin and cyclophosphamide is used as postoperative adjuvant chemotherapy for breast cancer patients with positive lymph nodes.
Product Specification
| Item | Specification | Results | |
| Appearance | white to off-white powder | Complies | |
| Related substance (HPLC) | Total impurity ≤0.5% Max single impurity ≤0.1% |
0.2% 0.06% |
|
| Odor | Characteristic | Complies | |
| Assay | 99% | 99.8% | |
| Sieve analysis | 100% pass 80 mesh | Complies | |
| Loss on Drying | ≤1.0% | 0.12% | |
| Residue on Ignition | ≤1.0% | 0.09% | |
| Heavy Metal | <10ppm | Complies | |
| As | <0.1ppm | 0.05ppm | |
| Pb | <0.1ppm | 0.05ppm | |
| Cd | <0.1ppm | 0.05ppm | |
| Residual Solvents | <100ppm | Complies | |
| Conclusion: The test results are conformed to the in-house specification | |||
How to prepare docetaxel in the laboratory?
Laboratories and researchers with mature experimental conditions can try to prepare docetaxel by themselves.
The following steps are for reference only:
1. compound (I) was obtained by acylating 10-deacetylbaccatin ⅲ, which was extracted from the needles of Taxus L. and Taxaceae.
2. Mix 330 mg of phenylacrylic acid (2.24mmo1), 460 mg of dicyclohexylcarbodiimide (DCC, 2.24mmo1), 500 mg of compound (I)(0.56mmo1) and 68 mg of 4- dimethylaminopyridine (0.56mmo1), control the temperature at 70℃ and stir under argon.
3. After cooling, filter and wash the filter cake with toluene. and concentrating under reduced pressure.
4. Step 4 of Docetaxel powder : Add dichloromethane to the dead night, wash it with 2% hydrochloric acid aqueous solution, and then dry it with anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the remaining 1g residue was purified by column chromatography, and eluted according to the ratio of hexane 7 and ethyl acetate 3 to obtain 540 mg of compound (II) with a yield of 94%.
5. Stir 47 mg of tert-butyl N- chloro -N- sodium carbamate (0.27mmo1) and 91.4 mg of silver nitrate (0.54mmo1) or in 2ml of acetonitrile for 10min.
6.Step 6 of Docetaxel powder: Add 50 mg of compound (II) (0.049 mmo1) and 0.537 ml of and tert-butyl alcohol solution (0.1mmol/1 Ml), and stir at room temperature or 4 degrees Celsius for 24 hours, keeping away from light.
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Attention: It should be noted that this product is not intended for the diagnosis, treatment, cure, or prevention of any disease. Please consult your doctor and learn about available research before use. Please do not use without authorization. This compound can only be used for research purposes. The US Food and Drug Administration has not evaluated these claims.
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