ChemicalBook--->CAS DataBase List--->128-53-0

128-53-0

128-53-0 Structure

128-53-0 Structure
IdentificationMore
[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 PropertiesBack 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.
[biological source]

synthetic (organic)
[Water Solubility ]

1 g/L (20 ºC)
[Sensitive ]

Light Sensitive
[Merck ]

14,3822
[BRN ]

112448
[InChI]

1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3
[InChIKey]

HDFGOPSGAURCEO-UHFFFAOYSA-N
[SMILES]

CCN1C(=O)C=CC1=O || CCN1C(=O)C=CC1=O
[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)
[Absorption]

cut-off at 382nm in methanol at 1M
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
[Signal word ]

Danger
[Hazard statements ]

H300-H311-H314-H317
[Precautionary statements ]

P260-P280-P301+P310+P330-P303+P361+P353-P305+P351+P338+P310
[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
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 2 Oral
Acute Tox. 3 Dermal
Eye Dam. 1
Skin Corr. 1B
Skin Sens. 1
[Safety Profile]

Poison by intraperitoneal route. Human mutation data reported. Vapors are hlghly irritating. When heated to decomposition it emits toxic fumes of NOx.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Maleic anhydride-->Ethylamine-->Paraffin, liquid-->N-Ethylmaleamic acid-->N-Ethylmaleamic acid-->Ethylamine hydrochloride
[Preparation Products]

3-(1-Ethyl-3-pyrrolidinyl)-1H-indole
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

N-Ethylmaleimide(128-53-0)MS
N-Ethylmaleimide(128-53-0)1HNMR
N-Ethylmaleimide(128-53-0)13CNMR
N-Ethylmaleimide(128-53-0)IR1
N-Ethylmaleimide(128-53-0)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N-Ethylmaleimide, 99+%(128-53-0)
[Alfa Aesar]

N-Ethylmaleimide, 99+%(128-53-0)
[Sigma Aldrich]

128-53-0(sigmaaldrich)
[TCI AMERICA]

N-Ethylmaleimide,>98.0%(N)(128-53-0)
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