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Details

Stereochemistry ACHIRAL
Molecular Formula C5H5NO2
Molecular Weight 111.0987
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-METHYLMALEIMIDE

SMILES

CN1C(=O)C=CC1=O

InChI

InChIKey=SEEYREPSKCQBBF-UHFFFAOYSA-N
InChI=1S/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3

HIDE SMILES / InChI

Molecular Formula C5H5NO2
Molecular Weight 111.0987
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Preparation of high-selective HPLC packing materials based on alternating copolymer-grafted silica.
2010-10
Syntheses, X-ray crystal structures and reactivity of fluorenylidene- and dibenzosuberenylidene-allenes: convenient precursors to dispirotetracenes, di-indenotetracenes and 2-phenyl-11bH-dibenz[cd,h]azulene.
2010-09-07
Structural studies on cycloadducts of furan, 2-methoxyfuran, and 5-trimethylsilylcyclopentadiene with maleic anhydride and N-methylmaleimide.
2008-01-04
Species-specific pharmacology of Trichloro(sulfanyl)ethyl benzamides as transient receptor potential ankyrin 1 (TRPA1) antagonists.
2007-12-17
Vinigrol: a compact, diene-transmissive Diels-Alder strategy to the tricyclic core.
2007-12-06
N-alkyl oxazolidines as stereocontrol elements in asymmetric Diels-Alder cycloadditions of 9-substituted anthracene derivatives.
2006-11-21
Purification and characterization of a novel caffeine oxidase from Alcaligenes species.
2006-09-18
1,3-Dipolar character of 2-vinyl quinazoline 3-oxides; first and second generation cycloaddition products.
2006-06-21
Stereocontrolled synthesis and cycloaddition of 1,2,4-trioxygenated 1,3-dienes.
2006-03-03
Bridgehead nitrogen heterocycles which contain the quinazoline moiety -- synthesis and cycloaddition of 1,2-dihydroquinazoline 3-oxides.
2005-12-21
Three-component synthesis of polysubstituted homoproline analogs.
2005-08-31
Redox activation of mitochondrial intermembrane space Cu,Zn-superoxide dismutase.
2005-04-01
Laser flash photolysis of bismaleimides.
2003-11
Dirhodium(II) tetraacetate catalysed reactions of diazo thioamides: isolation and cycloaddition of anhydro-4-hydroxy-1,3-thiazolium hydroxides (thioisomünchnones), an approach to analogues of dehydrogliotoxin.
2003-08-07
Pepstatin A induces extracellular acidification distinct from aspartic protease inhibition in microglial cell lines.
2003-08
Dihapto coordination of carboxylic acid derivatives with an asymmetric rhenium pi-base: a new mechanism for amide isomerization?
2002-11-13
Purification and partial amino acid sequences of an esterase from tomato.
2002-06
Pardaxin stimulation of phospholipases A2 and their involvement in exocytosis in PC-12 cells.
2002-06
Maleimide is a potent inhibitor of topoisomerase II in vitro and in vivo: a new mode of catalytic inhibition.
2002-05
A new stabilised form of isobenzofuran, rack-mounted on an alicyclophane.
2001-09-07
Caution in the use of 2-iminothiolane (Traut's reagent) as a cross-linking agent for peptides. The formation of N-peptidyl-2-iminothiolanes with bombesin (BN) antagonist (D-Trp(6),Leu(13)-psi[CH(2)NH]-Phe(14))BN(6-14) and D-Trp-Gln-Trp-NH(2).
2001-05
Human recombinant interferon-inducible protein-10: intact disulfide bridges are not required for inhibition of hematopoietic progenitors and chemotaxis of T lymphocytes and monocytes.
2001-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:35:21 GMT 2025
Edited
by admin
on Mon Mar 31 19:35:21 GMT 2025
Record UNII
P0TFZ8R21Y
Record Status Validated (UNII)
Record Version
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Name Type Language
N-METHYLMALEIMIDE
Systematic Name English
NSC-57594
Preferred Name English
N-METHYLMALEINIMIDE
Common Name English
1H-PYRROLE-2,5-DIONE, 1-METHYL-
Systematic Name English
N-METHYLPYRROLE-2,5-DIONE
Systematic Name English
MALEIMIDE, N-METHYL-
Systematic Name English
1-METHYL-1H-PYRROLE-2,5-DIONE
Systematic Name English
1-METHYLPYRROLE-2,5-DIONE
Systematic Name English
Code System Code Type Description
WIKIPEDIA
N-Methylmaleimide
Created by admin on Mon Mar 31 19:35:21 GMT 2025 , Edited by admin on Mon Mar 31 19:35:21 GMT 2025
PRIMARY
ECHA (EC/EINECS)
213-226-1
Created by admin on Mon Mar 31 19:35:21 GMT 2025 , Edited by admin on Mon Mar 31 19:35:21 GMT 2025
PRIMARY
EPA CompTox
DTXSID30239240
Created by admin on Mon Mar 31 19:35:21 GMT 2025 , Edited by admin on Mon Mar 31 19:35:21 GMT 2025
PRIMARY
CAS
930-88-1
Created by admin on Mon Mar 31 19:35:21 GMT 2025 , Edited by admin on Mon Mar 31 19:35:21 GMT 2025
PRIMARY
FDA UNII
P0TFZ8R21Y
Created by admin on Mon Mar 31 19:35:21 GMT 2025 , Edited by admin on Mon Mar 31 19:35:21 GMT 2025
PRIMARY
NSC
57594
Created by admin on Mon Mar 31 19:35:21 GMT 2025 , Edited by admin on Mon Mar 31 19:35:21 GMT 2025
PRIMARY
PUBCHEM
70261
Created by admin on Mon Mar 31 19:35:21 GMT 2025 , Edited by admin on Mon Mar 31 19:35:21 GMT 2025
PRIMARY