Maytansine, O3-de2-(acetylmethylamino)-1-oxopropyl-
Maytansine, O3-de2-(acetylmethylamino)-1-oxopropyl-
CAS: 57103-68-1
Molecular Formula: C28H37ClN2O8
Maytansine, O3-de2-(acetylmethylamino)-1-oxopropyl- - Names and Identifiers
Maytansine, O3-de2-(acetylmethylamino)-1-oxopropyl- - Physico-chemical Properties
| Molecular Formula | C28H37ClN2O8 |
| Molar Mass | 565.05 |
| Density | 1.34±0.1 g/cm3(Predicted) |
| Melting Point | 205-207℃ |
| Boling Point | 835.8±65.0 °C(Predicted) |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Appearance | Solid |
| Color | Off-White to Orange |
| pKa | 9.89±0.70(Predicted) |
| Storage Condition | 2-8°C |
Maytansine, O3-de2-(acetylmethylamino)-1-oxopropyl- - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 1.77 ml | 8.849 ml | 17.698 ml |
| 5 mM | 0.354 ml | 1.77 ml | 3.54 ml |
| 10 mM | 0.177 ml | 0.885 ml | 1.77 ml |
| 5 mM | 0.035 ml | 0.177 ml | 0.354 ml |
Last Update：2024-01-02 23:10:35
Maytansine, O3-de2-(acetylmethylamino)-1-oxopropyl- - Reference Information
| Introduction | maytenol is the common parent of Maytansinoids, and the latter is the esters of the former, the anti-cancer effect is generally shown. Maytanol has been obtained by Japanese scholars through the fermentation route and converted into maytansine compounds. Maytansine and its derivatives are very potent inhibitors of microtubule assembly, which can exhibit an anti-mitotic effect at the level of subunits, and their ED50 (effective dose) 10-5~10-4 μg/mL, is an ideal anti-cancer drugs, which has been marketed ADC drugs, Roche's gadcyla (time of market for 2013) part of the bioactive drugs used is the maytansine class of drugs (DM1). |
| preparation | using ansericin P3 as a starting material, maytanol was prepared. Add 100 gAP3 to a reaction bottle equipped with a thermometer and a dropping funnel, and then add ml of anhydrous tetrahydrofuran to the reaction bottle under nitrogen protection at -10 °c to 10 °c, A 1mol/L LiAl(t-Bu)3h tetrahydrofuran solution was added dropwise. After the addition of LiAl(t-Bu)3h tetrahydrofuran solution is completed, the reaction solution is controlled at -10 ℃ to 10 ℃, and the mixture is stirred for 2 to 5 hours, the reaction solution was further cooled to 0 °c to 4 °c, and 150ml of water was added dropwise. After the addition of water droplets, the reaction solution is stirred at a temperature of -10 °c to 10 °c for 30 minutes, and then 200ml of ethyl acetate solution containing 1% formic acid is added, the white precipitate was removed by filtration, and the filtrate was concentrated to give a white foam solid, which was then subjected to column chromatography under a gradient of methanol/dichloromethane from 1% to 4% to give 66g of maytanol as a white solid, the yield was 87%. |
| Use | maytanol is used for traditional Chinese medicine reference products, scientific research purposes, etc. |
| biological activity | Maytansinol inhibits microtubule assembly and induces microtubule dissociation in combination with radiation for Drosophila and human cancer cells. |
Last Update：2024-04-09 21:54:55
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