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, P261, 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
	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 contains the amide functional group, but more importantly it is an alkene that is reactive toward thiols and is commonly used to modify cysteine residues in proteins and peptides.