N-[4-(-Carboxycyclohexylmethyl)]maleimide
- CAS NO.:64987-82-2
- Empirical Formula: C12H15NO4
- Molecular Weight: 237.25
- MDL number: MFCD03093740
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-07-14 15:27:00
What is N-[4-(-Carboxycyclohexylmethyl)]maleimide?
Description
4-((2,5-Dioxo-2H-pyrrol-1(5H)-yl)methyl)cyclohexanecarboxylic acid contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
Chemical properties
White Solid
The Uses of N-[4-(-Carboxycyclohexylmethyl)]maleimide
A sulfhydryl crosslinking reagent
The Uses of N-[4-(-Carboxycyclohexylmethyl)]maleimide
An amino reactive reagent.
The Uses of N-[4-(-Carboxycyclohexylmethyl)]maleimide
A sulfhydryl crosslinking reagent.
What are the applications of Application
N-[4-(-Carboxycyclohexylmethyl)]maleimide is a sulfhydryl crosslinking reagent
Definition
N-(4-Carboxycyclohexylmethyl)maleimide is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein.
Properties of N-[4-(-Carboxycyclohexylmethyl)]maleimide
| Melting point: | 157-158°C |
| Boiling point: | 433.6±18.0 °C(Predicted) |
| Density | 1.329±0.06 g/cm3(Predicted) |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | Chloroform, Methanol |
| form | Solid |
| pka | 4.80±0.10(Predicted) |
| color | Pale Yellow |
| InChI | InChI=1S/C12H15NO4/c14-10-5-6-11(15)13(10)7-8-1-3-9(4-2-8)12(16)17/h5-6,8-9H,1-4,7H2,(H,16,17) |
Safety information for N-[4-(-Carboxycyclohexylmethyl)]maleimide
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for N-[4-(-Carboxycyclohexylmethyl)]maleimide
| InChIKey | LQILVUYCDHSGEU-UHFFFAOYSA-N |
| SMILES | C1(C(O)=O)CCC(CN2C(=O)C=CC2=O)CC1 |
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