N-Ethylmaleimide

N-Ethylmaleimide
Names
	Preferred IUPAC name 1-Ethyl-1H-pyrrole-2,5-dione
	Other names Ethylmaleimide
Identifiers
CAS Number	128-53-0 ;
3D model (JSmol)	Interactive image;
Abbreviations	NEM
Beilstein Reference	112448
ChEBI	CHEBI:44485 ;
ChEMBL	ChEMBL8211 ;
ChemSpider	4209 ;
DrugBank	DB02967 ;
ECHA InfoCard	100.004.449
EC Number	204-892-4;
Gmelin Reference	405614
IUPHAR/BPS	5335;
KEGG	C02441 ;
PubChem CID	4362;
UNII	O3C74ACM9V ;
CompTox Dashboard (EPA)	DTXSID1059573 ;
	InChI InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3 Key: HDFGOPSGAURCEO-UHFFFAOYSA-N ; InChI=1/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3 Key: HDFGOPSGAURCEO-UHFFFAOYAE;
	SMILES O=C1\C=C/C(=O)N1CC;
Properties
Chemical formula	C6H7NO2
Molar mass	125.12528
Melting point	43 to 46 °C (109 to 115 °F; 316 to 319 K)
Boiling point	210 °C (410 °F; 483 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H301, H311, H314, H317
Precautionary statements	P260, P264, P270, P272, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P361, P363, P405, P501 Preview warning: Omit Rules: keep P260, omit P261
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

N-Ethylmaleimide (NEM) is an organic compound that is derived from maleic acid. It is a unstable substance that reacts rapidly with thiols and is commonly used to modify cysteine residues in proteins and peptides.