57079-01-3

Basic information

• Product Name: 11-Maleimidoundecanoic acid
• Synonyms: 11-maleimidodecanoic acid;11-Maleimidoundecanoic acid;Mal-(CH2)10-COOH (KMUA);2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-undecanoic Acid;N-(10-Carboxydecyl)MaleiMide;N-κ-MaleiMidoundecanoic acid(KMUA);11-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid;11-Maleimide undecanoic acid
• CAS NO: 57079-01-3
• Molecular Formula: C₁₅H₂₃NO₄
• Molecular Weight: 281.35
• Product Categories: Maleimide Derivatives;Cross Linking Reagents;MTS & Sulfhydryl Active Reagents
• Mol File: 57079-01-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 89-90°C
• Boiling Point: 452.8 °C at 760 mmHg
• Flash Point: 227.6 °C
• Appearance: White to off-white/Powder
• Density: 1.139 g/cm³
• Vapor Pressure: 1.86E-09mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: -20°C Freezer
• Solubility: Soluble in methanol, and chloroform.
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: 11-Maleimidoundecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 11-Maleimidoundecanoic acid(57079-01-3)
• EPA Substance Registry System: 11-Maleimidoundecanoic acid(57079-01-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 57079-01-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 57079-01-3 differently. You can refer to the following data:
1. A sulfhydryl reactive heterobifunctional crosslinking reagent. Spacer Arm: 15.7 Angstroms
2. The maleimide functional group can be used to conjugate a variety of biomolecules such as enzymes and DNA to the polymer chain.

General Description

Intermediate for ester and amide linked maleimide monomers, can be used to generate liquid crystal copolymers

InChI:InChI=1/C15H23NO4/c17-13-10-11-14(18)16(13)12-8-6-4-2-1-3-5-7-9-15(19)20/h10-11H,1-9,12H2,(H,19,20)

Upstream product

• 1236046-68-6 11-(4-(2-carboxyethyl)-1,3-dioxo-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindol-2(3H)-yl)undecanoic acid 
• 2432-99-7 11-aminoundecanoic acid 
• 57079-16-0 11-((Z)-3-Carboxy-acryloylamino)-undecanoic acid 

Downstream Products

• 1261241-46-6 N-[10-((4-(((4'-n-hexyloxy)benzoyl)oxy)phenoxy)carbonyl)-n-decyl]maleimide 
• 359436-62-7 k-maleimidoundecanoic acid N-hydrazide 
• 87981-04-2 11-(maleimidyl)undecanoic acid succinimidyl ester 

Relevant articles and documents

Thermally reversible crosslinked polyethylene using Diels-Alder reaction in molten state

Thermally reversible crosslinked polyethylene was prepared by Diels-Alder (DA) and retro Diels-Alder (rDA) reaction. Maleimide/furan adduct was used as crosslinking agent. Dienophile named 11-maleimido-undecanoic acid was first synthesized and between this dienophile and commercial 3-(2-furyl) propanoic acid, the DA reaction was studied to determine DA and rDA reactions temperatures in the solid state. Then, an original modification method was employed to graft the two molecules onto the Lotader poly(ethylene-co-glycidyl methacrylate) in one step procedure. The DA and rDA reactions between diene and dienophile grafted moieties are followed by FT-IR analysis on a thin film. Readily polymer network is synthesized and the cycle of DA and retro-DA reactions is repeatable with no significant polymer degradation.

Synthesis N - maleic imide-based arylalkylic and its succinyl eater of method

The invention provides a method for synthesizing N-maleimidoalkyl acid and succinimido ester thereof, which comprises the following steps: (a) carrying out cyclization reaction on a compound disclosed as Formula (II) and phenyl 4-nitrotrifluoroacetate in an organic solvent in the presence of alkali to obtain N-maleimidoalkyl acid disclosed as Formula (III); and (b) reacting the N-maleimidoalkyl acid disclosed as Formula (III) and an acylation reagent in an organic solvent at reflux temperature to obtain an acyl chloride intermediate disclosed as (IV), reacting the acyl chloride intermediate disclosed as (IV) with N-hydroxy succinimide in an organic solvent in the presence of alkali to obtain the N-maleimidoalkyl acid succinimido ester disclosed as Formula (V). The method has the advantages of simple technique, high yield and high product purity, and is suitable for industrial production. The reaction route is disclosed in the specification.

NEW EFFECTOR CONJUGATES, PROCESS FOR THEIR PRODUCTION AND THEIR PHARMACEUTICAL USE

Conjugates of epothilones and epothilone derivatives (as effectors) with suitable biomolecules (as recognition units) are described. Their production is carried out by the effectors being reacted with suitable linkers, and the compounds that are produced are conjugated to the recognition units. The pharmaceutical use of the conjugates for treating proliferative or angiogenesis-associated processes is described.