N-Ethylmaleimide

N-Ethylmaleimide
  • CAS No.:128-53-0
Other grades of this product :
N-Ethylmaleimide Basic information
Product Name:N-Ethylmaleimide
Synonyms:usafb-121;1-ETHYL-1H-PYRROLE-2,5-DIONE;NEM;N-ETHYLMALEIMIDE;1-Ethyl-1H-pyrrole-2,5-dione~NEM;N-ETHYLMALEIMIDE SIGMAULTRA;N-ETHYLMALEIMIDE 99+%;N-EthylmaleimideA.R.
CAS:128-53-0
MF:C6H7NO2
MW:125.13
EINECS:204-892-4
Product Categories:Life Science Chemical Reagents;N-Substituted Maleimides;N-Substituted Maleimides, Succinimides & Phthalimides;Amines;Heterocycles
Mol File:128-53-0.mol
N-Ethylmaleimide Chemical Properties
Melting point 43-46 °C(lit.)
Boiling point 210 °C(lit.)
density 1.2500 (rough estimate)
refractive index 1.4430 (estimate)
Fp 73 °C
storage temp. 2-8°C
solubility methanol: 1 M at 20 °C, clear, colorless
pka-2.18±0.20(Predicted)
form Crystalline Powder
color White to off-white
Water Solubility 1 g/L (20 ºC)
Sensitive Light Sensitive
Merck 14,3822
BRN 112448
Stability:Stable. Combustible. Incompatible with strong oxidizing agents. Refrigerate.
InChIKeyHDFGOPSGAURCEO-UHFFFAOYSA-N
CAS DataBase Reference128-53-0(CAS DataBase Reference)
NIST Chemistry Reference1H-pyrrole-2,5-dione, 1-ethyl-(128-53-0)
EPA Substance Registry SystemN-Ethylmaleimide (128-53-0)
Safety Information
Hazard Codes T+
Risk Statements 21-28-34-43-20/21
Safety Statements 26-28-36/37/39-45-28A
RIDADR UN 2928 6.1/PG 2
WGK Germany 3
RTECS UX9625000
19
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29251900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
N-Ethylmaleimide Usage And Synthesis
Chemical PropertiesWhite solid
UsesReagent for the covalent modification of cysteine residues in proteins. NEM gives a clear solution in ethanol at 50 mg/ml. NEM dissolves in water (>50 mg in 4 ml); however, aqueous solutions are unstable. The rate of hydrolysis is pseudo-first order and significantly dependent on pH.
UsesIn cancer research (possible antimitotic activity.)
UsesN-Ethylmaleimide is a protein thiol modifier which inhibits apoptotic DNA fragmentation. It is a sulfhydryl reagent and finds application in experimental biochemical studies as well as in enzymology. It is involved in the modification of cysteine residues in proteins and peptides. It acts as a Michael acceptor and reacts with nucelophiles like thiols. It is employed in the inhibition of Mg2+ dependent internucleosomal DNA fragmentation.
HazardLachrymator when liquid, a strong irritant.
Biochem/physiol ActionsAugments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.
Safety ProfilePoison by intraperitoneal route. Human mutation data reported. Vapors are hlghly irritating. When heated to decomposition it emits toxic fumes of NOx.
N-Ethylmaleimide Preparation Products And Raw materials
Raw materialsMaleic anhydride-->Ethylamine-->Paraffin, liquid-->N-ETHYLMALEAMIC ACID-->N-ETHYLMALEAMIC ACID-->Ethylamine hydrochloride

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