| Identification | More | [Name]
N-Ethylmaleimide | [CAS]
128-53-0 | [Synonyms]
1-ETHYL-1H-PYRROLE-2,5-DIONE
NEM
N-ETHYLMALEIMIDE
1-ethyl-1h-pyrrole-5-dione
5-dione,1-ethyl-1H-Pyrrole-2
ethvlmaleimide
Ethylmaleimide
Maleic acid N-ethylimide
maleicacidn-ethylimide
Maleimide, N-ethyl-
n-ethvlmaleimide
n-ethyl-maleimid
USAF B-121
usafb-121
1-Ethyl-1H-pyrrole-2,5-dione~NEM
N-ETHYLMALEIMIDE SIGMAULTRA
N-ETHYLMALEIMIDE 99+%
N-EthylmaleimideA.R.
N-Ethylmaleimide-D5
1H-Pyrrole-2,5-dione, 1-ethyl- | [EINECS(EC#)]
204-892-4 | [Molecular Formula]
C6H7NO2 | [MDL Number]
MFCD00005509 | [Molecular Weight]
125.13 | [MOL File]
128-53-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White solid | [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
| [form ]
Crystalline Powder | [pka]
-2.18±0.20(Predicted) | [color ]
White to off-white | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. Refrigerate. | [Water Solubility ]
1 g/L (20 ºC) | [Sensitive ]
Light Sensitive | [Merck ]
14,3822 | [BRN ]
112448 | [InChIKey]
HDFGOPSGAURCEO-UHFFFAOYSA-N | [CAS DataBase Reference]
128-53-0(CAS DataBase Reference) | [NIST Chemistry Reference]
1H-pyrrole-2,5-dione, 1-ethyl-(128-53-0) | [Storage Precautions]
Store under nitrogen | [EPA Substance Registry System]
N-Ethylmaleimide (128-53-0) |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
R21:Harmful in contact with skin.
R28:Very Toxic if swallowed.
R34:Causes burns.
R43:May cause sensitization by skin contact.
R20/21:Harmful by inhalation and in contact with skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2928 6.1/PG 2
| [WGK Germany ]
3
| [RTECS ]
UX9625000
| [F ]
19 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29251900 | [Safety Profile]
Poison by
intraperitoneal route. Human mutation data
reported. Vapors are hlghly irritating. When
heated to decomposition it emits toxic
fumes of NOx. |
| Hazard Information | Back Directory | [Hazard]
Lachrymator when liquid, a strong irritant. | [Chemical Properties]
White solid | [Uses]
In cancer research (possible antimitotic activity.) | [Uses]
N-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. | [Uses]
Reagent 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. | [Definition]
ChEBI: N-ethylmaleimide is a member of the class of maleimides that is the N-ethyl derivative of maleimide. It has a role as an EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor, an EC 2.7.1.1 (hexokinase) inhibitor, an EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor and an anticoronaviral agent. It is functionally related to a maleimide. | [Biochem/physiol Actions]
Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels. |
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