N-methoxycarbonylmaleimide
N-methoxycarbonylmaleimide
CAS: 55750-48-6
Molecular Formula: C6H5NO4
N-methoxycarbonylmaleimide - Names and Identifiers
N-methoxycarbonylmaleimide - Physico-chemical Properties
| Molecular Formula | C6H5NO4 |
| Molar Mass | 155.11 |
| Density | 1.496±0.06 g/cm3(Predicted) |
| Melting Point | 63-65°C |
| Boling Point | 242.5±23.0 °C(Predicted) |
| Flash Point | 100.4°C |
| Solubility | DMSO (Slightly), Ethyl Acetate (Slightly), Chloroform |
| Vapor Presure | 0.0339mmHg at 25°C |
| Appearance | Solid |
| Color | Off-White to Pink |
| BRN | 1450638 |
| pKa | -3.17±0.20(Predicted) |
| Storage Condition | Inert atmosphere,2-8°C |
| Refractive Index | 1.545 |
N-methoxycarbonylmaleimide - Risk and Safety
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10 |
| HS Code | 29251900 |
N-methoxycarbonylmaleimide - Reference Information
| Introduction | N-methoxycarbonyl maleimide is an organic intermediate that can be used to prepare antibody-conjugated drugs. antibody-drug conjugate (ADC) organically combines monoclonal antibody and cytotoxin together, which combines the advantages of both antibody and cytotoxic drugs, it has the characteristics of strong targeting, high cytotoxicity, low toxic and side effects, long degradation half-life and so on. ADC in the structure including antibody (antibody), small molecule cytotoxin (cytotoxin) and linker (linker) three parts, the function of antibody is to achieve targeting, the role of the cytotoxin is to kill the target cell, and the role of the linker is to achieve the organic combination of the antibody and the cytotoxin structure, so that it forms an organic whole. |
| Use | N-methoxycarbonyl maleimide is an organic intermediate, it can be used to prepare acid cleavage type linkers based on the structure of di-isopropylsilyl ether. antibody-drug conjugate (ADC) organically combines monoclonal antibody and cytotoxin together, which combines the advantages of both antibody and cytotoxic drugs, it has the characteristics of strong targeting, high cytotoxicity, low toxic and side effects, long degradation half-life and so on. |
| preparation | maleimide (6.35g,65.4mmol,1.0eq) in ethyl acetate (mL) at 0 °c N-methylmorpholine (8.6mL,78.5mmol,1.2eq) and methyl chloroformate (6.0mL,78.5mmol,1.2eq) were added to the solution. The reaction was stirred at 0 °c for 30 minutes and at room temperature for 1 hour. The solid was filtered off and the filtrate was concentrated. The residue was dissolved in CH2Cl2 and filtered through silica gel and eluted with CH2Cl2 to wash out the color. The appropriate fractions were concentrated and the resulting solid was slurried with 10% ethyl acetate/petroleum ether to give a white solid (9.00g, 89% yield). |
Last Update：2024-04-10 22:29:15
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