Maytasinol Microtubule Assembly Inhibitor
Maytasinol Microtubule Assembly Inhibitor

Maytasinol Microtubule Assembly Inhibitor

English name:Maytansinol
CAS number:57103-68-1
Anothername:Maytansine,O3-de2-(acetylmethylamino)-1-oxopropyl-;MAYTANSINOL;3-O-De[2-[methyl(acetyl)amino]-1-oxopropyl]maytansine;ChemicalbookMaytansine,3-O-de[2-;Maytansinoid;3-o-de(2-(acetylMethylaMino)-1-oxopropyl)Maytansine;ansaMitocinp0;antibioticc15003p
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Products Description

 

English nameMaytansinol

CAS number:57103-68-1

Molecular formula: C28H37ClN2O8

Molecular weight: 565.05

EINECS No.:

 

Related categories

Biological fermentation; pharmaceutical API; API [for scientific research only]; scientific research raw drug series; medical raw materials; traditional Chinese medicine; API; raw materials; pharmaceutical and chemical products; chemical reagents; AnChemicalbookti-cancerIntermediates & FineChemicals; PEGProduct; medical raw materials; medical raw materials; reagents

The Mol file: 57103-68-1.mol

 

Structural formula:

1

 

Medenol properties

Melting point: 205-207℃

Boiling point: 835.8 ± 65.0 C (Predicted)

Density: 1.34±0.1g/cm3 (Predicted)

Storage conditions: Chemicalbook2-8 C

Solubility: soluble in chloroform (little), methanol (little)

Aciity coefficient (pK a): 9.89 ± 0.70 (Predicted)

Form: solid

Color: off-white to orange

 

Use and synthesis method of Merten alcohol

 

Brief introduction

Medenol is the common parent of medenoids (Maytansinoids), the ester of the former, which generally shows anticancer effects. Meden alcohol has been obtained and transformed by Japanese scholars through fermentation. Mercedes drugs and its derivatives are extremely strong inhibitors of microtubule assembly, at subnanomolar level can Chemicalbook to show anti-mitotic effect, and its ED50 (effective dose) between 10-5 and 10-4 μg/mL, is an ideal anticancer drug, including the marketed ADC drugs, Roche Kadcyla (market in 2013) biological active drug part is Mercedes drugs (DM1).

 

Preparation

2 -

 

Mediden alcohol was prepared from Anisectin P3. Add 100 g of AP 3 to the reaction bottle equipped with a thermometer and a drop funnel, then add 500ml of anhydrous tetrahydrofuran to the reaction bottle, and add 1 mol/L LiAl (t-Bu) 3H tetrahydrofuran solution at a concentration of-10℃ to 10℃ nitrogen protection. After LiAL (t-Bu) 3H tetrahydrofuran solution was added dropwise, the reaction solution was controlled at-10℃ to 10℃, stirred for 2 to 5 hours, the reaction Chemicalbook solution was further cooled to 0℃ to 4℃, and 150ml of water was added dropwise. After the water droplets, the reaction solution was stirred for 30 minutes at-10℃ to 10℃, and then 200ml of ethyl acetate solution containing 1% formic acid was added. After the full reaction, the white sediment was filtered, and the filtrate was concentrated to a white foam solid, followed by column chromatography in methanol / dichloromethane 1% to 4% gradient to obtain 66g of Medenol in white solid with 87% yield.

 

Use

Meiden alcohol is used in traditional Chinese medicine control products, scientific research purposes, etc.

 

Bioactivity

Maytansinol Inbits microtubule assembly and induces microtubule disassembly in conjunction with radiation for Drosophila and human cancer cells.

 

Target spot

Maytansinoids

 

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