N-PHENYLMALEIMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H7NO2
Molecular Weight	173.1681
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1C=CC(=O)N1C2=CC=CC=C2

InChI

InChIKey=HIDBROSJWZYGSZ-UHFFFAOYSA-N

InChI=1S/C10H7NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-7H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Chemical reactivity and antimicrobial activity of N-substituted maleimides.	2012-02	21612375
Stability of plasma adrenocorticotrophic hormone (ACTH): influence of hemolysis, rapid chilling, time, and the addition of a maleimide.	2010-12	20875812
Synthesis of N-arylated 1,2-dihydroheteroaromatics through the three-component reaction of arynes with N-heteroaromatics and terminal alkynes or ketones.	2010-01-04	20013994
Protruding masticatory (superfast) myosin heads from staggered thick filaments of dog jaw muscle revealed by X-ray diffraction.	2010-01	19762343
2-Methyl-3-(5-methyl-2-thien-yl)-5-phenyl-perhydro-pyrrolo[3,4-d]isoxazole-4,6-dione.	2009-03-25	21582577
Volume resuscitation from hemorrhagic shock with albumin and hexaPEGylated human serum albumin.	2008-10	18621463
Facile synthesis of heterocycles via 2-picolinium bromide and antimicrobial activities of the products.	2008-05-01	18560329
Diels-alder reaction of 2(1H)-pyridones acting as dienes.	2008-04	18379094
Maleimide-activated aryl diazonium salts for electrode surface functionalization with biological and redox-active molecules.	2008-03-04	18198908
Synthesis and characterization of polyacetylene with side-chain thiophene functionality.	2008-03	19325756
On the mechanism of the thermal retrocycloaddition of pyrrolidinofullerenes (retro-Prato reaction).	2008	18438770
Survival time in severe hemorrhagic shock after perioperative hemodilution is longer with PEG-conjugated human serum albumin than with HES 130/0.4: a microvascular perspective.	2008	18423033
Au(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of münchnones with electron-deficient alkenes.	2007-10-24	17900190
Metal-induced supramolecular chirality in optically active polymers of oxazoline-substituted N-phenylmaleimides.	2007-07	17457832
Preparation and Diels-Alder chemistry of 4-vinylimidazoles.	2007-05-11	17425369
Highly efficient retro-cycloaddition reaction of isoxazolino[4,5:1,2][60]- and -[70]fullerenes.	2007-05-11	17385924
Taxol induced apoptosis regulates amino acid transport in breast cancer cells.	2007-03	17195090
PM-20, a novel inhibitor of Cdc25A, induces extracellular signal-regulated kinase 1/2 phosphorylation and inhibits hepatocellular carcinoma growth in vitro and in vivo.	2006-06	16818510
Vibrational spectroscopy of N-phenylmaleimide.	2006-03-01	16157505
Synthesis of highly functionalized pyrrolidines via a mild one-pot, three-component 1,3-dipolar cycloaddition process.	2005-12-23	16356011
The active site His-460 of human acyl-coenzyme A:cholesterol acyltransferase 1 resides in a hitherto undisclosed transmembrane domain.	2005-11-11	16154994
Domino 6pi-electrocyclization/Diels-Alder reactions on 1,6-disubstituted (E,Z,E)-1,3,5-hexatrienes: versatile access to highly substituted tri- and tetracyclic systems.	2005-11-04	16110521
Characterization of the norovirus 3C-like protease.	2005-06	15845259
Optimizing the connectivity in disulfide-rich peptides: alpha-conotoxin SII as a case study.	2005-03-01	15707935
Human xylosyltransferase I: functional and biochemical characterization of cysteine residues required for enzymic activity.	2005-03-01	15461586
Carbon-carbon bond formation by radical addition-fragmentation reactions of O-alkylated enols.	2004-09-07	15326533
Reaction of N-phenyl maleimide with aminosilane monolayers.	2004-05-01	15261057
Exo-selective Diels-Alder reactions of vinylazepines. Origin of divergent stereoselectivity in Diels-Alder reactions of vinylazepines, vinylpiperideines, and vinylcycloalkenes.	2003-11-14	14604372
Chemical modification of milk xanthine oxidase with different modifiers.	2003-08	12916809
1,3-bis(diarylmethylidene)-2-methylidenecyclohexanes in cycloaddition and cyclodimerization reactions. The role of stereoelectronic factors.	2003-04-07	12926397
Highly stereoselective hydroxy-directed Diels-Alder reaction.	2003-03-21	12636397
Site-directed mutagenesis and chemical modification of the six native cysteine residues of the rat mitochondrial carnitine carrier: implications for the role of cysteine-136.	2002-07-09	12093282
The importance of cysteine 126 in the human liver UDP-glucuronosyltransferase UGT1A6.	2002-05-20	12009407
A model of cross-bridge attachment to actin in the AMATP state based on x-ray diffraction from permeabilized rabbit psoas muscle.	2002-04	11916868
Structural characterization of weakly attached cross-bridges in the AMATP state in permeabilized rabbit psoas muscle.	2002-04	11916867
New heterocyclic precursors for thermal generation of reactive, electron-rich 1,2-diaza-1,3-butadienes.	2001-11-15	11700103
Mechanism of migration of the trimethylsilyl group during reactions of methoxy[(trimethylsilyl)ethoxy]carbene with N-phenylmaleimide and C(60).	2001-11-02	11681966
Dynamic equilibria in the products of intramolecular Buchner additions of diazoketones to aryl rings bearing methoxy substituents.	2001-10-19	11597247
Cloning and characterisation of chlorophyll synthase from Avena sativa.	2001-06	11501754
Abnormal thiol reactivity of tropomyosin in essential hypertension and its association with abnormal sodium-lithium countertransport kinetics.	2001-03	11288819
Some Diels-Alder adducts of 6-vinyl-1-oxa-4-thiaspiro[4.5]dec-6-ene.	2001-01	11173407

Patents

Name

Type

Language

N-PHENYLMALEIMIDE

Systematic Name

English

NSC-8183

Preferred Name

English

N-PHENYLMALEIMIDE [MI]

Common Name

English

1-PHENYL-1H-PYRROLE-2,5-DIONE

Systematic Name

English

Code System Code Type Description

MERCK INDEX

m8680